N,N'-Methylenebisacrylamide
- Iupac Name：N-[(prop-2-enoylamino)methyl]prop-2-enamide
- CAS No.: 110-26-9
- Molecular Weight：154.1665
- Modify Date.: 2022-11-29 12:43
- Introduction:
white crystalline powderWhite crystalline powder with a neutral odor.
N,n'-methylenebisacrylamide is a white crystalline powder with a neutral odor. (NTP, 1992)|DryPowder
N,n'-methylenebisacrylamide is a white crystalline powder with a neutral odor. (NTP, 1992)
View more+
1. Names and Identifiers
- 1.1 Name
- N,N'-Methylenebisacrylamide
- 1.2 Synonyms
1U1VM1MV1U1 2-Propenamide, N,N'-methylenebis- ADENINE SULFATE HIGH PURITY GRADE Bis or Bis Acrylamide Bis-acrylamide EINECS 203-750-9 enebisacryL Methylene bisacrylamide MFCD00008625 N,N&lsquo-Methylenebisacrylamide N,N″-Methylenebisacrylamide N,N″-methylene-bis-acrylamide N,N″-methylenediacrylamide N,N'-Diacryloylmethylenediamine N,N'-methanediylbisprop-2-enamide N,N'-MethyL N,N'-Methylenebis(2-propenamide) N,N'-Methylenebis(acrylamide) N,N-Methylenebisa N,N-Methylenebisacrylamide N,N'-Methylenediacrylamide N,N'-Methylidenebis[acrylamide] N-[(Acryloylamino)methyl]acrylamide N-[(prop-2-enoylamino)methyl]prop-2-enamide
- View all
- 1.3 CAS No.
- 110-26-9
- 1.4 CID
- 8041
- 1.5 EINECS(EC#)
- 203-750-9
- 1.6 Molecular Formula
- C7H10N2O2 (isomer)
- 1.7 Inchi
- InChI=1S/C7H10N2O2/c1-3-6(10)8-5-9-7(11)4-2/h3-4H,1-2,5H2,(H,8,10)(H,9,11)
- 1.8 InChIkey
- ZIUHHBKFKCYYJD-UHFFFAOYSA-N
- 1.9 Canonical Smiles
- C=CC(=O)NCNC(=O)C=C
- 1.10 Isomers Smiles
- C=CC(=O)NCNC(=O)C=C
2. Properties
- 2.1 Density
- 1.235
- 2.1 Melting point
- 185℃
- 2.1 Boiling point
- 445.1 °C at 760 mmHg
- 2.1 Refractive index
- 1.513
- 2.1 Flash Point
- 100℃
- 2.2 Precise Quality
- 154.07400
- 2.2 PSA
- 58.20000
- 2.2 logP
- 0.33010
- 2.2 Solubility
- 0.01-0.1 g/100 mL at 18 oC
- 2.3 Λmax
- 528nm(H2O)(lit.)
- 2.4 VaporDensity
- 5.31 (vs air)
- 2.5 Appearance
- N,n'-methylenebisacrylamide is a white crystalline powder with a neutral odor. (NTP, 1992)
- 2.6 Storage
- Ambient temperatures.
- 2.7 Chemical Properties
- white crystalline powder
- 2.8 Color/Form
- White
- 2.9 Odor
- Odorless
- 2.10 PH
- >=5.0 (25g/l, H2O, 20℃)
- 2.11 pKa
- 13.07±0.46(Predicted)
- 2.12 Water Solubility
- H2O: 0.01-0.1 g/100 mL at 18 oC
- 2.13 Stability
- Stable under normal temperatures and pressures.
- 2.14 StorageTemp
- 2-8°C
3. Use and Manufacturing
- 3.1 General Description
- White crystalline powder with a neutral odor.
- 3.2 Produe Method
-
- 3.3 Purification Methods
- Recrystallise the amide from MeOH (100g dissolved in 500mL boiling MeOH) and filter without suction in a warmed funnel. Allow to stand at room temperature and then at -15oC overnight. The crystals are collected with suction in a cooled funnel and washed with cold MeOH. The crystals are air-dried in a warm oven. [Beilstein 2 IV 1472.] VERY TOXIC (neurotoxic). N,N'-Methylenebisacrylamide Preparation Products And Raw materials Raw materials
- 3.4 Usage
- Organic intermediate, cross-linking agent.
4. Safety and Handling
- 4.1 Symbol
- GHS07
- 4.1 Hazard Codes
- Xn
- 4.1 Signal Word
- Warning
- 4.1 Risk Statements
- R20/21/22
- 4.1 Safety Statements
- S36/37
- 4.1 Packing Group
- III
- 4.1 Fire Hazard
- Flash point data for N,N'-Methylenebisacrylamide are not available; however, N,N'-Methylenebisacrylamide is probably combustible.
