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MilliporeSigma

422835

2-Chloro-N-(hydroxymethyl)acetamide

98%

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5 G

$56.80

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About This Item

Linear Formula:
ClCH2CONHCH2OH
CAS Number:
Molecular Weight:
123.54
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
220-598-9
MDL number:

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Product Name

2-Chloro-N-(hydroxymethyl)acetamide, 98%

InChI key

TXNSZCSYBXHETP-UHFFFAOYSA-N

InChI

1S/C3H6ClNO2/c4-1-3(7)5-2-6/h6H,1-2H2,(H,5,7)

SMILES string

OCNC(=O)CCl

assay

98%

mp

100-105 °C (lit.)

Quality Level

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36242554066847676
assay

98%

assay

98%

assay

97%

assay

≥99.0% (GC)

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

100

mp

100-105 °C (lit.)

mp

39-41 °C (lit.)

mp

72-76 °C (lit.)

mp

-

Application

2-Chloro-N-(hydroxymethyl)acetamide (N-hydroxymethylchloroacetamide) may be used as a reagent in the synthesis of 1-(aminomethyl)-2-methoxynaphthalene hydrochloride[1] and as a amidomethylating reagent for N,N-dialkylanilines (Tscherniac-Einhorn reaction).[2]

General description

2-Chloro-N-(hydroxymethyl)acetamide (N-methylolchloracetamide) is a N-hydroxymethyl derivative of chloroacetamide. One of the method reported for its synthesis is by the reaction of 2-chloracetamide with formaldehyde. It has been reported to be a formaldehyde releaser and an infrequent sensitizer to formaldehyde contact allergy.[3][4] Influence of short and prolonged exposure of 2-chloro-N-(hydroxymethyl)acetamide (as formaldehyde donor/releaser) on lymph node responses has been investigated.[5]

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Wim H De Jong et al.
Journal of immunotoxicology, 4(3), 239-246 (2008-10-30)
In the Local Lymph Node Assay (LLNA), a stimulation index of 3 (SI = 3) is established as a threshold value for hazard identification of sensitization. The corresponding EC3 value, the effective concentration inducing a threefold increase compared to controls
Occupational contact dermatitis to N-methylol-chloracetamide.
M Farli et al.
Contact dermatitis, 17(3), 182-184 (1987-09-01)
Anton de Groot et al.
Contact dermatitis, 63(3), 129-139 (2010-06-25)
We have reviewed formaldehyde-releasers used in metalworking fluids (MWFs) in this and a previous part of a two-part article. These biocides do not appear to be frequent or important sensitizers. Even in highly selected patient groups of metalworkers, mean prevalence
Allergic contact dermatitis from the preservative N-methylol-chloracetamide.
S Agren et al.
Contact dermatitis, 6(4), 302-303 (1980-06-01)
J Ashby et al.
Mutation research, 156(1-2), 19-32 (1985-04-01)
The industrial biocide chloracetamide-N-metholol (CAM) has been shown to be non-mutagenic to 6 strains of Salmonella using both the plate-incorporation and a pre-incubation test protocol. Its biocidal activity is unlikely to have influenced these results since Kathon 886, a more

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