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Substance Name: N-(Hydroxymethyl)acrylamide
RN: 924-42-5
UNII: W8W68JL80Q
InChIKey: CNCOEDDPFOAUMB-UHFFFAOYSA-N

Note

  • Bifunctional monomer possessing both vinyl & hydroxymethyl groups; used in adhesives, binders, surface coatings & resins; toxicity equals that of acrylamide.

Molecular Formula

  • C4-H7-N-O2

Molecular Weight

  • 101.1043
 

Classification Codes

Classification Codes

  • Mutation Data
  • Reproductive Effect
  • Tumor Data

Superlist Classification Code

  • Overall Carcinogenic Evaluation: Group 3

Names and Synonyms

Name of Substance

  • N-(Hydroxymethyl)acrylamide
  • N-Methylolacrylamide

Synonyms

  • 2-Propenamide, N-(hydroxymethyl)-
  • 4-02-00-01472 (Beilstein Handbook Reference)
  • Acrylamide, N-(hydroxymethyl)-
  • AI3-25447
  • BRN 0506646
  • CCRIS 2380
  • EC 213-103-2
  • EINECS 213-103-2
  • HSDB 4361
  • Hydroxymethylacrylamide
  • Methylolacrylamide
  • Monomethylolacrylamide
  • N-(Hydroxymethyl)-2-propenamide
  • N-(Hydroxymethyl)acrylamide
  • N-Hydroxymethyl acrylamide
  • N-Methanolacrylamide
  • N-Methylolacrylamide
  • NCI-C60333
  • NSC 553
  • UNII-W8W68JL80Q
  • Uramine T 80

Systematic Names

  • 2-Propenamide, N-(hydroxymethyl)-
  • Acrylamide, N-(hydroxymethyl)-
  • N-(Hydroxymethyl)acrylamide
  • N-Methylolacrylamide

Superlist Names

  • Acrylamide, N-(hydroxymethyl)-
  • N-Methylolacrylamide

Registry Numbers

CAS Registry Number

  • 924-42-5

FDA UNII

  • W8W68JL80Q

Other Registry Numbers

  • 160278-55-7
  • 176598-18-8
  • 194091-52-6
  • 90456-67-0

System Generated Number

  • 0000924425

Structure Descriptors

InChI

1S/C4H7NO2/c1-2-4(7)5-3-6/h2,6H,1,3H2,(H,5,7)

InChIKey

CNCOEDDPFOAUMB-UHFFFAOYSA-N

Smiles

C(=O)(NCO)C=C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 420mg/kg (420mg/kg)   "Kirk-Othmer Encyclopedia of Chemical Technology," 3rd ed., Grayson, M., and D. Eckroth, eds. New York, John Wiley & Sons, Inc., 1978Vol. 1, Pg. 306, 1978.
rabbit LDLo skin 16gm/kg (16000mg/kg) BEHAVIORAL: TREMOR Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 111, 1990.
rat LD50 intraperitoneal 563mg/kg (563mg/kg)   Biochemical Pharmacology. Vol. 19, Pg. 2591, 1970.
rat LD50 oral 474mg/kg (474mg/kg)   Nippon Eiseigaku Zasshi. Japanese Journal of Hygiene. Vol. 34, Pg. 183, 1979.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 74.5 deg C   EXP
log P (octanol-water) -1.810 (none)   EST
Water Solubility 6.53E+05 mg/L 20 EXP
Vapor Pressure 2.05E-04 mm Hg 25 EST
Henry's Law Constant 9.45E-12 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.82E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.