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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

Quality Level

100

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV6687
MKCH6850
MKCH4199
MKCB2394V
MKCB2392V

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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
T Fukushima et al.
Journal of dentistry, 29(3), 227-234 (2001-04-18)
The effect of experimental dentin primers containing N-methylolacrylamide (MEAA) or N-methylolmethacrylamide (MEMA) on bond durability of a resin composite (Photo Clearfil A) with a bonding agent (Clearfil Photo Bond) to bovine dentin was investigated. The etching agents were 10% maleic
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
R E Chapin et al.
Fundamental and applied toxicology : official journal of the Society of Toxicology, 27(1), 9-24 (1995-08-01)
Acrylamide is a known genetic, reproductive, and neural toxicant, although it is not known if one effect is predominant. The toxicities of several structural analogues of acrylamide have been incompletely characterized, and the relative sensitivity of the second generation is
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