Compound: ACRYLAMIDE
SMILES: O=C(N)C=C
InChIKey: HRPVXLWXLXDGHG-UHFFFAOYSA-N
Synonyms: ACRYLAMIDE, 79-06-1, 2-Propenamide, prop-2-enamide, Propenamide, Acrylic acid amide, Acrylic amide, Ethylenecarboxamide, Vinyl amide, Akrylamid, Acrylagel, Propeneamide, Optimum, Amresco Acryl-40, Propenoic acid amide, Ethylene Carboxamide, Amid kyseliny akrylove, RCRA waste number U007, Acrylamide Monomer, 20R035KLCI, DTXSID5020027, CHEBI:28619, AI3-04119, NSC-7785, DTXCID6027, RefChem:5514, Acrylic acid amide (50%), 201-173-7, 2-Propeneamide, Akrylamid [Czech], Amide propenoic acid, CASEIN PEPTONE, Amid kyseliny akrylove [Czech], acryl amide, Flokonit E, Acrylamide Monome, Stipix AD, NSC 7785, Superfloc 84, Sumitex A 1, Superfloc 900, Nacolyte 673, Aerofloc 3453, MFCD00008032, Acrylamide, electrophoresis grade, NSC7785, Acrylamide [UN2074]  [Poison], AAM, 91079-40-2, CCRIS 7, Acrylamide 1000 microg/mL in Methanol, CAS-79-06-1, HSDB 191, P 300, Propenoic acid, amide, EINECS 201-173-7, UN2074, RCRA waste no. U007, acrylarnide, BRN 0605349, UNII-20R035KLCI, Acrylamide (1.0 mg/mL in Deionized water with 0.1% Formic Acid), Amide propenoate, acryloic acid amide, 1HC, 37 - Acrylamide, Acrylamide, 97%, Bio Gel P2, prop-2-enimidic acid, ACYLAMIDE-, Bio Gel P-2, Bio-Gel P-2, ACRYLAMIDE [MI], CH2CHCONH2, ACRYLAMIDE [HSDB], ACRYLAMIDE [IARC], bmse000392, Acrylamide Solution, 40%, Acrylamide, >=98.0%, Acrylamide, >=99.9%, EC 201-173-7, ACRYLAMIDE [MART.], SCHEMBL3051, WLN: ZV1U1, SCHEMBL35578, Acrylamide_RamanathanGurudeeban, BIDD:ER0629, SCHEMBL293619, Acrylamide, analytical standard, CHEMBL348107, GTPL4553, SCHEMBL2404522, SCHEMBL2648603, SCHEMBL13341545, SCHEMBL28942748, SCHEMBL31414589, Acrylamide, for synthesis, 99%, MLA39924, Tox21_201526, Tox21_300145, BDBM50226193, MFCD00084392, MSK001221, NSC116573, NSC116574, NSC116575, NSC118185, STL282727, 788 - Acrylamide analysis in snacks, 881 - Acrylamide analysis in coffee, AKOS000120965, Acrylamide, purum, >=98.0% (GC), FA14017, MSK001221-100M, NSC-116573, NSC-116574, NSC-116575, NSC-118185, UN 2074, Acrylamide Monomer (ca. 50% in Water), Acrylamide Monomer [for Electrophoresis], MSK001221-1000M, NCGC00090736-01, NCGC00090736-02, NCGC00090736-03, NCGC00090736-04, NCGC00090736-05, NCGC00253932-01, NCGC00259076-01, Acrylamide Monomer, [for Electrophoresis], Acrylamide, SAJ first grade, >=98.0%, FP176974, Polyacrylamide, average Mn 200W-1400W, Acrylamide Solution in Methanol, 100ug/mL, DB-124507, DB-253723, A0139, A1132, A2625, Acrylamide Solution in Methanol, 1000ug/mL, Acrylamide, Ultrapure, Electrophoresis Grade, NS00009623, EN300-20803, AcrylamideRNase, DNase, Protease None detected, C01659, G77307, Acrylamide, suitable for electrophoresis, >=99%, Acrylamide, for electrophoresis, >=99.0% (GC), Q342939, Acrylamide, for molecular biology, >=99% (HPLC), Acrylamide, certified reference material, TraceCERT(R), Acrylamide, for electrophoresis, >=99% (HPLC), powder, BC269F2E-D242-48E1-87E4-E51DB86FF0A8, F8880-6341, InChI=1/C3H5NO/c1-2-3(4)5/h2H,1H2,(H2,4,5, Acrylamide, for Northern and Southern blotting, powder blend, Acrylamide (1 mg/mL in Deionized water with 0.1% Formic Acid), Acrylamide, Vetec(TM) reagent grade, suitable for electrophoresis, 9082-06-8
Theoretical properties:
molecular_formula: C3H5NO
molecular_weight: 71.08 g/mol
exact_mass: 71.037113783 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 1
heavy_atom_count: 5
topological_polar_surface_area: 43.1 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Flake-like crystals from benzene
color: Flake-like crystals from benzene
odor: Odorless
boiling_point: 189 °F at 2 mmHg (EPA, 1998)
melting_point: 184 °F (EPA, 1998)
density: 1.122 at 86 °F (EPA, 1998) - Denser than water; will sink
solubility: greater than or equal to 100 mg/mL at 72 °F (NTP, 1992)
flash_point: 280.4 °F (EPA, 1998)
vapor_pressure: 0.007 mmHg at 68 °F (EPA, 1998)
Descriptions:
pubchem: Acrylamide can cause cancer according to The World Health Organization's International Agency for Research on Cancer (IARC) and The Environmental Protection Agency (EPA). It can cause developmental toxicity and male reproductive toxicity according to The National Toxicology Program's Center for the Evaluation of Risks to Human Reproduction.
chebi: A member of the class of acrylamides that results from the formal condensation of acrylic acid with ammonia.
chembl: ACRYLAMIDE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Acrylamide (or acrylic amide) is an organic compound with the chemical formula CH2=CHC(O)NH2. It is a white odorless solid, soluble in water and several organic solvents. From the chemistry perspective, acrylamide is a vinyl-substituted primary amide (CONH2). It is produced industrially mainly as a precursor to polyacrylamides, which find many uses as water-soluble thickeners and flocculation agents.
Acrylamide forms in burnt areas of food, particularly starchy foods like potatoes, when cooked with high heat, above 120 °C (248 °F). Despite health scares following this discovery in 2002, and its classification as a probable carcinogen, there is ongoing debate as to whether acrylamide consumed through diet is likely to cause cancer in humans; Cancer Research UK categorized the idea that eating burnt food causes cancer as a myth.