- 4.2 Hazard Class
- 6.1(b)
- 4.2 Hazard Declaration
- H302-H332
- 4.2 RIDADR
- UN 2811
- 4.2 Safety Profile
- Poison by ingestion.Experimental reproductive effects. Mutationdata reported. When heated todecomposition it emits toxic fumes of NOx.
- 4.3 Caution Statement
- P201, P202, P260, P261, P264, P270, P271, P272, P280, P281, P301+P310, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P308+P313, P310, P312, P314, P321, P330, P333+P313, P363, P405, P501
- 4.3 WGK Germany
- 2
- 4.3 RTECS
- AS3678000
- 4.3 Report
-
Reported in EPA TSCA Inventory.
- 4.4 Safety
-
Poison by ingestion. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also AMIDES.
Hazard Codes: 
Xn,?
Xi
Risk Statements: 20/22-20/21/22-36/37/38
20/22: Harmful by inhalation and if swallowed?
20/21/22: Harmful by inhalation, in contact with skin and if swallowed?
36/37/38: Irritating to eyes, respiratory system and skin?
Safety Statements: 22-36/37-36-26
22: Do not breathe dust?
36/37: Wear suitable protective clothing and gloves?
36: Wear suitable protective clothing?
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice?
RIDADR: UN 2811
WGK Germany: 2
RTECS: AS3678000
F: 8
F8: Photosensitive
HazardClass: 6.1(b)
PackingGroup: III
HS Code: 29241900
- View all
- 4.5 Specification
-
?N,N'-Methylenebisacrylamide (CAS NO.110-26-9) is also named as 2-Propenamide, N,N'-methylenebis- ; 4-02-00-01472 (Beilstein Handbook Reference) ; AI3-08643 ; BRN 1706297 ; CCRIS 4672 ;?Methylenebisacrylamide ; Methylenediacrylamide ; N,N'-Methylenebis(2-propenamide) ; N,N'-Methylenebis(acrylamide) ; N,N'-Methylenediacrylamide ; N,N'-Methylidenebisacrylamide ; NSC 406836 .?N,N'-Methylenebisacrylamide (CAS NO.110-26-9) is white crystalline powder?with a neutral odor. It is very slightly water soluble. N,N'-Methylenebisacrylamide is incompatible with strong oxidizers, strong acids and strong bases. Flash point data for N,N'-Methylenebisacrylamide are not available; however, it is probably combustible.
- 4.6 Toxicity
- LD50 orally in Rabbit: 390 mg/kg
5. MSDS
2.Hazard identification
2.1 Classification of the substance or mixture
Acute toxicity - Oral, Category 4
2.2 GHS label elements, including precautionary statements
| Pictogram(s) |  |
| Signal word | Warning |
| Hazard statement(s) | H302 Harmful if swallowed |
| Precautionary statement(s) | |
| Prevention | P264 Wash ... thoroughly after handling. P270 Do not eat, drink or smoke when using this product. |
| Response | P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor/\u2026if you feel unwell. P330 Rinse mouth. |
| Storage | none |
| Disposal | P501 Dispose of contents/container to ... |
2.3 Other hazards which do not result in classification
none
7. Synthesis Route
110-26-9Total: 5 Synthesis Route
9. Other Information
- 9.0 Usage
- Bisacrylamide is used in?biochemistry as a preparatory agent for polyacrylamide gel for electrophoretic separation of nucleic acids and proteins.
- 9.1 Usage
- Bis-acrylamide cross-links with acrylamide to form polyacrylamide gels for electrophoresis. Changing the ratio of bis-acrylamide to acrylamide controls the pore size of polyacrylamide gels.
- 9.2 Usage
- N,N'-Methylenebisacrylamide is used as an intermediate and cross-linking agent utilized in the preparation of polymers like polyacrylamide. It is also used in biochemistry for the preparation of polyacrylamide gels, which is useful for the electrophoretic separation of nucleic acids and proteins. Further, it is employed in the synthesis of acrylic resin and adhesives. In addition to this, it is used as a plugging agent in oilfield drilling and construction grouting.
- 9.3 Usage
- Cross-linking agent used in forming polyacrylamide gels. The porosity of the gel is determined by the chain length and the degree of cross-linking. Most sequencing gels use a ratio of 1 molecule of cross-linker for every 19 monomers of acrylamide.
- 9.4 Usage
- N,N'-Methylenebisacrylamide is used in the preparation of polyacrylamide gels for electrophoretic separation of nucleic acids and proteins. It has also been used as a test compound for studying the biochemical isolation of insoluble Tau in transgenic mouse models of tauopathy by examining the two main isolation methods sarkosyl and formic acid extraction.
