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Sigma-Aldrich

2-Chloroacetamide

≥98.0% (HPLC)

Synonym(s):

Chloracetamide, alpha-Chloroacetamide

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About This Item

Linear Formula:
ClCH2CONH2
CAS Number:
79-07-2
Molecular Weight:
93.51
Beilstein/REAXYS Number:
878191
EC Number:
201-174-2
MDL number:
MFCD00008027
UNSPSC Code:
12352100
PubChem Substance ID:
57648004
NACRES:
NA.22

vapor pressure

0.05 mmHg ( 20 °C)

Quality Level

200

assay

≥98.0% (HPLC)

form

solid

mp

116-118 °C (lit.)
118-120 °C

solubility

methanol: soluble 1 g/10 mL
absolute ethanol: 10 part(lit.)
water: soluble 10 parts(lit.)
diethyl ether: very slightly soluble(lit.)

SMILES string

NC(=O)CCl

InChI

1S/C2H4ClNO/c3-1-2(4)5/h1H2,(H2,4,5)

InChI key

VXIVSQZSERGHQP-UHFFFAOYSA-N

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Application

2-Chloroacetamide was used in the synthesis of the derivatives of 1,8-naphthyridine containing thiono groups. It was also used as a reagent for the synthesis of carboxamidomethyl esters as carboxyl protecting groups in peptide synthesis

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Repr. 2 - Skin Sens. 1

wgk_germany

WGK 2

flash_point_f

338.0 °F

flash_point_c

170 °C

ppe

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

Certificates of Analysis (COA)

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J. Martinez et al.
Tetrahedron Letters, 24, 5219-5219 (1983)
Cleonice Rocha et al.
Environmental pollution (Barking, Essex : 1987), 152(1), 239-244 (2007-07-17)
Solid-phase microextraction coupled with gas chromatography-mass spectrometry (SPME-GC-MS) was used to analyze two triazine (atrazine and simazine) and three chloroacetamide herbicides (acetochlor, alachlor, and metolachlor) in water samples from a midwest US agricultural drainage ditch for two growing seasons. The
Jun Zhang et al.
Journal of agricultural and food chemistry, 59(9), 4614-4621 (2011-03-23)
A butachlor-degrading strain, designated FLY-8, was isolated from rice field soil and was identified as Paracoccus sp. Strain FLY-8 could degrade and utilize six chloroacetamide herbicides as carbon sources for growth, and the degradation rates followed the order alachlor >
Harald Møllendal et al.
The journal of physical chemistry. A, 110(6), 2139-2146 (2006-02-10)
The microwave spectrum of 2-chloroacetamide (ClCH2CONH2) has been investigated at room temperature in the 19-80 spectral range. Spectra of the 35ClCH2CONH2 and 37ClCH2CONH2 isotopomers of one conformer, which has a symmetry plane (Cs symmetry), were assigned. The amide group is
P J Britto et al.
The Journal of biological chemistry, 277(32), 29018-29027 (2002-05-23)
Of the 20 cysteines of rat brain tubulin, some react rapidly with sulfhydryl reagents, and some react slowly. The fast reacting cysteines cannot be distinguished with [14C]iodoacetamide, N-[(14)C]ethylmaleimide, or IAEDANS ([5-((((2-iodoacetyl)amino)ethyl)amino) naphthalene-1-sulfonic acid]), since modification to mole ratios 1 cysteine/dimer
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