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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:
Molecular Weight:
93.51
Beilstein/REAXYS Number:
878191
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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

signalword

Danger

Hazard Classifications

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

Storage Class

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

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)

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)
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
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 >
Namrata D Udeshi et al.
Nature communications, 11(1), 359-359 (2020-01-19)
Protein ubiquitylation is involved in a plethora of cellular processes. While antibodies directed at ubiquitin remnants (K-ɛ-GG) have improved the ability to monitor ubiquitylation using mass spectrometry, methods for highly multiplexed measurement of ubiquitylation in tissues and primary cells using sub-milligram

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