(Chloromethylene)dimethyliminium Chloride TCI C1545

Chemical Identity

Other names: Vilsmeier Reagent
CAS No.: 3724-43-4
PubChem: CID 77311·SID 87566542
Formula: C3H7Cl2N
Molecular weight: 128.00 g/mol
Purity: >95.0%(T)
Storage: <0°C
Reference databases: ChemSpider·ECHA·Wikipedia

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: chloromethylidene(dimethyl)azanium chloride
SMILES: C[N+](=CCl)C.[Cl-]
InChIKey: QQVDYSUDFZZPSU-UHFFFAOYSA-M
MDL: MDL00011868

Rp 2.969.400,00

~~Rp 2.091.600,00~~ Rp 2.969.400,00

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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.