25139-78-0

Basic information

• Product Name: (S)-(+)-3-chloro-1-butanol
• Synonyms: (S)-(+)-3-chloro-1-butanol
• CAS NO: 25139-78-0
• Molecular Weight: 108.568
• Mol File: 25139-78-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (S)-(+)-3-chloro-1-butanol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-3-chloro-1-butanol(25139-78-0)
• EPA Substance Registry System: (S)-(+)-3-chloro-1-butanol(25139-78-0)

Safety Data

• Hazardous Substances Data: 25139-78-0(Hazardous Substances Data)

Upstream product

• 75492-29-4 (+)-(S)-methyloxetane 
• 71-43-2 benzene 

Downstream Products

• 2722-36-3 3-phenyl-1-butanol 

Relevant articles and documents

Stereochemistry of Friedel-Crafts Reaction of Benzene with Optically Active 2-Methyloxetane

The Friedel-Crafts alkylation of benzene with (+)-2-methyloxetane in the presence of Lewis acids (AlCl3, SnCl4, and TiCl4) gave 3-phenyl-1-butanol with 20-60percent inversion of configuration at the reaction center and a mixture of 4-chloro-2-butanol and 3-chloro-1-butanol in optically active form as the by-products. These by-products were formed by the attack of the chlorine atom in Lewis acid. The stereochemical course of the reaction to 3-chloro-1-butanol varied with the kind of catalyst, i.e., inversion with AlCl3 or TiCl4 and retention with SnCl4. The addition of nitromethane to the reaction system promoted the retentive ring-opening to 3-chloro-1-butanol.