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Home> Encyclopedia >Alcohol & Hydroxybenzene & Ether>Pharmaceutical Intermediates>Organic Intermediate
1-Pentanol structure
1-Pentanol structure

1-Pentanol

Iupac Name:pentan-1-ol
CAS No.: 71-41-0
Molecular Weight:88.14818
Modify Date.: 2022-11-07 16:00
Introduction:
1-Pentanol, with the chemical formula C5H12O and CAS registry number 71-41-0, is a compound known for its role as a primary alcohol. This colorless liquid, also referred to as n-pentanol or pentyl alcohol, is characterized by its five carbon chain with a hydroxyl group attached to one end. It is commonly used as a solvent in various industries, including pharmaceuticals, cosmetics, and flavors. 1-Pentanol is also used as a precursor in the production of other chemicals, such as esters and ethers. It has been studied for its potential antimicrobial and antifungal properties. 1-Pentanol is an important compound in organic chemistry, contributing to the understanding of alcohol chemistry and its applications in different fields.
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1. Names and Identifiers
1.1 Name
1-Pentanol
1.2 Synonyms

1-amyl alcohol 1-Pentano1 1-pentyl alcohol ALCOHOL C5 Amyl alcohol, n- Amylol EINECS 200-752-1 MFCD00002977 n-amyl alcohol n-Butyl Carbinol n-C5H11OH n-pentyl alcohol Pentan-1-Ol pentanol Pentanol-1 Pentasol petan-1-ol

