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2-Chloro-N,N-dimethylacetamide

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2-Chloro-N,N-dimethylacetamide Basic information

Product Name:
2-Chloro-N,N-dimethylacetamide
Synonyms:
  • N,N-DIMETHYL-2-CHLOROACETAMIDE
  • N,N-DIMETHYLCHLOROACETAMIDE
  • N,N-DIMETHYLCHOROACETAMIDE
  • CHLOROACETYLDIMETHYLAMINE
  • AKOS BBS-00000943
  • 2-CHLORO-N,N-DIMETHYLACETAMIDE
  • 2-chloro-N,N-dimethyl-ethanamide
  • 2-Chloro-N,N-dimethylacetacetamide
CAS:
2675-89-0
MF:
C4H8ClNO
MW:
121.57
EINECS:
220-224-4
Product Categories:
  • 2675-89-0
Mol File:
2675-89-0.mol
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2-Chloro-N,N-dimethylacetamide Chemical Properties

Melting point:
15-16 °C
Boiling point:
98-100°C/11mm
Density 
1.182 g/mL at 20 °C (lit.)
refractive index 
n20/D 1.479
Flash point:
98-100°C/11mm
storage temp. 
Store below +30°C.
solubility 
Chloroform (Slightly), Hexane (Slightly), Methanol (Slightly)
pka
-0.95±0.70(Predicted)
form 
Liquid
color 
Clear colorless to pale yellow
BRN 
969568
InChIKey
XBPPLECAZBTMMK-UHFFFAOYSA-N
CAS DataBase Reference
2675-89-0(CAS DataBase Reference)
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Safety Information

Hazard Codes 
C
Risk Statements 
22-34
Safety Statements 
26-36/37/39-45
RIDADR 
UN 3265 8/PG 3
WGK Germany 
3
HS Code 
29241990

MSDS

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2-Chloro-N,N-dimethylacetamide Usage And Synthesis

Uses

2-Chloro-N,N-dimethylacetamide is N,M-dialkyl amide used as an organic catalyst in the preparation of phosphorylated thiosemicarbazide.

Uses

2-Chloro-N,N-dimethylacetamide (N,N-dimethylchloroacetamide) was used in the synthesis of (S)-carbinoxamine.

Synthesis

In a 500 mL four-necked flask, sodium hydrogen carbonate 126.0 g (1.50 mol) and 146.8 g of toluene were added, and the mixture was stirred while cooling. The internal temperature was maintained below 5 ° C, 112.9 g (1.00 mol) of chloroacetyl chloride was added dropwise over 4 hours, and 49.6 g (1.10 mol) of dimethylamine gas was blown over 4 hours. After stirring at -2 to 1 ° C. for 1 hour, the reaction solution was filtrated under reduced pressure to remove inorganic salt crystals by filtration. The crystals were washed with 100 g of toluene, and the filtrate and washings were combined. After separating and removing the aqueous layer in the filtrate washings, the toluene layer was concentrated under reduced pressure to obtain 113.2 g (0.93 mol) of oily 2-chloro-N, N-dimethylacetamide. The yield was 93.1%.

2-Chloro-N,N-dimethylacetamide Preparation Products And Raw materials

Raw materials

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