67824-38-8

Basic information

• Product Name: (S)-2-(chloromethyl)-1-methylpyrrolidinium chloride
• Synonyms: (S)-2-(chloromethyl)-1-methylpyrrolidinium chloride
• CAS NO: 67824-38-8
• Molecular Formula: C₆H₁₂ClN*ClH
• Molecular Weight: 170.08012
• EINECS: 267-217-2
• Mol File: 67824-38-8.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 203.8°C at 760 mmHg
• Flash Point: 77.1°C
• Appearance: /
• Vapor Pressure: 0.228mmHg at 25°C
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: (S)-2-(chloromethyl)-1-methylpyrrolidinium chloride(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-(chloromethyl)-1-methylpyrrolidinium chloride(67824-38-8)
• EPA Substance Registry System: (S)-2-(chloromethyl)-1-methylpyrrolidinium chloride(67824-38-8)

Safety Data

• Hazardous Substances Data: 67824-38-8(Hazardous Substances Data)

Usage

General Description

(S)-2-(Chloromethyl)-1-methylpyrrolidinium chloride is a chemical compound that belongs to the class of pyrrolidinium salts. It is a quaternary ammonium compound that contains a pyrrolidine ring with a chloromethyl and a methyl substituent. (S)-2-(Chloromethyl)-1-methylpyrrolidinium chloride is commonly used as a reactant in organic synthesis and as a precursor for the synthesis of various pharmaceuticals and agrochemicals. It is also used as a catalyst in a variety of chemical reactions, especially in the field of organic chemistry. Additionally, (S)-2-(Chloromethyl)-1-methylpyrrolidinium chloride has been studied for its potential applications in materials science, electrochemistry, and as an electrolyte for batteries and supercapacitors. Due to its versatile uses, this chemical compound is of interest to researchers across different scientific disciplines.

InChI:InChI=1/C6H12ClN.ClH/c1-8-4-2-3-6(8)5-7;/h6H,2-5H2,1H3;1H/t6-;/m0./s1

Upstream product

• 34381-71-0 (S)-2-hydroxymethyl-1-methylpyrrolidine 
• 13200-83-4 (2S)-1-formylpyrrolidine-2-carboxylic acid 
• 147-85-3 L-proline 
• 23356-96-9 (S)-1-Pyrrolidin-2-yl-methanol 

Downstream Products

• 128704-84-7 <3R-<1(S^*),3α,4α>>-3-(acetyloxy)-1-<(1-methyl-2-pyrrolidinyl)methyl>-1,3,4,5-tetrahydro-4-(4-methoxyphenyl)-6-(trifluoromethyl)-2H-1-benzazepin-2-one 
• 60365-87-9 2-(S)-diphenylphosphinomethyl-N-methylpyrrolidine 

Relevant articles and documents

Synthesis of optically active nicotinoids

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Highly efficient copper-catalyzed N-arylation of nitrogen-containing heterocycles with aryl and heteroaryl halides

(Chemical Equation Presented) New (S)-pyrrolidinylmethylimidazole ligands (4a-c) have been readily synthesized in a straightforward fashion from least expensive starting materials in short steps in high yields. Relatively mild and highly efficient Cul-catalyzed N-arylation procedures for imidazoles with aryl and heteroaryl bromides or chlorides have been developed in the presence of 4a and Cs2CO3. It is important to note that the protocol could tolerate functional groups such as ester, nitrile, nitro, ketone, free hydroxyl, and free primary amine on the aryl halide. The protocol could also be applicable to other π-electron-rich nitrogen heterocycles (pyrrole, pyrazole, indole, benzimidazole, and triazole), affording the N-arylazoles in good to excellent yields.

Synthesis and application of ligands for the asymmetric addition of organolithium reagents to imines

Amino acid derived ligands 4d,e are prepared from (S)-valine and (S)-proline respectively, and can be used as chiral ligands during the asymmetric addition of organolithium reagents to N-arylimines. Ligand 4e, which is prepared by two independent routes, is found to induce addition of organolithium reagents to the si-face of the imines, whilst ligand 4d in common with the previously reported catalysts 4a-c induces addition to the re-face of the imines.