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1.3 CAS No.
71-41-0
1.4 CID
6276
1.5 EINECS(EC#)
200-752-1
1.6 Molecular Formula
C5H12O (isomer)
1.7 Inchi
InChI=1S/C5H12O/c1-2-3-4-5-6/h6H,2-5H2,1H3
1.8 InChIkey
AMQJEAYHLZJPGS-UHFFFAOYSA-N
1.9 Canonical Smiles
CCCCCO
1.10 Isomers Smiles
CCCCCO
2. Properties
2.1 Density
0.811
2.1 Melting point
-78℃
2.1 Boiling point
137-139℃
2.1 Refractive index
1.4083-1.4103
2.1 Flash Point
49℃
2.2 Precise Quality
88.08880
2.2 PSA
20.23000
2.2 logP
1.16890
2.2 Solubility
22 g/L (22 oC) in water
2.3 Viscosity
5 mm2/s at 20 °C
2.4 VaporDensity
3 (vs air)
2.5 Appearance
Colorless liquid.
2.6 Atmospheric OH Rate Constant
1.11e-11 cm3/molecule*sec
2.7 Storage
Ambient temperatures.
2.8 Autoignition Temperature
680 °F (USCG, 1999)
2.9 Chemical Properties
Amyl alcohols (pentanols) have eight isomers. All are flammable, colorless liquids, except the isomer 2,2- dimethyl-1-propanol, which is a crystalline solid.Amyl alcohol has a characteristic fusel-like sweet and pleasant odor and burning taste. It is somewhat more toxic than ethyl alcohol.
2.10 Color/Form
Colorless liquid
2.11 Heat of Combustion
-16,200 Btu/lb= -9,000 Cal/g
2.12 Heat of Vaporization
44.83 kJ/mol
2.13 HenrysLawConstant
1.30e-05 atm-m3/mole
2.14 Odor
CHARACTERISTIC FUSEL-LIKE ODOR
2.15 Odor Threshold
Odor low: .4332 mg/cu m; Odor high: 72.2 mg/cu m
2.16 pKa
15.24±0.10(Predicted)
2.17 Water Solubility
22 g/L (22 oC)
2.18 Spectral Properties
Index of refraction: 1.4103 at 20 deg C/D
MAX ABSORPTION (UNDILUTED): 178 NM (LOG E= 2.4), 215 NM (LOG E= 1.55); SADTLER REFERENCE NUMBER: 52 (IR, PRISM)
IR: 205 (Sadtler Research Laboratories IR Grating Collection)
NMR: 10132 (Sadtler Research Laboratories Spectral Collection)
MASS: NIST 19493 (NIST/EPA/MSDC Mass Spectral Database, 1990 version)
Raman: 182 (Sadtler Research Laboratories Spectral Collection)
2.19 Stability
Stable. Flammable. Incompatible with strong oxidizing agents.
2.20 StorageTemp
Flammables area
2.21 Surface Tension
25.5 dynes/cm at 20 °C
3. Use and Manufacturing
3.1 Definition
ChEBI: An alkyl alcohol that is pentane in which a hydrogen of one of the methyl groups is substituted by a hydroxy group. It has been isolated from Melicope ptelefolia.
3.2 General Description
A colorless liquid with a mild to moderately strong odor. Less dense than water. Flash point 91°F. Boiling point 280°F. Vapors heavier than air. Moderately toxic by ingestion. Vapors may irritate skin and eyes. Used as a solvent and to make other chemicals.Pentanol is incompatible with strong oxidising agents, alkali metals, alkaline earth metals, halogens, hydrogen trisulphide, acids, acetaldehyde, acid anhydrides, acid chlorides, lithium aluminium hydride, isocyanates, dialkylmagnesiums, n-halomides, ethylene oxide, hypochlorous acid, hydrogen peroxide and sulphuric acid, nitrogen tetraoxide, nitryl hypochlorite, permonosulphuric acid, and tri-isobutyl aluminium.
3.3 Potential Exposure
(n-isomer); Suspected reprotoxic hazard,Primary irritant (w/o allergic reaction), (iso-, primary):Possible risk of forming tumors, Primary irritant (w/o allergicreaction), (sec-, active primary-, and other isomers)Primary irritant (w/o allergic reaction). Used as a solvent inorganic synthesis and synthetic flavoring, pharmaceuticals,corrosion inhibitors; making plastics and other chemicals;as a flotation agent. The (n-isomer) is used in preparationof oil additives, plasticizers, synthetic lubricants, and as asolvent.
3.4 Produe Method
1-Pentanol is made primarily by the oxo process, whichinvolves the reaction of butenes with carbon monoxide and hydrogen in the presence of a catalyst, followed byhydrogenation. 1-Pentanol is used as a solvent,as a chemical intermediate for esters, and as a food additiveand flavoring substance. The primary routesof industrial exposure are by dermal contact and inhalation.
3.5 Purification Methods
Dry 1-pentanol with anhydrous K2CO3 or CaSO4, filter and fractionally distil it. It has also been treated with 1-2% of sodium and heated at reflux for 15hours to remove water and chlorides. Traces of water can be removed from the near-dry alcohol by refluxing it with a small amount of sodium in the presence of 2-3% n-amyl phthalate or succinate followed by distillation (see ethanol). Small amounts of amyl alcohol have been purified by esterifying with p-hydroxybenzoic acid, recrystallising the ester from CS2, saponifying with ethanolic-KOH, drying with CaSO4 and fractionally distilling [Olivier Recl Trav Chim Pays-Bas 55 1027 1936]. [Beilstein 1 IV 1640.]
3.6 Shipping
UN2811 Pentanols, Hazard Class: 3; Labels: 3-Flammable liquid. UN1987 Alcohols, n.o.s., Hazard Class:3; Labels: 3-Flammable liquid.
3.7 Usage
Raw material for pharmaceutical preparations;organic synthesis solvent.
3.8 Waste Disposal
Dissolve or mix the materialwith a combustible solvent and burn in a chemical incineratorequipped with an afterburner and scrubber. All federal,state, and local environmental regulations must beobserved. 1-Pentanol Preparation Products And Raw materials Preparation Products
4. Safety and Handling
4.1 Symbol
GHS02;GHS07;
4.1 Hazard Codes
Xn
4.1 Signal Word
Warning
4.1 Risk Statements
R10;R20;R37;R66
4.1 Safety Statements
S46
4.1 Exposure Standards and Regulations
Amyl alcohol is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: a) they are used in the minimum quantity required to produce their intended effect, and otherwise in accordance with all the principles of good manufacturing practice, and 2) they consist of one or more of the following, used alone or in combination with flavoring substances and adjuvants generally recognized as safe in food, prior-sanctioned for such use, or regulated by an appropriate section in this part.
4.2 Packing Group
II
4.2 Octanol/Water Partition Coefficient
low Kow= 1.51
4.3 Fire Hazard
HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.
4.4 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.
If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Attempt to stop leak if without undue personnel hazard. Use water spray to knock-down vapors. /pentanols/
Personnel protection: Avoid breathing vapors. Keep upwind. Do not handle broken packages unless wearing appropriate personal protective equipment. If contact with the material is anticipated, wear appropriate chemical protective clothing. /pentanols/
/To prevent/ explosion above 33 deg C use a closed system, ventilation, and explosion-proof electrical equipment. /from table/
Do not eat, drink, or smoke during work. /from table/
/To prevent/ inhalation exposure /use/ ventilation, local exhaust, or breathing protection. /To prevent/ skin exposure /use/ protective gloves. /To prevent/ eye exposure /use/ safety goggles, or eye protection in combination with breathing protection. /from table/
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4.5 Hazard Class
