Description

(Chloromethyl)-trimethylammonium chloride (CAS No. 21478-66-0) is a highly reactive quaternary ammonium salt with the molecular formula C₄H₁₁Cl₂N. This white to off-white crystalline solid is widely utilized in organic synthesis, particularly as a precursor for the preparation of specialty chemicals and pharmaceutical intermediates. Its IUPAC name, chloromethyl(trimethyl)azanium;chloride, reflects its ionic composition, consisting of a chloromethyl-trimethylammonium cation paired with a chloride anion.

Due to its hygroscopic nature, this compound must be stored under inert conditions and handled with care to prevent moisture absorption. It is typically packaged in sealed, moisture-resistant containers to ensure stability. Researchers and industrial chemists value this reagent for its ability to introduce the chloromethyl group into target molecules, making it indispensable in the synthesis of surfactants, phase-transfer catalysts, and ionic liquids.

Key synonyms include: Methanaminium, 1-chloro-N,N,N-trimethyl-, chloride and Trimethylchloromethylammonium chloride. Purity and moisture content are critical specifications for this product, and certificates of analysis are available upon request.

Properties

• CAS Number: 21478-66-0
• Complexity: 37.3
• IUPAC Name: chloromethyl(trimethyl)ammonium;chloride
• InChI: InChI=1S/C4H11ClN.ClH/c1-6(2,3)4-5;/h4H2,1-3H3;1H/q+1;/p-1
• InChI Key: NBSLGBOEWZMSAL-UHFFFAOYSA-M
• Exact Mass: 143.0268547
• Molecular Formula: C4H11Cl2N
• Molecular Weight: 144.04
• SMILES: C[N+](C)(C)CCl.[Cl-]
• Monoisotopic Mass: 143.0268547
• Synonyms: 21478-66-0, (chloromethyl)-trimethylammonium chloride, Methanaminium, 1-chloro-N,N,N-trimethyl-, chloride, Trimethylchloromethylammonium,chloride, chloromethyl(trimethyl)azanium;chloride, SCHEMBL7525205, DTXSID20543606, AKOS006384868, Chloro-N,N,N-trimethylmethanaminium chloride, (CHLOROMETHYL)TRIMETHYLAZANIUM CHLORIDE, 1-Chloro-N,N,N-trimethylmethanaminium chloride

Application

(Chloromethyl)-trimethylammonium chloride is primarily used as a key intermediate in the synthesis of quaternary ammonium compounds, which are essential in the production of surfactants and disinfectants. Its reactive chloromethyl group enables efficient functionalization in organic reactions, such as nucleophilic substitutions. Additionally, this compound serves as a precursor for phase-transfer catalysts in industrial and laboratory applications. Careful handling is required due to its hygroscopic nature and potential reactivity with moisture-sensitive reagents.

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