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Home> Encyclopedia >Pharmaceutical Intermediates>Organic Intermediate>Dyestuff Intermediates
1,2-Dichlorobenzene structure
1,2-Dichlorobenzene structure

1,2-Dichlorobenzene

Iupac Name:1,2-dichlorobenzene
CAS No.: 95-50-1
Molecular Weight:146.998
Modify Date.: 2022-11-29 05:52
Introduction: Organic synthesis (primarily 3,4-dichloroaniline); solvent; insecticide; dyemanufacture View more+
1. Names and Identifiers
1.1 Name
1,2-Dichlorobenzene
1.2 Synonyms

1,2-dichloro-benzene 1,2-DICHLOROBENZENE EMSURE 1 L 1,2-DICHLOROBENZENE EMSURE 2,5 L 1,2-DICHLOROBENZENE FOR SYNTHESIS 1,2-Dichlorobenzene, Anhydrous, SeptuM-Sealed Bottle, DriSolv(R) 1,2-Dichlorobenzene, SuperDry, J&KSeal 1.2-DICHLOROBENZENE HPLC/SPECTRO 2-dichlorobenzene Chloroben Chloroden Cloroben DCB dilatindb Dizene dowtherme EINECS 202-425-9 MFCD00000535 NSC 60644 ODCB o-dichlorobenzene ortho-dichlorobenzene Termitkil

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1.3 CAS No.
95-50-1
1.4 CID
7239
1.5 EINECS(EC#)
202-425-9
1.6 Molecular Formula
C6H4Cl2 (isomer)
1.7 Inchi
InChI=1S/C6H4Cl2/c7-5-3-1-2-4-6(5)8/h1-4H
1.8 InChIkey
RFFLAFLAYFXFSW-UHFFFAOYSA-N
1.9 Canonical Smiles
C1=CC=C(C(=C1)Cl)Cl
1.10 Isomers Smiles
C1=CC=C(C(=C1)Cl)Cl
2. Properties
2.1 Density
1.306
2.1 Melting point
-15℃
2.1 Boiling point
1° F (NTP, 1992)
2.1 Refractive index
1.55-1.552
2.1 Flash Point
151° F (NTP, 1992)
2.2 Precise Quality
145.96900
2.2 PSA
0.00000
2.2 logP
2.99340
2.2 Solubility
0.13g/l
2.3 Viscosity
Viscosity is a measure of a fluid's resistance to flow. It describes the internal friction of a moving fluid.
2.4 VaporDensity
5.1 (vs air)
2.5 AnalyticLaboratory Methods
Air Sample: ... Ambient air is drawn through a 1.5X6.0 cm bed of Tenax;-GC ... so that vapors were collected completely on the resin. The sample was then thermally desorbed and the vapors passed through a cryogenically cooled trap and subsequently introduced into a gas chromatograph-mass spectrometer (GC-MS). Estimated detection limits for monochlorobenzene; is 2.1 ng/cu m; 1,2-dichlorobenzene; 1.0 ng/cu m; and 1,3-dichlorobenzene; 0.7 ng/cu m.
2.6 Appearance
O-dichlorobenzene appears as a clear colorless liquid with a pleasant odor. Denser than water and insoluble in water. Flash point 150°F. Toxic by inhalation and ingestion. Used to make other chemicals, solvents, fumigants and insecticides and for many other uses.
2.7 Atmospheric OH Rate Constant
4.20e-13 cm3/molecule*sec
2.8 AutoIgnition
1198° F (USCG, 1999)
2.9 Storage
Ambient temperatures.
2.10 Chemical Properties
colourless liquid
2.11 Color/Form
Colorless liquid
Colorless to pale-yellow liquid ...
2.12 Decomposition
When heated to decomposition it emits toxic /hydrogen;/ chloride; fumes.
2.13 Heat of Combustion
-7969 Btu/lb= -4427 cal/g= -185.4X10+5 J/kg
2.14 Heat of Vaporization
311 J/g
2.15 HenrysLawConstant
0.00 atm-m3/mole
2.16 Ionization Potential
9.06 eV
2.17 Odor
Pleasant odor
2.18 Odor Threshold
Odor of o-dichlorobenzene; is detectable by avg person at 50 ppm in air. Odor becomes strong & irritation noticeable at ... concn around 100 ppm. It has fair warning properties at this level but possibility of adaptation should be recognized.
2.19 Physical
O-DICHLOROBENZENE; is a clear colorless liquid with a pleasant odor. Denser than water; and insoluble in water;. Flash point 150°F. Toxic by inhalation and ingestion. Used to make other chemicals, solvents, fumigants and insecticides and for many other uses.
2.20 Water Solubility
H2O: 0.13 g/L (20 oC)
2.21 Spectral Properties
Intense mass spectral peaks: 146 m/z (100%), 148 m/z (64%), 111 m/z (38%), 75 m/z (23%)
IR: 4275 (Coblentz Society Spectral Collection)
UV: 303 (Sadtler Research Laboratories Spectral Collection)
NMR: 746 (Sadtler Research Laboratories Spectral Collection)
MASS: 816 (Atlas of Mass Spectral Data, John Wiley & Sons, New York)
2.22 Stability
Stable, but possibly light sensitive. Combustible. Incompatible with oxidizing agents, aluminium, aluminium alloys. Attacks some rubbers and plastics.
2.23 StorageTemp
Store below +30°C.
2.24 Surface Tension
36.61 dyn/cm
3. Use and Manufacturing
3.1 Chemical Reactivity
Reactivity with Water No reaction; Reactivity with Common Materials: No reaction; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.
3.2 Definition
ChEBI: A dichlorobenzene carrying chloro substituents at positions 1 and 2.
3.3 GHS Classification
Signal: Warning
GHS Hazard Statements
H302: Harmful if swallowed [Warning Acute toxicity, oral]
H315: Causes skin irritation [Warning Skin corrosion/irritation]
H319: Causes serious eye irritation [Warning Serious eye damage/eye irritation]
H335: May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]
H410: Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