3
4.5 Hazard Declaration
H226; H315; H319; H332; H335
4.5 Cleanup Methods
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, cement powder, or commercial sorbents. /pentanols/
Environmental considerations: Water spill: Use natural barriers or oil spill control booms to limit spill travel. Remove trapped material with suction hoses. /pentanols/
Environmental considerations: Air spill: Apply water spray or mist to knock down vapors. /pentanols/
Remove all ignition sources. Collect leaking liquid in sealable containers. Absorb remaining liquid in sand or inert absorbent and remove to safe place. Do NOT wash away into sewer. Personal protection: filter respirator for organic gases and vapors.
4.6 DisposalMethods
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.
The following wastewater treatment technologies have been investigated for pentanol: Activated carbon.
Amyl alcohol is a waste chemical stream constituent which may be subjected to ultimate disposal by controlled incineration.
4.7 DOT Emergency Guidelines
/GUIDE 129: FLAMMABLE LIQUIDS (POLAR/WATER-MISCIBLE/NOXIOUS)/ Fire or Explosion: HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with "P" may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water. /Amyl alcohols; Pentanols/
/GUIDE 129: FLAMMABLE LIQUIDS (POLAR/WATER-MISCIBLE/NOXIOUS)/ Health: May cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution. /Amyl alcohols; Pentanols/
/GUIDE 129: FLAMMABLE LIQUIDS (POLAR/WATER-MISCIBLE/NOXIOUS)/ Public Safety: CALL Emergency Response Telephone Number ... . As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate closed spaces before entering. /Amyl alcohols; Pentanols/
/GUIDE 129: FLAMMABLE LIQUIDS (POLAR/WATER-MISCIBLE/NOXIOUS)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing will only provide limited protection. /Amyl alcohols; Pentanols/
/GUIDE 129: FLAMMABLE LIQUIDS (POLAR/WATER-MISCIBLE/NOXIOUS)/ Evacuation: Large spill: Consider initial downwind evacuation for at least 300 meters (1000 feet). 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. /Amyl alcohols; Pentanols/
/GUIDE 129: FLAMMABLE LIQUIDS (POLAR/WATER-MISCIBLE/NOXIOUS)/ Fire: Caution: All these products have a very low flash point: Use of water spray when fighting fire may be inefficient. Small fires: Dry chemical, CO2, water spray or alcohol-resistant foam. Do not use dry chemical extinguishers to control fires involving nitromethane or nitroethane. Large fires: Water spray, fog or alcohol-resistant foam. Do not use straight streams. Move containers from fire area if you can do it without risk. Fire involving tanks or car/trailer loads: Fight fire from maximum distance or use unmanned hose holders or monitor nozzles. 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. /Amyl alcohols; Pentanols/
/GUIDE 129: FLAMMABLE LIQUIDS (POLAR/WATER-MISCIBLE/NOXIOUS)/ Spill or Leak: ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). All equipment used when handling the product must be grounded. Do not touch or walk through spilled material. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. A vapor suppressing foam may be used to reduce vapors. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. Use clean non-sparking tools to collect absorbed material. Large spills: Dike far ahead of liquid spill for later disposal. Water spray may reduce vapor; but may not prevent ignition in closed spaces. /Amyl alcohols; Pentanols/
/GUIDE 129: FLAMMABLE LIQUIDS (POLAR/WATER-MISCIBLE/NOXIOUS)/ First Aid: Move victim to fresh air. Call 911 or emergency medical service. Give artificial respiration if victim is not breathing. 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. Wash skin with soap and water. Keep victim warm and quiet. In case of burns, immediately cool affected skin for as long as possible with cold water. Do not remove clothing if adhering to skin. 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. /Amyl alcohols; Pentanols/
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4.8 RIDADR
UN 1105/2705
4.8 Fire Fighting Procedures
Extinguish with dry chemical, alcohol foam, or carbon dioxide. Water may be ineffective on fire. Cool exposed containers with water.
If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Use "alcohol" foam, dry chemical, or carbon dioxide. Keep run-off water out of sewers and water sources. /pentanols/
4.9 FirePotential
Extremely flammable if exposed to heat or flame.
4.10 Safety Profile
Moderately toxic byingestion and skin contact. An eye andupper respiratory irritant by inhalation. Asevere skin and eye irritant. Ingestion can cause headache, nausea, vomiting, delirium,and methemoglobin formation. Mutationdata reported. Extremely flammable ifexposed to heat, flame, or powerfuloxiduers. Moderately explosive whenexposed to flame. Incompatible withoxidzing materials, hydrogen trisulfide. Tofight fire, use alcohol foam, dry chemical.
4.11 Caution Statement
P210-P261-P280-P304 + P340 + P312-P337 + P313-P403 + P235
4.11 Formulations/Preparations
Grade: Technical; CP; 98%.
In commerce, however, amyl alcohol is generally a mixture of several isomers, typically 74% (by weight) 1-pentanol, 25% 2-methyl-1-butanol, and 1% 3-methyl-1-butanol.
4.12 Incompatibilities
Forms an explosive mixture with air.Contact with strong oxidizers and hydrogen trisulfide maycause fire and explosions. Incompatible with strong acids.Violent reaction with alkaline earth metals forming hydrogen,a flammable gas.
4.13 WGK Germany
1
4.13 RTECS
SB9800000
4.13 Protective Equipment and Clothing
Standard industrial hygiene controls should be used in limiting employee exposure. These include the use of barrier creams and personal protective clothing to prevent skin contact. canister-type respirators capable of absorbing organic vapor will protect against pulmonary absorption in areas with low levels of air contamination. Airline respirators or self-contained oxygen equipment should be used in enclosed work areas and where there is high level contamination. /phenyl alcohols/
Personnel protection: Wear appropriate chemical protective gloves, boots, and goggles. /pentanols/
4.14 Reactivities and Incompatibilities
Attacks many alkaline and earth alkaline metals forming flammable/explosive gas.
Incompatible with oxidizing materials, hydrogen trisulfide.
4.15 Skin, Eye, and Respiratory Irritations
Vapor may be irritating to eyes and upper respiratory tract.
4.16 Safety
Hazard Codes:Xn,F,Xi
Risk Statements:10-20-37-66
10:Flammable
20:Harmful by inhalation
37:Irritating to the respiratory system
66:Repeated exposure may cause skin dryness or cracking
Safety Statements:46
46:If swallowed, seek medical advice immediately and show this container or label
RIDADR:UN 1105 3/PG 3
WGK Germany:1
HazardClass:3
PackingGroup:II
Hazard Note:Irritant/Flammable
Hazardous Substances Data:71-41-0(Hazardous Substances Data)
4.17 Specification

