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245801

Sigma-Aldrich

N-(Hydroxymethyl)acrylamide solution

48 wt. % in H2O

Synonym(s):

Monomethylolacrylamide, N-(Hydroxymethyl)acrylamide, N-Methanolacrylamide

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About This Item

Linear Formula:
CH2=CHCONHCH2OH
CAS Number:
924-42-5
Molecular Weight:
101.10
Beilstein:
506646
MDL number:
MFCD00004597
UNSPSC Code:
12162002
PubChem Substance ID:
24854759
NACRES:
NA.23

form

liquid

contains

30 ppm monomethyl ether hydroquinone as inhibitor

concentration

48 wt. % in H2O

refractive index

n20/D 1.413

density

1.074 g/mL at 25 °C

SMILES string

OCNC(=O)C=C

InChI

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

InChI key

CNCOEDDPFOAUMB-UHFFFAOYSA-N

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Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Oral - Carc. 1B - Muta. 1B - Repr. 2 - Skin Sens. 1 - STOT RE 1 - STOT RE 2 Oral

Target Organs

Peripheral nervous system

Storage Class Code

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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J R Bucher et al.
Journal of toxicology and environmental health, 31(3), 161-177 (1990-11-01)
Toxicology and carcinogenicity studies of N-methylolacrylamide were conducted by administering the chemical by gavage in water to both sexes of F344/N rats and B6C3F1 mice 5 times per week for 16 d, 13 wk, or 2 yr. In 16-d studies
Birgit Paulsson et al.
Mutation research, 516(1-2), 101-111 (2002-04-12)
The reactive industrial chemicals acrylamide (AA) and N-methylolacrylamide (MAA) are neurotoxic and carcinogenic in animals, MAA showing a lower potency than AA. The causative agent in AA-induced carcinogenesis is assumed to be the epoxy metabolite, glycidamide (GA), which in contrast
Lars Ole Goffeng et al.
Neurotoxicology and teratology, 30(3), 186-194 (2008-03-21)
The study examines possible persisting effects on the peripheral nervous system and visual system in tunnel workers previously exposed to acrylamide and N-methylolacrylamide during grouting work. We compared neurophysiological function in 44 tunnel workers previously exposed during grouting operations (2-10
Gizem Ertürk Bergdahl et al.
ACS sensors, 4(3), 717-725 (2019-02-14)
In this study, a surface plasmon resonance (SPR) biosensor was developed for the detection and quantification of a secreted bacterial factor (RoxP) from skin. A molecular imprinting method was used for the preparation of sensor chips and five different monomer-cross-linker compositions
H Tanii et al.
Toxicology letters, 58(2), 209-213 (1991-10-01)
Acrylamide and 6 derivatives inhibited neurite growth from rat dorsal root ganglion in culture. The half-maximum inhibition concentration (I50) varied among test compounds, ranging from 0.8 mM for acrylamide and N-hydroxymethylacrylamide to 30 mM for methacrylamide. The value correlated well
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