Precautionary Statement Codes
P261, P264, P270, P271, P273, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P391, P403+P233, P405, and P501
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3.4 Methods of Manufacturing
CHLORINATION OF BENZENE; OR MONOCHLOROBENZENE; IN THE PRESENCE OF A CATALYST
3.5 Potential Exposure
The major uses of o-DCB are asa process solvent in the manufacturing of toluene diisocyanate and as an intermediate in the synthesis of dyestuffs,herbicides, and degreasers. p-Dichlorbenzene is usedprimarily as a moth repellant, a mildew control agent;space deodorant; and in insecticides, which accounts for90% of the total production of this isomer. Information isnot available concerning the production and use of m-DCB.However, it may occur as a contaminant of o-or p-DCBformulations. Both o-and p-isomers are produced almostentirely as by-products during the production ofmonochlorobenzene
3.6 Produe Method
Dichlorobenzenes are primarily produced by the chlorination of benzene in the presence of a catalyst (FeCl3 or AlCl3) although there are other possible synthetic routes. The two commercially important isomers are the ortho- and para-dichlorobenzenes.
3.7 Purification Methods
Contaminants may include the p-isomer and trichlorobenzene [Suslick et al. J Am Chem Soc 106 4522 1984]. It should be shaken with conc or fuming H2SO4, washed with water, dried with CaCl2, and distilled from CaH2 or sodium in a glass-packed column. Low conductivity material (ca 10-10 mhos) has been obtained by refluxing with P2O5, fractionally distilling and passing it through a column packed with silica gel or activated alumina: it is stored in a dry-box under N2 or with activated alumina. [Beilstein 5 IV 654.]
3.8 Shipping
m-DCB: UN2810 Toxic liquids, organic, n.o.s.,Hazard Class: 6.1; Labels: 6.1-Poisonous materials,Technical Name Required. United States DOT RegulatedMarine Pollutant. UN3077 Environmentally hazardoussubstances, solis, n.o.s., Hazard class: 9; Labels:9-Miscellaneous hazardous material, Technical NameRequired. UN3082 Environmentally hazardous substances,liquid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required
3.9 Usage
Organic synthesis (primarily 3,4-dichloroaniline); solvent; insecticide; dyemanufacture
4. Safety and Handling
4.1 Symbol
GHS02, GHS06, GHS08
4.1 Hazard Codes
Xn
4.1 Signal Word
Danger
4.1 Risk Statements
R22;R36/37/38;R50/53
4.1 Safety Statements
S23;S60;S61
4.1 Packing Group
III
4.1 Octanol/Water Partition Coefficient
log Kow = 3.43
4.2 Fire Hazard
Special Hazards of Combustion Products: Poisonous vapors including hydrogen chloride gas, chlorocarbons, chlorine
4.3 Other Preventative Measures
SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
A complete respiratory protection program should be instituted which includes regular training, maintenance, inspection, cleaning, and evaluation.
Employees who handle liquid o-dichlorobenzene should wash their hands thoroughly with soap, or mild detergent and water before eating, smoking, or using toilet facilities.
SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants.
The worker should immediately wash the skin when it becomes contaminated.
Work clothing that becomes wet or significantly contaminated should be removed and replaced.
SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.
If material not on fire and not involved in fire: Keep material out of water sources and sewers. Build dikes to contain flow as necessary.
Personnel protection: Keep upwind. ... Avoid breathing vapors or dusts. Wash away any material which may have contacted the body with copious amounts of water or soap and water.
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4.4 Hazard Class
6.1
4.4 Hazard Declaration
H225-H301 + H311 + H331-H370-H412
4.4 Cleanup Methods
Land spill: Dig a pit, pond, lagoon, or holding area to contain liquid or solid material. /SRP: If time permits, pits, ponds, lagoons, soak holes or holding areas should be sealed with an impermeable flexible membrane liner./ Dike surface flow using soil, sand bags, foamed polyurethane, or concrete. Absorb bulk liquid with fly ash, or cement power. Apply "universal" gelling agent to immobilize spill.
Water spill: Use natural deep water pockets, excavated lagoons, or sand bag barriers to trap material at bottom. If dissolved in region of 10 ppm or greater concn apply activated carbon at 10 times the spilled amount. Remove trapped material with suction hoses. Use mechanical drifts or lifts to remove immobilized masses of pollutants and precipitates.
1. Remove all ignition sources. 2. Ventilate area of spill or leak. 3. For small quantities, absorb on paper towels. Evaporate in a safe place (such as a fume hood). Allow sufficient time for evaporating vapors to completely clear the hood ductwork. Burn the paper in a suitable location away from combustible materials. Large quantities can be reclaimed or collected and atomized in a suitable combustion chamber equipped with an appropriate effluent gas cleaning device.
Approach release from upwind. Stop or control the leak, if this can be done without undue risk. Control runoff and isolate discharged material for proper disposal.
