422835
2-Chloro-N-(hydroxymethyl)acetamide
98%
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About This Item
Fórmula lineal:
ClCH2CONHCH2OH
Número de CAS:
Peso molecular:
123.54
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Productos recomendados
Quality Level
assay
98%
mp
100-105 °C (lit.)
SMILES string
OCNC(=O)CCl
InChI
1S/C3H6ClNO2/c4-1-3(7)5-2-6/h6H,1-2H2,(H,5,7)
InChI key
TXNSZCSYBXHETP-UHFFFAOYSA-N
Categorías relacionadas
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. Influence of short and prolonged exposure of 2-chloro-N-(hydroxymethyl)acetamide (as formaldehyde donor/releaser) on lymph node responses has been investigated.
Application
2-Chloro-N-(hydroxymethyl)acetamide (N-hydroxymethylchloroacetamide) may be used as a reagent in the synthesis of 1-(aminomethyl)-2-methoxynaphthalene hydrochloride and as a amidomethylating reagent for N,N-dialkylanilines (Tscherniac-Einhorn reaction).
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk_germany
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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Occupational contact dermatitis to N-methylol-chloracetamide.
M Farli et al.
Contact dermatitis, 17(3), 182-184 (1987-09-01)
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
The amidomethylation of some N, N-dialkylanilines (Tscherniac-Einhorn reaction).
Gale DJ and Wilshire JFK.
Australian Journal of Chemistry, 28(11), 2447-2458 (1975)
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
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
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