240132-25-6

Basic information

• Product Name: (3R)-1-BENZYL-3-CHLOROPIPERIDINE
• Synonyms: (3R)-1-BENZYL-3-CHLOROPIPERIDINE
• CAS NO: 240132-25-6
• Molecular Formula: C₁₂H₁₆ClN
• Molecular Weight: 209.72
• Mol File: 240132-25-6.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (3R)-1-BENZYL-3-CHLOROPIPERIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: (3R)-1-BENZYL-3-CHLOROPIPERIDINE(240132-25-6)
• EPA Substance Registry System: (3R)-1-BENZYL-3-CHLOROPIPERIDINE(240132-25-6)

Safety Data

• Hazardous Substances Data: 240132-25-6(Hazardous Substances Data)

Usage

General Description

(3R)-1-Benzyl-3-chloropiperidine is a chemical compound with the molecular formula C13H17ClN. It is a chiral compound with a three-dimensional structure, and the (3R) designation indicates that the molecule has a specific configuration of its four substituents. (3R)-1-BENZYL-3-CHLOROPIPERIDINE is a piperidine derivative, which is a type of organic compound that contains a six-membered ring with five carbon atoms and one nitrogen atom. The presence of a benzyl group and a chlorine atom in the structure gives (3R)-1-benzyl-3-chloropiperidine unique chemical properties and potential applications in pharmaceutical or research settings. Further investigation and analysis of this compound are necessary to determine its specific uses and characteristics.

Upstream product

• 23356-96-9 (S)-1-Pyrrolidin-2-yl-methanol 
• 100-39-0 benzyl bromide 
• 147-85-3 L-proline 
• 53912-80-4 (S)-N-benzylprolinol 

Downstream Products

• 1126795-33-2 [(6S)-2-benzyl-1,2-oxazinan-6-yl]methyl 3-chlorobenzoate 

Relevant articles and documents

Understanding the Alkylation Mechanism of 3-Chloropiperidines – NMR Kinetic Studies and Isolation of Bicyclic Aziridinium Ions

The present study describes the kinetic analysis of the 3-chloropiperidine alkylation mechanism. These nitrogen mustard-based compounds are expected to react via a highly electrophilic bicyclic aziridinium ion, which is readily attacked by nucleophiles. Halide abstraction using silver salts with weakly coordinating anions lead to the isolation of these proposed intermediates, whereas their structure was confirmed by single crystal XRD. Kinetic studies of the aziridinium ions also revealed notable reactivity differences of the C5 gem-methylated compounds and their unmethylated counterparts. The observed reactivity trends were also reflected by NMR studies in aqueous solution and DNA alkylation experiments of the related 3-chloropiperidines. Therefore, the underlying Thorpe-Ingold effect might be considered as another option to adjust the alkylation activity of these compounds.

Ring expansion - Formation of optically active 3-hydroxypiperidines from pyrrolidinemethanol derivatives

Treatment of pyrrolidinemethanol derivatives (-)-1, (-)-6, (-)7, 8, (- )-9, (+)-10, (-)-11, and (-)-21 with trifluoroacetic anhydride and then with Et3N afforded, after hydrolysis of the trifluoroacetyl group with NaOH, the optically active -hy