Title: Viehe's Salt
CAS Registry Number: 33842-02-3
CAS Name: N-(Dichloromethylene)-
N-methylmethanaminium chloride
Synonyms: N-(dichloromethylene)-
N,N-dimethyliminium chloride;
N,N-dimethylphosgeniminium chloride; phosgeniminium chloride
Molecular Formula: C3H6Cl3N
Molecular Weight: 162.45
Percent Composition: C 22.18%, H 3.72%, Cl 65.47%, N 8.62%
Literature References: Electrophilic chlorinating reagent. Prepn: H. G. Viehe, Z. Janousek,
Angew. Chem. 83, 614 (1971); and chemistry:
eidem, Angew. Chem. Int. Ed. 12, 806 (1973). 35Cl NMR study: G. Jugie
et al., J. Chem. Soc. Perkin Trans. 2 1975, 925. Review of chemistry: Z. Janousek, H. G. Viehe,
J. Prakt. Chem. Chem.-Ztg. 336, 561-562 (1994); of applications in synthesis of heterocyclic compounds: J. M. Quintela
et al., Recent Res. Dev. Org. Chem. 2, 409-418 (1998).
Properties: Colorless, hygroscopic solid, fp ~180°.
Melting point: 180°
Use: Chlorinating agent; introduces amide chloride groups into activated substrates. Building block in organic synthesis.