Environmental considerations: Land spill: Dig a pit, pond, lagoon, holding area to contain liquid or solid material. Dike surface flow using soil, sand bags, foamed polyurethane, or foamed concrete. Absorb bulk liquid with fly ash or cement powder. Apply "universal" gelling agent to immobilize spill. /SRP: If time permits, pits, ponds, lagoons, soak holes, or holding areas should be sealed with an impermeable flexible membrane liner./
Environmental considerations: Water spill: Use natural deep water pockets, excavated lagoons, or sand bag barriers to trap material at bottom. If dissolved, in region of 10 ppm or greater concentration, apply activated carbon at ten times the spilled amount. Remove trapped material with suction hoses. Use mechanical dredges or lifts to remove immobilized masses of pollutants and precipitates.
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4.5 DisposalMethods
Generators of waste (equal to or greater than 100 kg/month) containing this contaminant, EPA hazardous waste number U070 & F002, must conform with USEPA regulations in storage, transportation, treatment and disposal of waste.
... Halogenated compounds may be disposed of by incineration provided they are blended with other compatible wastes or fuels so that the composite contains less than 30% halogens and the heating value is from 7000 to 9000 BTU/1b. Liquid injection, rotary kiln, and fluidized bed incinerators are typically used to destroy liquid halogenated wastes. ... Temperatures of at least 2000 - 2200 deg F and residence times /of more than 2 sec/ ... are required for the destruction of halogenated aromatic hydrocarbons.
Potential candidate for rotary kiln incineration, with a temperature range of 820 to 1,600 deg C, and a residence time of seconds. Also a potential candidate for liquid injection incineration, with a temperature range of 650 to 1,600 deg C, and a residence time of 0.1 to 2 seconds.
Chemical Treatability of 1,2-Dichlorobenzene; Concentration Process: Stripping; Chemical Classification: Aromatic; Scale of Study: Full Scale, Continuous Flow; Type of Wastewater Used: Domestic Wastewater; Results of Study: 70% reduction by air stripping.
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4.6 DOT Emergency Guidelines
/GUIDE 152: SUBSTANCES - TOXIC (COMBUSTIBLE)/ Health: Highly toxic, may be fatal if inhaled, swallowed or absorbed through skin. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.
/GUIDE 152: SUBSTANCES - TOXIC (COMBUSTIBLE)/ Fire or Explosion: Combustible material: may burn but does not ignite readily. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.
/GUIDE 152: SUBSTANCES - TOXIC (COMBUSTIBLE)/ Public Safety: CALL Emergency Response Telephone Number ... . As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. Keep unauthorized personnel away. Stay upwind. Keep out of low areas.
/GUIDE 152: SUBSTANCES - TOXIC (COMBUSTIBLE)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible.
/GUIDE 152: SUBSTANCES - TOXIC (COMBUSTIBLE)/ Evacuation: ... Fire: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions.
/GUIDE 152: SUBSTANCES - TOXIC (COMBUSTIBLE)/ Fire: Small fires: Dry chemical, CO2 or water spray. Large fires: Water spray, fog or regular foam. Move containers from fire area if you can do it without risk. Dike fire control water for later disposal; do not scatter the material. Use water spray; do not use straight streams. Fire involving tanks or car/trailer loads: Fight fire from maximum distance or use unmanned hose holders or monitor nozzles. Do not get water inside containers. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks engulfed in fire. For massive fire, use unmanned hose holders or monitor nozzles; if this is impossible, withdraw from area and let fire burn.
/GUIDE 152: SUBSTANCES - TOXIC (COMBUSTIBLE)/ Spill or Leak: ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). Do not touch damaged containers or spilled material unless wearing appropriate protective clothing. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. Cover with plastic sheet to prevent spreading . Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. DO NOT GET WATER INSIDE CONTAINERS.
/GUIDE 152: SUBSTANCES - TOXIC (COMBUSTIBLE)/ First Aid: Move victim to fresh air. Call 911 or emergency medical service. Give artificial respiration if victim is not breathing. Do not use mouth-to-mouth method if victim ingested or inhaled the substance; give artificial respiration with the aid of a pocket mask equipped with a one-way valve or other proper respiratory medical device. Administer oxygen if breathing is difficult. Remove and isolate contaminated clothing and shoes. In case of contact with substance, immediately flush skin or eyes with running water for at least 20 minutes. For minor skin contact, avoid spreading material on unaffected skin. Keep victim warm and quiet. Effects of exposure (inhalation, ingestion or skin contact) to substance may be delayed. Ensure that medical personnel are aware of the material(s) involved and take precautions to protect themselves.
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4.7 RIDADR
UN 1591
