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Merck

C0267

2-Chloroacetamide

≥98%

Synonym(s):

Chloracetamide, alpha-Chloroacetamide

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About This Item

Linear Formula:
ClCH2CONH2
CAS Number:
79-07-2
Molecular Weight:
93.51
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
57653974
EC Number:
201-174-2
Beilstein/REAXYS Number:
878191
MDL number:
MFCD00008027
Assay:
≥98%
Form:
powder

Key Documents

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InChI

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

InChI key

VXIVSQZSERGHQP-UHFFFAOYSA-N

SMILES string

NC(=O)CCl

vapor pressure

0.05 mmHg ( 20 °C)

assay

≥98%

form

powder

Quality Level

300

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General description

2-Chloroacetamide, also known as alpha-Chloroacetamide, is a chlorinated organic compound commonly used as a precursor in the synthesis of amides and thioamides.

Application

2-Chloroacetamidecan be used as a reactant to synthesize:
  • 2-Amino-4-chloroquinolines via o-alkylation of 4-chloro-1H-quinolin-2-ones and subsequent Smiles rearrangement.
  • 2-(Formylaryloxy)acetamides by reacting with hydroxybenzaldehydes in the presence of potassium carbonate as a base.
  • Biarylamine derivatives via aluminum triflate-catalyzed direct amination of benzhydrols.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

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

WGK 2

flash_point_f

338.0 °F

flash_point_c

170 °C

ppe

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

C0267-VAR: + C0267-BULK: + C0267-100G: + C0267-1KG: + C0267-500G:

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF8246V
WXBF7815V
0000516351
0000516350
0000516351

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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 >
Ezgi Odabasi et al.
EMBO reports, 20(6) (2019-04-27)
Centriolar satellites are ubiquitous in vertebrate cells. They have recently emerged as key regulators of centrosome/cilium biogenesis, and their mutations are linked to ciliopathies. However, their precise functions and mechanisms of action remain poorly understood. Here, we generated a kidney
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
Michelle L Hladik et al.
Environmental science & technology, 39(17), 6561-6574 (2005-09-30)
Although laboratory studies have revealed that many different neutral degradates of chloroacetamide herbicides can form during thermochemical, biological, and photochemical transformations, relatively few have been sought in the environment, despite their likely generation in appreciable amounts, relative persistence, and known
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