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162876

Dichloromethylene-dimethyliminium chloride

technical grade

Synonym(s):

(Dichloromethylene)dimethylammonium chloride, Phosgeniminium chloride, Vilsmeier reagent

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About This Item

Linear Formula:
[Cl2C=N(CH3)2]+Cl-
CAS Number:
33842-02-3
Molecular Weight:
162.45
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24850009
EC Number:
251-695-4
Beilstein/REAXYS Number:
4157987
MDL number:
MFCD00011870
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grade

technical grade

mp

183-187 °C (dec.) (lit.)

storage temp.

2-8°C

SMILES string

[Cl-].C\[N+](C)=C(\Cl)Cl

InChI

1S/C3H6Cl2N.ClH/c1-6(2)3(4)5;/h1-2H3;1H/q+1;/p-1

InChI key

NRNFKRFWZQQDMD-UHFFFAOYSA-M

General description

Dichloromethylene-dimethyliminium chloride (Vilsmeier reagent) reacts with o-acetaminophenols under Meth-Cohn conditions to yield 2-formylpyrido[2,1-b]benzoxazoles.

Application

Dichloromethylene-dimethyliminium chloride was used as reagent in the synthesis of selenourea and (R)-2-(2-chloroethyl)pyrrolidine-1-carboxylic acid ethyl ester. It was used for introducing amide chloride group into activated substrates.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Codes

H314,H335

Hazard Classifications

Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

supp_hazards

EUH014

Storage Class

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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