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Sigma-Aldrich

2-Chloroacetamide

≥98.0% (HPLC)

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Synonym(s):
Chloracetamide, alpha-Chloroacetamide
Linear Formula:
ClCH2CONH2
CAS Number:
79-07-2
Molecular Weight:
93.51
Beilstein:
878191
EC Number:
201-174-2
MDL number:
MFCD00008027
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

Signal Word

Danger

Hazard Statements

H301 - H317 - H361f

Hazard Classifications

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

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 2

Flash Point(F)

338.0 °F

Flash Point(C)

170 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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 >
J. Martinez et al.
Tetrahedron Letters, 24, 5219-5219 (1983)
K Eszter Borbas et al.
Bioconjugate chemistry, 18(4), 1205-1212 (2007-06-23)
Targeted radiopharmaceuticals offer the possibility of improved tumor imaging and radiotherapy, with reduced side effects. A variety of monoclonal antibodies and antibody fragments have previously been successfully radiolabeled and used in diagnostic imaging and targeted radiotherapy of cancer. Many such
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
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
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