4.7 Fire Fighting Procedures
Approach fire from upwind to avoid hazardous vapors and toxic decomposition products. Use water spray, dry chemical, foam, or carbon dioxide. Use water spray to keep fire-exposed containers cool. Extinguish fire using agent suitable for surrounding fire.
Wear full protective clothing and positive pressure self-contained breathing apparatus.
If material on fire or involved in fire: Extinguish fire using agent suitable for type of surrounding fire (Material itself does not burn or burns with difficulty.). Use water in flooding quantities as fog. Use foam, dry chemical, or carbon dioxide.
4.8 FirePotential
Combustible liquid.
4.9 Safety Profile
Poison by ingestion and intravenous routes. Moderately toxic by inhalation and intraperitoneal routes. An experimental teratogen. Other experimental reproductive effects. An eye, skin, and mucous membrane irritant. Causes liver and hdney injury. Questionable carcinogen. Mutation data reported. A pesticide. Flammable when exposed to heat or flame. Can react vigorously with oxidizing materials. To fight fire, use water, foam, CO2, or dry chemical. Slow reaction with aluminum may lead to explosion during storage in a sealed aluminum container. When heated to decomposition it emits toxic fumes of Cl-. See also CHLOROBENZENE and CHLORINATED HYDROCARBONS, AROMATIC.
4.10 Caution Statement
P210-P260-P280-P301 + P310 + P330-P308 + P311-P403 + P233
4.10 Formulations/Preparations
... Avail in USA as technical grade typically containing 98.7% by wt of ortho-isomer & 1.3% of meta- & para-isomers combined. It has ... moisture content of 80 ppm. ... also avail in USA in grade which ... contains 83% of ortho-isomer, 17% of meta- & para-isomers ... an emulsifiable form of ... latter product can ... /be obtained/.
High purity grade: 98.0% minimum active ingredient; technical grade: 80-90% active ingredient
Technical-grade ortho-dichlorobenzene typically consists of 70-85% ortho-dichlorobenzene, 99.8% ortho-dichlorobenzene,
Composition of technical grade product: 65-85% 1,2-dichlorobenzene, 99.8% 1,2-dichlorobenzene,
4.11 Incompatibilities
For o-DCB and m-DCB: acid fumes,chlorides, strong oxidizers; hot aluminum, or aluminumalloys. For p-DCB: Strong oxidizers; although, incompatibilities for this chemical may also include other materialslisted for o-DCB.
4.12 WGK Germany
3
4.12 RTECS
CZ4500000
4.12 Protective Equipment and Clothing
Usual precautions must be taken in factory; avoidance of contact with skin & eyes, use of goggles & rubber gloves while handling product.
/When handling this substance wear/ rubber footwear, and an apron.
The American Society for Testing and Materials cell was utilized to study permeation of chlorobenzene, o-dichlorobenzene, and m-dichlorobenzene, and o- and p-chlorotoluenes through Viton (unsupported) and nitrile (supported and unsupported) glove materials using isopropanol as collecting solvent, and FID (flame ionization detector)/gas chromatography for quantitation. Adequate mixing in the collection chamber was accomplished by externally agitating the ASTM cell at the required speed in a moving-tray water bath at 25 deg C. The Viton glove did not show permeation even after 4 hr. The nitrile gloves showed breakthrough times of PubMed Abstract
Wear appropriate personal protective clothing to prevent skin contact.
Wear appropriate eye protection to prevent eye contact.
Personnel protection: ... Wear appropriate chemical protective gloves, boots and goggles.
Respirator Recommendations: Up to 200 ppm Assigned Protection Factor (APF) Respirator Recommendation APF = 50 Any chemical cartridge respirator with a full facepiece and organic vapor cartridge(s). APF = 25 Any powered, air-purifying respirator with organic vapor cartridge(s). Substance causes eye irritation or damage; eye protection needed. APF = 50 Any self-contained breathing apparatus with a full facepiece. APF = 50 Any supplied-air respirator with a full facepiece.
Respirator Recommendations: Emergency or planned entry into unknown concentrations or IDLH conditions: Assigned Protection Factor (APF) Respirator Recommendation APF = 10,000 Any self-contained breathing apparatus that has a full facepiece and is operated in a pressure-demand or other positive-pressure mode. APF = 10,000 Any supplied-air respirator that has a full facepiece and is operated in a pressure-demand or other positive-pressure mode in combination with an auxiliary self-contained positive-pressure breathing apparatus.
Respirator Recommendations: Escape conditions: Assigned Protection Factor (APF) Respirator Recommendation APF = 50 Any air-purifying, full-facepiece respirator (gas mask) with a chin-style, front- or back-mounted organic vapor canister/Any appropriate escape-type, self-contained breathing apparatus
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4.13 Reactivities and Incompatibilities
Strong oxidizers, aluminum, chlorides, acids, acid fumes.
Slow reaction with aluminum may lead to explosion during storage in a sealed aluminum container.
DANGEROUS: On contact with acids or acid fumes they evolve highly toxic /hydrogen chloride/ fumes.
Avoid oxidizing materials.
4.14 Report

