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TCI

CAS 3724-43-4

(Chloromethylene)dimethyliminium Chloride TCI C1545

(Chloromethylene)dimethyliminium Chloride TCI C1545

Chemical Identity

Other names
Vilsmeier Reagent
CAS No.
3724-43-4
Formula
C3H7Cl2N
Molecular weight
128.00 g/mol
Purity
>95.0%(T)
Storage
<0°C
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
chloromethylidene(dimethyl)azanium chloride
SMILES
C[N+](=CCl)C.[Cl-]
InChIKey
QQVDYSUDFZZPSU-UHFFFAOYSA-M
MDL
MDL00011868
PubChem
CID 77311
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TCI C1545, (Chloromethylene)dimethyliminium Chloride (CAS 3724-43-4), is the isolated form of the Vilsmeier reagent, supplied as a ready-to-use solid rather than generated in situ. It acts as a powerful electrophilic and dehydrating agent, enabling Vilsmeier–Haack formylation of electron-rich aromatics, activation of carboxylic acids, dehydration of amides to nitriles, and conversion of alcohols to chlorides. Within glycoscience, its dehydrative activation chemistry is applied to carbohydrate donors and related transformations. Offered by AMI Scientific in 25 g and 250 g packs, this highly moisture-sensitive solid must be weighed under dry inert conditions and stored tightly closed.

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