- 9.5 BRN
- 1706297
- 9.6 生产方法
-
- 9.7 Chemical Properties
- white crystalline powder
- 9.8 Uses
- Organic intermediate, cross-linking agent.
- 9.9 Uses
- N,N-Methylene-bis-acrylamide is an organic intermediate; cross-linking agent for preparation of polyacrylamides; in preparing poly-acrylamide gel for e1ectrophoresis, chemical grouting and other purposes; in NAPP and Nyloprint UV-cured printing plates.
- 9.10 General Description
- White crystalline powder with a neutral odor.
- 9.11 Air & Water Reactions
- Very slightly water soluble.
- 9.12 Reactivity Profile
- N,N'-Methylenebisacrylamide is incompatible with strong oxidizers, strong acids and strong bases.
- 9.13 Hazard
- Toxic by ingestion.
- 9.14 Fire Hazard
- Flash point data for N,N'-Methylenebisacrylamide are not available; however, N,N'-Methylenebisacrylamide is probably combustible.
- 9.15 Safety Profile
- Poison by ingestion. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
- 9.16 Purification Methods
- Recrystallise the amide from MeOH (100g dissolved in 500mL boiling MeOH) and filter without suction in a warmed funnel. Allow to stand at room temperature and then at -15oC overnight. The crystals are collected with suction in a cooled funnel and washed with cold MeOH. The crystals are air-dried in a warm oven. [Beilstein 2 IV 1472.] VERY TOXIC (neurotoxic).
- 9.17 Reactive Group
- Amides and Imides
- 9.18 Reactivity Profile
- N,N'-METHYLENEBISACRYLAMIDE is incompatible with strong oxidizers, strong acids and strong bases. (NTP, 1992)
- 9.19 Fire Hazards
- Flash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)
- 9.20 Nonfire Spill Response
- SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this material under ambient temperatures away from oxidizers, acids and bases. (NTP, 1992)
- 9.21 Personal Protective Equipment
- RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
- 9.22 First Aid
- EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)
- View all
- 9.23 Mesh Entry Terms
- methylene bisacrylamide
- 9.24 Manufacturing Info
- 25% Water treatment|2-Propenamide, N,N'-methylenebis-: ACTIVE
10. Computational chemical data
- Molecular Weight: 154.1665g/mol
- Molecular Formula: C7H10N2O2
- Compound Is Canonicalized: True
- XLogP3-AA: 0.1
- Exact Mass: 154.074227566
- Monoisotopic Mass: 154.074227566
- Complexity: 167
- Rotatable Bond Count: 4
- Hydrogen Bond Donor Count: 2
- Hydrogen Bond Acceptor Count: 2
- Topological Polar Surface Area: 58.2
- Heavy Atom Count: 11
- 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: AAADccBjMAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAHgAQAAAACACBgAQBAALAAACIACFSEACAAAAAAAAIAIAIAECAAAAAAAAAAAAIEwIAAIAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==
11. Question & Answer
-
Introduction N, N′-Methylenebisacrylamide (MBAm) is a crucial chemical crosslinker used in the synthesis of polyacrylamide gels, which play a vital role in various biochemical applications. Known for..
-
Background Technology N-N' N,N'-Methylenebisacrylamide is widely used as a chemical reagent. It is commonly used as a thickener and adhesive in the textile industry, as a plugging agent in oil extract..
-
Background and Overview[1-2] N-N′ N,N'-Methylenebisacrylamide (chemical formula: C7H10N2O8) is widely used as a chemical reagent. It finds applications in various industries such as textile prod..
12. Recommended Suppliers
-
- Products:Division I, the main production Lead acetate phenylacetamide Cyromazine quality is very good!
- Tel:86-185-31123677
- Email:xing@yan-xi.com
-
- Products:Our company specializes in the research and development of fine chemicals, food additives and pharmaceutical raw materials
- Tel:86-13126149-050
- Email:linda@hbsaisier.cn
-
- Products:Mainly engaged in electronic chemicals, pharmaceutical intermediates, pesticide intermediates, ultraviolet absorbent, food additives and other fine chemical products
- Tel:027-85558552-13437180835
- Email:janel@circlestar-chem.com
-
- Products:Cosmetic Raw Materials,solvents,etc.
- Tel:86-311-66562153
- Email:breeduan@crovellbio.com
-
- Products:API & Intermediates, Food Addititives,Fine Chemicals. Biochemical & Reagent
- Tel:86-27-59207850
- Email:info@fortunachem.com
skype
6YRS