The o-Dichlorobenzene, with the cas registry number 95-50-1, has the systematic name of 1,2-dichlorobenzene. When store, keep it in a dry, well-ventilated storeroom with the temp. of 0-6.

This is a kind of colourless liquid and is insoluble in water while completely soluble in ethanol, ethyl ether and benzene. Besides, it is stable, but possibly light sensitive. And it is incompatible with oxidizing agents, aluminium, aluminium alloys. Its product categories are various, including Intermediates of Dyes and Pigments; Organics; Analytical Chemistry; Standard Solution of Volatile Organic Compounds for Water & Soil Analysis; Standard Solutions (VOC); Amber Glass Bottles; CHROMASOLV for HPLCSolvents; CHROMASOLV Solvents (HPLC, LC-MS); CHROMASOLV(R) HPLC Grade Solvents; Solvent Bottles; Carbon Steel Cans with NPT Threads; ReagentPlus(R) Solvent Grade Products; ReagentPlus(R)Semi-Bulk Solvents.

The characteristics of this chemical are as followings: (1)ACD/LogP: 3.28; (2)ACD/LogD (pH 5.5): 3.28; (3)ACD/LogD (pH 7.4): 3.28; (4)ACD/BCF (pH 5.5): 184.19; (5)ACD/BCF (pH 7.4): 184.19; (6)ACD/KOC (pH 5.5): 1455.77; (7)ACD/KOC (pH 7.4): 1455.77; (8)Index of Refraction: 1.548; (9)Molar Refractivity: 36.04 cm3; (10)Molar Volume: 113.3 cm3; (11)Polarizability: 14.28 ×10-24 cm3; (12)Surface Tension: 36.7 dyne/cm; (13)Density: 1.297 g/cm3; (14)Flash Point: 65.6 °C; (15)Enthalpy of Vaporization: 39.97 kJ/mol; (16)Boiling Point: 180.5 °C at 760 mmHg; (17)Vapour Pressure: 1.21 mmHg at 25°C; (18)Exact Mass: 145.969006; (19)MonoIsotopic Mass: 145.969006; (20)Heavy Atom Count: 8; (21)Complexity: 62.9.

As to its usage, it it widely applied in many ways. It could be used as the solvent of the following chemical, such as wax, gum, resin, tar, rubber, oils and pitch, and also in? dye, high-class pigment, chlorhexidine, polyurethane, and so on; It could also be used in pesticide for killing termite, acridid, verminal, in producing acetofenate, suffer and in composing catechol, o-phenylenediamine; It could be used as the Rostlockerungsmittel, degreasing agent, epoxy resin diluent; coolant; heat exchange medium, and so on.

Production method of o-Dichlorobenzene: chlorobenzene could react to produce 1,4-dichloro-benzene and o-Dichlorobenzene. The reaction condition is below: reagent:Pb(OCOCH3)4, C6F13COOH, LiCl; reaction time: 14 hours; reaction temp.: 80 ℃; field: 14.9%.

Use of o-Dichlorobenzene: o-Dichlorobenzene could react to produce 1,2-dichloro-4,5-dinitro-benzene. The reaction condition is below: reagent:conc. HNO3, H2SO4, SO3; reaction time: 2 hours; reaction temp.: 100 ℃; field: 46%.

You should be very cautious while dealing with this chemical. For one thing, this chemical is very harmful to our human beings. It is irritant to eyes, respiratory system and skin, and may cause inflammation to the skin or other mucous membranes. Besides, it is toxic, and if by inhalation, in contact with skin and if swallowed, it will have very serious irreversible effects to our health. For anther thing, it is dangerous for the environment. This chemical is harmful to aquatic organisms, and may cause long-term adverse effects in the aquatic environment; Then it may present an immediate or delayed danger to one or more components of the environment. Lastly, it is highly flammable. It may catch fire in contact with air, only needing brief contact with an ignition source, and has a very low flash point or evolve highly flammable gases in contact with water. And repeated exposure may cause skin dryness or cracking, and vapours may cause drowsiness and dizziness.

Due to the information above, you should take the following instructions to protect yourself. Firstly, wear suitable protective clothing and gloves. Do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer). If in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; In case of accident or if you feel unwell seek medical advice immediately (show the label where possible). Secondly, be careful while keeping it. Keep container in a well-ventilated place, and keep away from sources of ignition - No smoking. Then This material and its container must be disposed of as hazardous waste. Thirdly, Avoid releasing to the environment and refer to special instructions/safety data sheet.?

Addtionally, the following datas could be converted inte the molecular structure:
(1)SMILES:Clc1ccccc1Cl
(2)InChI:InChI=1/C6H4Cl2/c7-5-3-1-2-4-6(5)8/h1-4H
(3)InChIKey:RFFLAFLAYFXFSW-UHFFFAOYAE

?

?

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4.15 Skin, Eye, and Respiratory Irritations
Vapors and sprays are irritating to eyes, nose and throat.
Irritating to skin, eyes, and respiratory system.
The air concentration level of 1,2-DCB where irritation to humans begins (threshold of irritation), was found to be 0.15 mg/L... .
4.16 Specification

The o-Dichlorobenzene, with the cas registry number 95-50-1, has the systematic name of 1,2-dichlorobenzene. When store, keep it in a dry, well-ventilated storeroom with the temp. of 0-6.

This is a kind of colourless liquid and is insoluble in water while completely soluble in ethanol, ethyl ether and benzene. Besides, it is stable, but possibly light sensitive. And it is incompatible with oxidizing agents, aluminium, aluminium alloys. Its product categories are various, including Intermediates of Dyes and Pigments; Organics; Analytical Chemistry; Standard Solution of Volatile Organic Compounds for Water & Soil Analysis; Standard Solutions (VOC); Amber Glass Bottles; CHROMASOLV for HPLCSolvents; CHROMASOLV Solvents (HPLC, LC-MS); CHROMASOLV(R) HPLC Grade Solvents; Solvent Bottles; Carbon Steel Cans with NPT Threads; ReagentPlus(R) Solvent Grade Products; ReagentPlus(R)Semi-Bulk Solvents.

