13127-28-1

Basic information

• Product Name: N-Benzyl-N-methylpiperidinium chloride
• Synonyms: 4-N-METHYL BENZYLPIPERIDINE HYDROCHLORIDE;N-(METHYLBENZYL)PIPERIDINE HYDROCHLORIDE;N-(Methylbenzyl)piperidine dihydrochloride;N-Methylbenzyl-Piperidine HCl;1-Benzyl-1-methylpiperidinium chloride;N-Benzyl-N-methylpiperidinium chloride;1-Benzyl-1-Methylpiperidin-1-iuM chloride
• CAS NO: 13127-28-1
• Molecular Formula: C13H20ClN
• Molecular Weight: 225.76
• Mol File: 13127-28-1.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-Benzyl-N-methylpiperidinium chloride(CAS DataBase Reference)
• NIST Chemistry Reference: N-Benzyl-N-methylpiperidinium chloride(13127-28-1)
• EPA Substance Registry System: N-Benzyl-N-methylpiperidinium chloride(13127-28-1)

Safety Data

• Hazardous Substances Data: 13127-28-1(Hazardous Substances Data)

Usage

General Description

N-Benzyl-N-methylpiperidinium chloride, also known as BTMPC, is a chemical compound that belongs to the class of piperidinium salts. It is commonly used as a phase-transfer catalyst, which facilitates the transfer of reactants between immiscible phases in a chemical reaction. BTMPC is also utilized as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. The compound's ability to efficiently catalyze reactions and its low toxicity make it a valuable component in various chemical processes. Additionally, N-Benzyl-N-methylpiperidinium chloride is a white crystalline solid that is soluble in water and organic solvents, making it easy to handle and incorporate into different reaction systems.

InChI:InChI=1/C13H20N.ClH/c1-14(10-6-3-7-11-14)12-13-8-4-2-5-9-13;/h2,4-5,8-9H,3,6-7,10-12H2,1H3;1H/q+1;/p-1

Upstream product

• 626-67-5 N-methylcyclohexylamine 
• 100-44-7 benzyl chloride 

Downstream Products

• 831-91-4 Benzyl phenyl sulfide 
• 882-33-7 diphenyldisulfane 

Relevant articles and documents

A comparative study of side-chain-type poly(ether ether ketone) anion exchange membrane functionalized with different hetero-cycloaliphatic quaternary ammonium groups

Anion exchange membranes based on side-chain-type quarternized poly(ether ether ketone)s (QPEEKs), containing different hetero-cycloaliphatic quaternary ammonium groups, were prepared via a multi-step procedure, including polycondensation with a monomer containing pendant methylphenyl groups, bromomethylation, and followed by quaternization with 1-methylpyrrolidine (MPY), 1-methylpiperidine (MPRD), 1-methylimidazole (MIDZ) and N-methyl morpholine (MMPH), respectively. The properties of these membranes were then compared with the properties of conventional quarternized poly(ether ether ketone)s containing benzyltrimethylammonium (QPEEK-TMA). Model compounds, QMPY, QMPRD, QMIDZ and QMMPH, were synthesized and used to quantitatively compare the alkaline stability of hetero-cycloaliphatic quaternary ammonium groups using 1H NMR. The results of this study indicated that the alkaline stability of all these model compounds is in the order of QMPY > QMPRD > QTMA > QMIDZ > QMMPH. These QPEEKs membranes display superior thermal, dimensional and mechanical stability. QPEEK-TMA, QPEEK-MPY and QPEEK-MPRD exhibit higher hydroxide conductivities and lower activation energies than QPEEK-MIDZ and QPEEK-MMPH. Furthermore, after exposure to 1 M NaOH at 60 °C for 24 days, QPEEK-MPY and QPEEK-MPRD demonstrated a loss in hydroxide conductivity of 28.5% and 33.4%, respectively. Both values were lower than that of QPEEK-TMA (37.7%). Therefore, among these side-chain-type QPEEKs membranes, QPEEK-MPY and QPEEK-MPRD, containing benzylmethylpyrrolidinium and benzylmethylpiperidinium as cation head-groups, are promising AEM materials for fuel cell construction.

Dealkylation of Quaternary Ammonium Salts by Thiolate Anions: A Model of the Cobalamin-independent Methionine Synthase Reaction.

The reactions of thiolate ions derived from thiophenol and homocysteine with substituted quaternary ammonium salts result in alkyl transfer from nitrogen to sulfur.A radical mechanism for this transalkylation, accounts for the reactivity pattern of the substrate salts.In a model study of the cobalamin-independent methionine synthase reaction, 5,5,6,7-tetramethyl-5,6,7,8-tetrahydropteridinium salt (25), which can be considered as a model for the natural coenzyme 5-CH3H4-folate (1), was allowed to react with the thiolate of homocysteine, whereupon the formation of methionine was observed in good yield.These results suggest that in the enzymatic process the N(5)-CH3 bond may be activated for the methyl transfer step, by coordination of the N(5) with an electrophile or a proton at the active site.