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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:
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)

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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J. Martinez et al.
Tetrahedron Letters, 24, 5219-5219 (1983)
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 >
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
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
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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