The characteristics of this chemical are as followings: (1)ACD/LogP: 3.28; (2)ACD/LogD (pH 5.5): 3.28; (3)ACD/LogD (pH 7.4): 3.28; (4)ACD/BCF (pH 5.5): 184.19; (5)ACD/BCF (pH 7.4): 184.19; (6)ACD/KOC (pH 5.5): 1455.77; (7)ACD/KOC (pH 7.4): 1455.77; (8)Index of Refraction: 1.548; (9)Molar Refractivity: 36.04 cm3; (10)Molar Volume: 113.3 cm3; (11)Polarizability: 14.28 ×10-24 cm3; (12)Surface Tension: 36.7 dyne/cm; (13)Density: 1.297 g/cm3; (14)Flash Point: 65.6 °C; (15)Enthalpy of Vaporization: 39.97 kJ/mol; (16)Boiling Point: 180.5 °C at 760 mmHg; (17)Vapour Pressure: 1.21 mmHg at 25°C; (18)Exact Mass: 145.969006; (19)MonoIsotopic Mass: 145.969006; (20)Heavy Atom Count: 8; (21)Complexity: 62.9.

As to its usage, it it widely applied in many ways. It could be used as the solvent of the following chemical, such as wax, gum, resin, tar, rubber, oils and pitch, and also in? dye, high-class pigment, chlorhexidine, polyurethane, and so on; It could also be used in pesticide for killing termite, acridid, verminal, in producing acetofenate, suffer and in composing catechol, o-phenylenediamine; It could be used as the Rostlockerungsmittel, degreasing agent, epoxy resin diluent; coolant; heat exchange medium, and so on.

Production method of o-Dichlorobenzene: chlorobenzene could react to produce 1,4-dichloro-benzene and o-Dichlorobenzene. The reaction condition is below: reagent:Pb(OCOCH3)4, C6F13COOH, LiCl; reaction time: 14 hours; reaction temp.: 80 ℃; field: 14.9%.

Use of o-Dichlorobenzene: o-Dichlorobenzene could react to produce 1,2-dichloro-4,5-dinitro-benzene. The reaction condition is below: reagent:conc. HNO3, H2SO4, SO3; reaction time: 2 hours; reaction temp.: 100 ℃; field: 46%.

You should be very cautious while dealing with this chemical. For one thing, this chemical is very harmful to our human beings. It is irritant to eyes, respiratory system and skin, and may cause inflammation to the skin or other mucous membranes. Besides, it is toxic, and if by inhalation, in contact with skin and if swallowed, it will have very serious irreversible effects to our health. For anther thing, it is dangerous for the environment. This chemical is harmful to aquatic organisms, and may cause long-term adverse effects in the aquatic environment; Then it may present an immediate or delayed danger to one or more components of the environment. Lastly, it is highly flammable. It may catch fire in contact with air, only needing brief contact with an ignition source, and has a very low flash point or evolve highly flammable gases in contact with water. And repeated exposure may cause skin dryness or cracking, and vapours may cause drowsiness and dizziness.

Due to the information above, you should take the following instructions to protect yourself. Firstly, wear suitable protective clothing and gloves. Do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer). If in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; In case of accident or if you feel unwell seek medical advice immediately (show the label where possible). Secondly, be careful while keeping it. Keep container in a well-ventilated place, and keep away from sources of ignition - No smoking. Then This material and its container must be disposed of as hazardous waste. Thirdly, Avoid releasing to the environment and refer to special instructions/safety data sheet.?

Addtionally, the following datas could be converted inte the molecular structure:
(1)SMILES:Clc1ccccc1Cl
(2)InChI:InChI=1/C6H4Cl2/c7-5-3-1-2-4-6(5)8/h1-4H
(3)InChIKey:RFFLAFLAYFXFSW-UHFFFAOYAE

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4.17 Toxicity
LD50 orally in Rabbit: 500 mg/kg LD50 dermal Rabbit > 10000 mg/kg
5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Acute toxicity - Oral, Category 4

Skin irritation, Category 2

Eye irritation, Category 2

Specific target organ toxicity \u2013 single exposure, Category 3

Hazardous to the aquatic environment, short-term (Acute) - Category Acute 1

Hazardous to the aquatic environment, long-term (Chronic) - Category Chronic 1

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word

Warning

Hazard statement(s)

H302 Harmful if swallowed

H315 Causes skin irritation

H319 Causes serious eye irritation

H335 May cause respiratory irritation

H410 Very toxic to aquatic life with long lasting effects

Precautionary statement(s)
Prevention

P264 Wash ... thoroughly after handling.

P270 Do not eat, drink or smoke when using this product.

P280 Wear protective gloves/protective clothing/eye protection/face protection.

P261 Avoid breathing dust/fume/gas/mist/vapours/spray.

P271 Use only outdoors or in a well-ventilated area.

P273 Avoid release to the environment.

Response

P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor/\u2026if you feel unwell.

P330 Rinse mouth.

P302+P352 IF ON SKIN: Wash with plenty of water/...

P321 Specific treatment (see ... on this label).

P332+P313 If skin irritation occurs: Get medical advice/attention.

P362+P364 Take off contaminated clothing and wash it before reuse.

P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

P337+P313 If eye irritation persists: Get medical advice/attention.

P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P312 Call a POISON CENTER/doctor/\u2026if you feel unwell.

P391 Collect spillage.

Storage

P403+P233 Store in a well-ventilated place. Keep container tightly closed.

P405 Store locked up.

