Basic information
- Standard SMILES
C=C(C)C(N)=O- InChIKey
FQPSGWSUVKBHSU-UHFFFAOYSA-N- Molecular formula
- C4H7NO
- Average molar mass
- 85.1 g/mol
- Monoisotopic mass
- 85.05276384
Overview
Methacrylamide is a primary carboxamide and a member of acrylamides.
Names & identifiers
- Preferred name
- Methacrylamide
- IUPAC
- 2-methylprop-2-enamide
- English name
- Methacrylamide
- Molecular formula
- C4H7NO
- Molecular weight
- 85.1
Names & synonyms
Show more names
Database identifiers
- CAS
79-39-0- PubChem CID
- 6595
- DTXSID
DTXSID8029600- ChEMBL
CHEMBL158237- ChEBI
CHEBI:51759- UNII
- K67NG89J77
- EC Number
- 201-202-3
- Nikkaji
- J38.885H
Properties
Computed structural properties
- XLogP
- 0.1
- Topological polar surface area
- 43.1 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 1
- Heavy atoms
- 6
- Formal charge
- 0
- Complexity
- 85.5
Experimental & physicochemical properties
Physicochemical properties
- Melting point
- 106 · 106-110 °C (lit.)
- Boiling point
- 215 °C · 215 °C
- Density
- 1 · 1,115 g/cm3
- bulk density
- 550 kg/m3 · 550kg/m3
- vapor pressure
- 0.0015 hPa · 0.0015 hPa (20 °C)
- refractive index
- 1.3992 · 1.3992 (estimate)
- Flash point
- 215 °C · 215°C
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- 202 g/l · 202g/l
- form
- Crystals
- pka
- 15.46 · 15.46±0.50(Predicted)
- color
- White to very slightly yellow
- PH
- 7.1 · 7.1 (100g/l, H2O, 20℃)
- explosive limit
- 2 · 2-15%(V)
- Water Solubility
- 202 g/L · 202 g/L (20 ºC)
- BRN
- 605397 · 605397
- Henry's Law Constant
- 8.8 · 8.8×103 mol/(m3Pa) at 25℃, Ebert et al. (2023)
- InChI
- 1S/C4H7NO/c1-3(2)4(5)6/h1H2,2H3,(H2,5,6)
- InChIKey
- FQPSGWSUVKBHSU-UHFFFAOYSA-N
- SMILES
- CC(=C)C(N)=O
- CAS DataBase Reference
- 79 · 79-39-0(CAS DataBase Reference)
- Indirect Additives used in Food Contact Substances
- METHACRYLAMIDE
- FDA 21 CFR
- 177.101 · 177.1010; 177.1630
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 67 NG89J77 · K67NG89J77
- NIST Chemistry Reference
- Methacrylamide(79-39-0)
- EPA Substance Registry System
- Methacrylamide (79-39-0)
- UNSPSC Code
- 12352111 · 12352111
- NACRES
- 23 · NA.23
- Symbol(GHS)
- 7 · GHS07,GHS08
- Signal word
- Warning
- Hazard statements
- 302 · H302-H319-H335-H371-H373
- Precautionary statements
- 260 · P260-P264-P270-P301+P312-P305+P351+P338-P308+P311
- target organs
- Respiratory system
- Hazard Codes
- Xn
- Risk Statements
- 22 · 22-36/37/38
- Safety Statements
- 26 · 26-36/37
- RIDADR
- 3263 · 3263
- WGK Germany
- 1 · 1
- RTECS
- 6475000 · UC6475000
- Autoignition Temperature
- 510 °C · 510 °C
- TSCA
- TSCA listed
- HS Code
- 2924 · 2924 19 00
- HazardClass
- 6.1 · 6.1(b)
- PackingGroup
- III
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 4 OralEye · Acute Tox. 4 OralEye Irrit. 2STOT RE 2STOT SE 2STOT SE 3
- Toxicity
- 50 orally · LD50 orally in Rabbit: 1815 mg/kg LD50 dermal Rat > 5000 mg/kg
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 0.9% (7 of 803) of reports.
Warning
H302 (99.1%): Harmful if swallowed [Warning Acute toxicity, oral]
P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P304+P340, P305+P351+P338, P308+P316, P319, P330, P337+P317, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 803 reports by companies from 23 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Warning
Hazard information
Regulatory Information
Chemical: 2-Propenamide, 2-methyl-
Status: Active Update: 14-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15801
Methacrylamide: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
An eye irritant in rabbits; No to mild skin sensitization reactions seen in guinea pigs; Neurotoxicity observed in repeated-dose animal studies; [IUCLID] Marked developmental toxicity observed in mice at doses only slightly maternally toxic; [NTP] An irritant; Moderately toxic by ingestion and inhalation (degenerative changes of the liver, kidney, and brain); Reproductive effects observed in experimental animals; [Alfa Aesar MSDS] See Acrylamide.
Hazard Classes and Categories
Acute Tox. 4 (99.1%)
Acute toxicity (Oral) - Category 4
Safety & protection
Protective Action Criteria (PAC)
3.0 [mg/m3]
15 [mg/m3]
91 [mg/m3]
Toxicology
Safety data
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- UC6475000
- ridadr
- 3263
- hs_code
- 2924 19 00
- Toxicity
- LD50 orally in Rabbit: 1815 mg/kg LD50 dermal Rat > 5000 mg/kg
- risk_code
- 22-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07,GHS08
- hazard_code
- Xn
- safety_code
- 26-36/37
- hazard_class
- 6.1(b)
- Storage Class
- 11 - Combustible Solids
- packing_group
- III
- target organs
- Respiratory system
- Hazard statements
- H302-H319-H335-H371-H373
- REACH Registrations
- Active
- Hazard Classifications
- Acute Tox. 4 OralEye Irrit. 2STOT RE 2STOT SE 2STOT SE 3
- Autoignition Temperature
- 510 °C
- Precautionary statements
- P260-P264-P270-P301+P312-P305+P351+P338-P308+P311
Chemistry & industry
Uses & manufacturing
Uses
A congener of acrylamide; [NTP] Used in the chemical, leather processing, paper-pulp-board, polymers, textile processing, and paints-lacquers-varnishes industries; Used as an adhesive, binding agent, corrosion inhibitor, and intermediate; [IUCLID]
Pulp and Paper Processing [Category: Industry]
Applications
UsesA monomer for acrylic resins.
UsesMethacrylamide is a reagent used in the production of polymers and copolymers. It is also used as a raw material in the production of chemicals for industrial and professional use such as textiles, leather, fur, bulk, large scale chemicals (including petroleum products), fine chemicals, formulation [mixing] of preparations and/or re-packaging (excluding alloys), building and construction work, electricity, steam, gas, water supply and sewage treatment.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
Additional notes
DefinitionChEBI: Methacrylamide is a member of acrylamides and a primary carboxamide.
Related reactions
Linked notes
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