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Acrylamide

Acrylamide
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Names
Preferred IUPAC name
Prop-2-enamide
Other names
Acrylamide
Acrylic amide
Identifiers
79-06-1 YesY
3D model (Jmol) Interactive image
Interactive image
ChEBI CHEBI:28619 YesY
ChEMBL ChEMBL348107 YesY
ChemSpider 6331 YesY
ECHA InfoCard 100.001.067
4553
KEGG C01659 YesY
PubChem 6579
UNII 20R035KLCI YesY
Properties
C3H5NO
Molar mass 71.08 g·mol−1
Appearance white crystalline solid, no odor
Density 1.13 g/cm3
Melting point 84.5 °C (184.1 °F; 357.6 K)
Boiling point None (polymerization); decomposes at 175-300°C
2.04 kg/L (25 °C)
Hazards
Main hazards potential occupational carcinogen
Safety data sheet ICSC 0091
GHS pictograms GHS-pictogram-skull.svgGHS-pictogram-silhouette.svg
H301, H312, H315, H317, H319, H332, H340, H350, H361, H372
P201, P280, P301+310, P305+351+338, P308+313
Toxic (T)
Carc. Cat. 2
Muta. Cat. 2
Repr. Cat. 3
R-phrases R45, R46, R20/21,
R25, R36/38, R43,
R48/23/24/25, R62
S-phrases S53, S45
NFPA 704
Flammability code 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g., diesel fuel Health code 3: Short exposure could cause serious temporary or residual injury. E.g., chlorine gas Reactivity code 2: Undergoes violent chemical change at elevated temperatures and pressures, reacts violently with water, or may form explosive mixtures with water. E.g., phosphorus Special hazards (white): no codeNFPA 704 four-colored diamond
Flash point 138 °C (280 °F; 411 K)
424 °C (795 °F; 697 K)
Lethal dose or concentration (LD, LC):
LD50 (median dose)
 100-200 mg/kg (mammal, oral)
107 mg/kg (mouse, oral)
150 mg/kg (rabbit, oral)
150 mg/kg (guinea pig, oral)
124 mg/kg (rat, oral)
US health exposure limits (NIOSH):
PEL (Permissible)
 TWA 0.3 mg/m3 [skin]
REL (Recommended)
 Ca TWA 0.03 mg/m3 [skin]
IDLH (Immediate danger)
 60 mg/m3
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY  (what is YesYN ?)
Infobox references

Acrylamide (or acrylic amide) is a chemical compound with the chemical formula C3H5NO. Its IUPAC name is prop-2-enamide. It is a white odorless crystalline solid, soluble in water, ethanol, ether, and chloroform. Acrylamide decomposes in the presence of acids, bases, oxidizing agents, iron, and iron salts. It decomposes non-thermally to form ammonia, and thermal decomposition produces carbon monoxide, carbon dioxide, and oxides of nitrogen.

Acrylamide can be prepared by the hydrolysis of acrylonitrile by nitrile hydratase. In industry, most acrylamide is used to synthesize polyacrylamides, which find many uses as water-soluble thickeners. These include use in wastewater treatment, gel electrophoresis (SDS-PAGE), papermaking, ore processing, tertiary oil recovery, and the manufacture of permanent press fabrics. Some acrylamide is used in the manufacture of dyes and the manufacture of other monomers.


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