Disposal

P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

8. Other Information
8.0 Usage
1,2-Dichlorobenzene is widely used as a precursor to prepare 1,2-dichloro-4-nitrobenzene, which is an intermediate in the synthesis of agrochemicals. It acts as a solvent for fullerenes. It is also used in softening and removing carbon-based contamination on metal surfaces. It also used as food preservative, motor oil additive, lubricant and paint.
8.1 Usage
1,2-Dichlorobenzene is used as a mobile phase in High Performance Liquid Chromatography and Liquid Chromatography coupled with Mass Spectrometry.
8.2 Usage
1,2-Dichlorobenzene is used in spectrophotometry and environmental testing.
8.3 Merck
14,3056
8.4 BRN
606078
8.5 Chemical Properties
colourless liquid
8.6 Chemical Properties
There are three isomeric forms of dichlorobenzene (DCB): m-DCB is a flammable liquid and vapor.
8.7 Chemical Properties
1,2-Dichlorobenzene (DCB, o-Dichlorobenzene, ODB, Orthodichlorobenzene), C6H4Cl2, is a colorless to pale yellow liquid with a pleasant aromatic odor. It is a combustible liquid and can form explosive mixtures with air at or above 151°F. Combustion and thermal decomposition products include hydrogen chloride gas, phosgene and chloro-carbons. Its flammable (explosive) limits are as follows: Lower 2.2%, Upper 9.2%.
8.8 Physical properties
Clear, colorless to pale yellow liquid with a pleasant, aromatic, grassy or vegetable-type odor. At 40 °C, the lowest concentration at which an odor was detected was 200 μg/L. At 25 °C, the lowest concentration at which a taste was detected was 200 μg/L (Young et al., 1996). A detection odor threshold concentration of 4.2 mg/m3 (699 ppbv) was reported by Punter (1983).
8.9 Uses
Organic synthesis (primarily 3,4- dichloroaniline); solvent; insecticide; dye manufacture
8.10 Uses
1,2-Dichlorobenzene is used as a solvent; asa fumigant; as an insecticide for termites;as a degreasing agent for metals, wool, andleather; and as a heat transfer medium.
8.11 Uses
Solvent for waxes, gums, resins, tars, rubbers, oils, asphalts; insecticide for termites and locust borers; fumigant; deodorizer; removing sulfur from illuminating gas; as degreasing agent for metals, leather, wool; as ingredient of metal polishes; as heat transfer medium; as intermediate in the manufacture of dyes.
8.12 Definition
ChEBI: A dichlorobenzene carrying chloro substituents at positions 1 and 2.
8.13 Production Methods
Dichlorobenzenes are primarily produced by the chlorination of benzene in the presence of a catalyst (FeCl3 or AlCl3) although there are other possible synthetic routes. The two commercially important isomers are the ortho- and para-dichlorobenzenes.
8.14 General Description
A clear colorless liquid with a pleasant odor. Denser than water and insoluble in water. Flash point 150°F. Toxic by inhalation and ingestion. Used to make other chemicals, solvents, fumigants and insecticides and for many other uses.
8.15 Air & Water Reactions
Insoluble in water.
8.16 Reactivity Profile
1,2-Dichlorobenzene is sensitive to prolonged exposure to light. 1,2-Dichlorobenzene can react vigorously with oxidizers. 1,2-Dichlorobenzene is incompatible with aluminum and aluminum alloys. 1,2-Dichlorobenzene attacks some forms of plastics, rubber and coatings. .
8.17 Health Hazard
Chronic inhalation of mist or vapors may result in damage to lungs, liver, and kidneys. Acute vapor exposure can cause symptoms ranging from coughing to central nervous system depression and transient anesthesia. Irritating to skin, eyes, and mucous membranes. May cause dermatitis.
8.18 Health Hazard
1,2-Dichlorobenzene exhibits low acute toxi city by inhalation, ingestion, and skin absorp tion. It is more toxic than chlorobenzene.The symptoms are lacrimation, depression ofcentral nervous system, anesthesia, and liverdamage. Lethal concentration in rats for a7-hour exposure period is in the range of800 ppm. The oral LD50 value in rabbits is500 mg/kg. There is no evidence of carcino genicity in animals.
8.19 Fire Hazard
Special Hazards of Combustion Products: Poisonous vapors including hydrogen chloride gas, chlorocarbons, chlorine
8.20 Chemical Reactivity
Reactivity with Water No reaction; Reactivity with Common Materials: No reaction; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.
8.21 Safety Profile
Poison by ingestion and intravenous routes. Moderately toxic by inhalation and intraperitoneal routes. An experimental teratogen. Other experimental reproductive effects. An eye, skin, and mucous membrane irritant. Causes liver and hdney injury. Questionable carcinogen. Mutation data reported. A pesticide. Flammable when exposed to heat or flame. Can react vigorously with oxidizing materials. To fight fire, use water, foam, CO2, or dry chemical. Slow reaction with aluminum may lead to explosion during storage in a sealed aluminum container. When heated to decomposition it emits toxic fumes of Cl-. See also CHLOROBENZENE and CHLORINATED HYDROCARBONS, AROMATIC.
8.22 Potential Exposure
The major uses of o-DCB are as a process solvent in the manufacturing of toluene diisocyanate and as an intermediate in the synthesis of dyestuffs, herbicides, and degreasers. p-Dichlorbenzene is used primarily as a moth repellant, a mildew control agent; space deodorant; and in insecticides, which accounts for 90% of the total production of this isomer. Information is not available concerning the production and use of m-DCB. However, it may occur as a contaminant of o-or p-DCB formulations. Both o-and p-isomers are produced almost entirely as by-products during the production of monochlorobenzene
