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A12300 (Dichloromethylene)dimethylammonium chloride, 95%

CAS Number
33842-02-3
Synonyms
N,N-Dimethylphosgeniminium chloride
"Phosgeniminium chloride"

Stock No. Size Price ($) Quantity Availability
A12300-14 25g 94.60
A12300-22 100g 270.00
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(Dichloromethylene)dimethylammonium chloride, 95%

MDL
MFCD00011870
EINECS
251-695-4

Chemical Properties

Formula
C3H6Cl3N
Formula Weight
162.45
Melting point
ca 185° dec.
Storage & Sensitivity
Keep Cold. Moisture Sensitive.

Literature 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):

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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).

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Effects cyanation of electron-rich aromatics and heterocycles: Tetrahedron Lett., 27, 1939 (1986).

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Converts THP protected alcohols directly to alkyl chlorides in good yield: Tetrahedron Lett., 38, 3517 (1997).

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For review of reactions, including use as Mannich or Vilsmeier intermediates, see: Angew. Chem. Int. Ed., 12, 806 (1973).

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See also (Chloromethyl­ene)­dimethyl­ammonium chloride, B24172.

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GHS Hazard and Precautionary Statements

Hazard Statements: H314-H318

Causes severe skin burns and eye damage. Causes serious eye damage.

Precautionary Statements: P260u-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501a

Do not breathe dusts or mists. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
4157987
Hazard Class
8
Packing Group
II
Harmonized Tariff Code
2925.29
TSCA
No

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