(S)-2-(Chloromethyl)-1-methylpyrrolidinium chloride

Base Information

• Chemical Name: (S)-2-(Chloromethyl)-1-methylpyrrolidinium chloride
• CAS No.: 67824-38-8
• Molecular Formula: C6H13Cl2N
• Molecular Weight: 170.082
• European Community (EC) Number: 267-217-2
• Mol file: 67824-38-8.mol

Synonyms:67824-38-8;(s)-2-(chloromethyl)-1-methylpyrrolidine hydrochloride;(S)-2-(Chloromethyl)-1-methylpyrrolidinium chloride;(2S)-2-(chloromethyl)-1-methylpyrrolidine;hydrochloride;(S)-2-(Chloromethyl)-1-methylpyrrolidine HCl;EINECS 267-217-2;SCHEMBL2222374;AKOS026671916;BS-17892;CS-0162088;D83790;(S)-(-)-1-Methyl-2-chloromethylpyrrolidine HCl;(s)-2-(chloromethyl)-1-methylpyrrolidinehydrochloride;(S)-2-Chloromethyl-1-methyl-pyrrolidine hydrochloride;(S)-1-Methyl-2-(chloromethyl)pyrrolidine Hydrochloride

Chemical Property of (S)-2-(Chloromethyl)-1-methylpyrrolidinium chloride

Chemical Property:

• Vapor Pressure: 0.228mmHg at 25°C
• Boiling Point: 203.8°C at 760 mmHg
• Flash Point: 77.1°C
• PSA: 3.24000
• LogP: 2.05930
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 169.0425048
• Heavy Atom Count: 9
• Complexity: 74.9

Purity/Quality:

98% ^*data from raw suppliers

(S)-2-(Chloromethyl)-1-methylpyrrolidinehydrochloride 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCCC1CCl.Cl
• Isomeric SMILES: CN1CCC[C@H]1CCl.Cl

Technology Process of (S)-2-(Chloromethyl)-1-methylpyrrolidinium chloride

There total 5 articles about (S)-2-(Chloromethyl)-1-methylpyrrolidinium chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

(S)-2-hydroxymethyl-1-methylpyrrolidine (34381-71-0) → (S)-(-)-1-methyl-2-chloromethylpyrrolidine hydrochloride (67824-38-8)

Guidance literature:

With thionyl chloride; In ethanol; 1.) RT, 2 h, 2.) reflux, 30 min;

DOI:10.1021/ja00024a039

Reference yield: 82.0%

(S)-(-)-1-methyl-2-pyrrolidine-carbinol hydrochloride → (S)-(-)-1-methyl-2-chloromethylpyrrolidine hydrochloride (67824-38-8)

Guidance literature:

With thionyl chloride; In chloroform; for 2h; Heating;

DOI:10.1021/jo00161a013

Reference yield:

L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → (S)-(-)-1-methyl-2-chloromethylpyrrolidine hydrochloride (67824-38-8)

Guidance literature:

Multi-step reaction with 3 steps

1: NaBH₄, H₂SO₄

2: HCOOH

3: SOCl₂

With sodium tetrahydroborate; formic acid; thionyl chloride; sulfuric acid;

DOI:10.1039/a702028g

upstream raw materials:

(S)-2-hydroxymethyl-1-methylpyrrolidine

(S)-1-Pyrrolidin-2-yl-methanol

L-proline

(2S)-1-formylpyrrolidine-2-carboxylic acid

Downstream raw materials:

<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

2-(S)-diphenylphosphinomethyl-N-methylpyrrolidine

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