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Merck
CN

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:
Molecular Weight:
162.45
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
251-695-4
Beilstein/REAXYS Number:
4157987
MDL number:
Technical Service
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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

signalword

Danger

hcodes

Hazard Classifications

Skin Corr. 1B - STOT SE 3

target_organs

Respiratory system

supp_hazards

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Regulatory Information

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A facile synthesis of N/C-terminal selenourea tethered glycosylated amino acids.
Sureshbabu VV, et al.
Indian J. Chem. B, 52(7), 895-900 (2013)
J. Prakt. Chem./Chem.-Ztg., 336, 561-561 (1994)
Asymmetric transformation of L-homoserine lactone to an optically active 2-substituted pyrrolidine for clemastine.
Kim SJ, et al.
Tetrahedron Asymmetry, 22(20), 1901-1905 (2011)



Global Trade Item Number

SKUGTIN
T2551-.5ML04061837884498
T2551-100UL04061837884504
T2551-.2ML04061837884481
WH0003371M1-100UG04061829598204