colourless liquid
Safety Statements:46
46:If swallowed, seek medical advice immediately and show this container or label
4.18 Toxicity
Irritation of skin, eyes, and respiratory tract; headache and vertigo; dyspnea and cough; nausea, vomiting, and diarrhea. Double vision, deafness, delirium, and occasionally fatal poisoning, preceded by severe nervous symptoms, have been reported. Coma, glycosuria, and methemoglobinemia can occur.
5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Flammable liquids, Category 3

Skin irritation, Category 2

Acute toxicity - Inhalation, Category 4

Specific target organ toxicity \u2013 single exposure, Category 3

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word

Warning

Hazard statement(s)

H226 Flammable liquid and vapour

H315 Causes skin irritation

H332 Harmful if inhaled

H335 May cause respiratory irritation

Precautionary statement(s)
Prevention

P210 Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking.

P233 Keep container tightly closed.

P240 Ground and bond container and receiving equipment.

P241 Use explosion-proof [electrical/ventilating/lighting/...] equipment.

P242 Use non-sparking tools.

P243 Take action to prevent static discharges.

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

P264 Wash ... thoroughly after handling.

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

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

Response

P303+P361+P353 IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water [or shower].

P370+P378 In case of fire: Use ... to extinguish.

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.

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

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

Storage

P403+P235 Store in a well-ventilated place. Keep cool.

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

9. Other Information
9.0 Usage
1-Pentanol is used as a key starting material in the production of dichloro-acetic acid pentyl ester, 2-methyltetrahydrofuran, di-n-penyl ether (DNPE), pentyl butyrate and amyl acetate. As a solvent, it is used for coating CDs and DVDs. It has been considered to be a replacement for gasoline and diesel fuels due to its combustion properties. Further, it is used as a reagent to prepare derivatives of ferulic acid and caffeic acid, which shows anticancer properties.
10. Computational chemical data
  • Molecular Weight: 88.14818g/mol
  • Molecular Formula: C5H12O
  • Compound Is Canonicalized: True
  • XLogP3-AA: null
  • Exact Mass: 88.088815002
  • Monoisotopic Mass: 88.088815002
  • Complexity: 19.9
  • Rotatable Bond Count: 3
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Topological Polar Surface Area: 20.2
  • Heavy Atom Count: 6
  • 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: AAADccBgIAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAGgAACAAACACggAICAAAAAgAAAAAAAAAAAAAAAAAAAAAAAAAAEAIAAAAAQAAEAAAAAACAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==
11. Question & Answer
  • In the pharmaceutical field, 1-Pentanol is a commonly used solvent and extractant, widely used in drug synthesis and preparation processes. However, there are some key considerations to keep in mind w..
  • Chinese name: 1-Pentanol Foreign name: pentanol Also known as: 1-pentanol; n-pentyl alcohol; pent-1-ol Chemical formula: C5H12O Characteristics: Flammable Properties: Colorless transparent liquid with..
  • Pentanol has eight isomers as shown below. The circles represent carbon atoms that I think are equivalent. Below there are eight DEPT-spectra that should represent these eight substances. As you can ..
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