8.23 Environmental fate
Biological. Pseudomonas sp. isolated from sewage samples produced 3,4-dichloro-cis-1,2- dihydroxycyclohexa-3,5-diene. Subsequent degradation of this metabolite yielded 3,4- dichlorocatechol, which underwent ring cleavage to form 2,3-dichloro-cis,cis-muconate, followed by hydrolysis to form 5-chloromaleylacetic acid (Haigler et al., 1988). When 1,2-dichlorobenzene was statically incubated in the dark at 25 °C with yeast extract and settled domestic wastewater inoculum, significant biodegradation with gradual acclimation was followed by a deadaptive process in subsequent subcultures. At a concentration of 5 mg/L, 45, 66, 48, and 29% losses were observed after 7, 14, 21, and 28-d incubation periods, respectively. At a concentration of 10 mg/L, only 20, 59, 32, and 18% losses were observed after 7, 14, 21, and 28-d incubation periods, respectively (Tabak et al., 1981).
Groundwater. Nielsen et al. (1996) studied the degradation of 1,2-dichlorobenzene in a shallow,glaciofluvial, unconfined sandy aquifer in Jutland, Denmark. As part of the in situ microcosm study, a cylinder that was open at the bottom and screened at the top was installed through a cased borehole approximately 5 m below grade. Five liters of water was aerated with atmospheric air to ensure aerobic conditions were maintained. Groundwater was analyzed weekly for approximately 3 months to determine 1,2-dichlorobenzene concentrations with time. The experimentally determined first-order biodegradation rate constant and corresponding half-life following a 13-d lag phase were 0.06/d and 11.55 d, respectively.
Photolytic. Titanium dioxide suspended in an aqueous solution and irradiated with UV light (λ = 365 nm) converted 1,2-dichlorobenzene to carbon dioxide at a significant rate (Matthews, 1986). The sunlight irradiation of 1,2-dichlorobenzene (20 g) in a 100-mL borosilicate glass-stoppered Erlenmeyer flask for 56 d yielded 2,270 ppm 2,3′,4′-trichlorobiphenyl (Uyeta et al., 1976).
When an aqueous solution containing 1,2-dichlorobenzene (190 μM) and a nonionic surfactant micelle (Brij 58, a polyoxyethylene cetyl ether) was illuminated by a photoreactor equipped with 253.7-nm monochromatic UV lamps, photoisomerization took place yielding 1,3- and 1,4- dichlorobenzene as the principal products. The half-life for this reaction, based on the first-order photodecomposition rate of 1.35 x 10-3/sec, is 8.6 min (Chu and Jafvert, 1994).
Chemical/Physical. Anticipated products from the reaction of 1,2-dichlorobenzene with ozone or OH radicals in the atmosphere are chlorinated phenols, ring cleavage products, and nitro compounds (Cupitt, 1980). Based on an assumed base-mediated 1% disappearance after 16 d at 85 °C and pH 9.70 (pH 11.26 at 25 °C), the hydrolysis half-life was estimated to be >900 yr (Ellington et al., 1988).
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8.24 Shipping
m-DCB: UN2810 Toxic liquids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required. United States DOT Regulated Marine Pollutant. UN3077 Environmentally hazardous substances, solis, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical NameRequired. UN3082 Environmentally hazardous substances, liquid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required
8.25 Purification Methods
Contaminants may include the p-isomer and trichlorobenzene [Suslick et al. J Am Chem Soc 106 4522 1984]. It should be shaken with conc or fuming H2SO4, washed with water, dried with CaCl2, and distilled from CaH2 or sodium in a glass-packed column. Low conductivity material (ca 10-10 mhos) has been obtained by refluxing with P2O5, fractionally distilling and passing it through a column packed with silica gel or activated alumina: it is stored in a dry-box under N2 or with activated alumina. [Beilstein 5 IV 654.]
8.26 Incompatibilities
For o-DCB and m-DCB: acid fumes, chlorides, strong oxidizers; hot aluminum, or aluminum alloys. For p-DCB: Strong oxidizers; although, incompatibilities for this chemical may also include other materials listed for o-DCB.
8.27 Waste Disposal
Incineration, preferably after mixing with another combustible fuel. Care must be exercised to assure complete combustion to prevent the formation of phosgene. An acid scrubber is necessary to remove the halo acids produced. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal
8.28 Storage features
Separated from aluminium, oxidants and food and feedstuffs.
9. Computational chemical data
  • Molecular Weight: 146.998g/mol
  • Molecular Formula: C6H4Cl2
  • Compound Is Canonicalized: True
  • XLogP3-AA: null
  • Exact Mass: 145.9690055
  • Monoisotopic Mass: 145.9690055
  • Complexity: 62.9
  • Rotatable Bond Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Topological Polar Surface Area: 0
  • Heavy Atom Count: 8
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count: 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Isotope Atom Count: 0
  • Covalently-Bonded Unit Count: 1
  • CACTVS Substructure Key Fingerprint: AAADcYBgAAAGAAAAAAAAAAAAAAAAAAAAAAAwAAAAAAAAAAABAAAAGAIAAAAACAKAECAwAIAAAACAACBCAAACAAAgBQAIikAAAogIICKBExCAIAAggAAIiAcAAAAAAAAAAAAAAAQAAAAAAAAACAAAAAAAAA==
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