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(Chloromethylene)dimethyliminium chloride

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(Chloromethylene)dimethyliminium chloride Basic information

Product Name:
(Chloromethylene)dimethyliminium chloride
Synonyms:
  • N-CHLOROMETHYLEN-N,N-DIMETHYLAMMONIUM CHLORIDE
  • VILSMEIER REAGENT
  • (CHLOROMETHYLENE)DIMETHYLAMMONIUM CHLORIDE
  • CHLOROMETHYLENEDIMETHYLIMINIUM CHLORIDE
  • n-(chloromethylene)-n-methyl-methanaminiuchloride
  • Vilsmeier
  • N-Chloromethylene-N,N-Dimethyl Ammonium Chloride
  • (Chloromethylene)dimethylammoniumchlorlde
CAS:
3724-43-4
MF:
C3H7ClN.Cl
MW:
128
EINECS:
425-970-6
Mol File:
3724-43-4.mol
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(Chloromethylene)dimethyliminium chloride Chemical Properties

Melting point:
132 °C (dec.) (lit.)
Boiling point:
204.27°C (rough estimate)
Density 
1.3578 (rough estimate)
refractive index 
1.4525 (estimate)
storage temp. 
2-8°C
form 
Crystalline Powder
color 
Pale brown to yellow-brown
Water Solubility 
reacts
Sensitive 
Moisture Sensitive
BRN 
3566322
CAS DataBase Reference
3724-43-4(CAS DataBase Reference)
EPA Substance Registry System
Methanaminium, N-(chloromethylene)-N-methyl-, chloride (3724-43-4)
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Safety Information

Hazard Codes 
T
Risk Statements 
61-20/21/22-34-22-14-35
Safety Statements 
53-26-36/37/39-45
RIDADR 
UN 3261
WGK Germany 
1
8-10
TSCA 
Yes
HazardClass 
8
PackingGroup 
II
HS Code 
29252000

MSDS

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(Chloromethylene)dimethyliminium chloride Usage And Synthesis

Chemical Properties

Pale brown to yellowish-brown crystalline powder

Uses

(Chloromethylene)dimethylammonium chloride is used in the synthesis of beta-lactams, n-vinyl substituted indoles and fused 2-pyridone rings and 2-azetidinones. It is used as a formylating agent and used in the preparation of anti-poxvirus agents. It is used in Staudinger reaction and Hundsdiecker-barton iododecarboxylation reaction. It is widely used for studying organic photosensitizers, which finds application in dye-sensitized solar cells.

Uses

Reagent or Reactant for the synthesis of:

  • β-Lactams vis the Staudinger reaction
  • N-vinyl substituted indoles via cross coupling of NH-indoles with vinyl bromides
  • Multi ring-fused 2-pyridone-based fluorescent scaffold
  • ester prodrugs as anti-poxvirus agents
  • Trimethine cyanine dyes for sensing G-quadruplex formation
  • Phospha-isosteres via Hundsdiecker-Barton iododecacarboxylation
  • 2-Azetidinones via [2+2]-cycloaddition

Used for studying organic photosensitizers for application in dye-sensitized solar cells

(Chloromethylene)dimethyliminium chloride Preparation Products And Raw materials

Raw materials

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