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Merck
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About This Item

Linear Formula:
ClCH2CONH2
CAS Number:
Molecular Weight:
93.51
Beilstein:
878191
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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vapor pressure

0.05 mmHg ( 20 °C)

Quality Level

Assay

≥98%

form

powder

mp

116-118 °C (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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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

Signal Word

Danger

Hazard Statements

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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