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(Dichloromethylene)dimethylammonium chloride_Molecular_structure_CAS_33842-02-3)
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(Dichloromethylene)dimethylammonium chloride

Catalog No. A12300 Name Alfa Aesar
CAS Number 33842-02-3 Website
M. F. C3H6Cl3N Telephone
M. W. 162.44544 Fax
Purity 95% Email
Storage Chembase ID: 148068

SYNONYMS

Title
(二氯亚甲基)二甲基氯化铵
IUPAC name
(dichloromethylidene)dimethylazanium chloride
IUPAC Traditional name
(dichloromethylidene)dimethylazanium chloride
Synonyms
N,N-Dimethylphosgeniminium chloride
"Phosgeniminium chloride"

DATABASE IDS

CAS Number 33842-02-3
EC Number 251-695-4
MDL Number MFCD00011870
Beilstein Number 4157987

PROPERTIES

Risk Statements 14-34
Safety Statements 26-36/37/39-45
Storage Warning Moisture Sensitive
TSCA Listed
Hazard Class 8
UN Number UN3261
Packing Group II
GHS Pictograms GHS05
GHS Hazard statements H314-H318
European Hazard Symbols Corrosive Corrosive (C)
GHS Precautionary statements P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A
Purity 95%
Melting Point ca 185°C dec.

DETAILS

REFERENCES

  • Reaction with a phenol yields, after hydrolysis, the diaryl carbonate: Angew. Chem. Int. Ed., 10, 573 (1971). For reactions with active methylene compounds, see: Angew. Chem. Int. Ed., 10, 574, 575 (1971). 2-Hydroxy acetophenones lead to 2-dimethylamino chromones: J. Org. Chem., 57, 6502 (1992); 61, 3218 (1996):
  • Dehydrates aldoximes and aldehyde phenylhydrazones to nitriles: Synthesis, 563 (1974), 201 (1985), respectively. N, N-dialkylureas are dehydrated to carbodiimides: Tetrahedron Lett., 37, 7047 (1996).
  • Converts THP protected alcohols directly to alkyl chlorides in good yield: Tetrahedron Lett., 38, 3517 (1997).
  • For review of reactions, including use as Mannich or Vilsmeier intermediates, see: Angew. Chem. Int. Ed., 12, 806 (1973).
  • See also (Chloromethylene)dimethylammonium chloride, B24172.
  • Effects cyanation of electron-rich aromatics and heterocycles: Tetrahedron Lett., 27, 1939 (1986).