10316-10-6

Basic information

• Product Name: Benzene, (1-chloropropyl)-, (S)-
• CAS NO: 10316-10-6
• Molecular Formula: C9H11Cl
• Molecular Weight: 154.639
• Mol File: 10316-10-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzene, (1-chloropropyl)-, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, (1-chloropropyl)-, (S)-(10316-10-6)
• EPA Substance Registry System: Benzene, (1-chloropropyl)-, (S)-(10316-10-6)

Safety Data

• Hazardous Substances Data: 10316-10-6(Hazardous Substances Data)

Upstream product

• 93-54-9 1-Phenyl-1-propanol 
• 1565-74-8 (R)-1-phenyl-1-propanol 

Downstream Products

• 1253941-91-1 (+)-(R)-tert-butyl(1-phenylpropyl)sulfane 

Relevant articles and documents

DMSO-catalyzed chlorination of alcohols using N-phenylbenzimidoyl chloride

N-phenylbenzimidoyl chloride has been demonstrated as an efficient chlorination reagent catalyzed by dimethyl sulfoxide (DMSO) in conversion of alcohols to corresponding chlorides. The reaction conditions were mild, and most of the substrates gave satisfactory yields. The configuration inversion of the chlorination was proved using optically active phenyl alcohols. The amount of DMSO can be as low as 0.001 eq without reducing the efficiency of the chlorination. A plausible mechanism for the reaction was proposed and proved by experiments. The reaction is stereoselective and potentially chemoselective among primary benzyl alcohols, secondary benzyl alcohols, and unactivated aliphatic alcohols.

A highly chemoselective and rapid chlorination of benzyl alcohols under neutral conditions

A rapid and highly selective chlorination method has been developed using 2,4,6-trichloro-1,3,5-triazine (TCT) catalyzed by dimethyl sulfoxide. The reactions take 10 to 40 minutes, and the yields are almost quantitative. The neutral reaction conditions are compatible with substrates bearing acid-labile functional groups. Both competitive intramolecular and intermolecular reactions for benzyl alcohols in the presence of aliphatic alcohols indicate high selectivity. The procedure has been successfully used in the selective chlorination of gastrodin, a clinically used neuromedicine. This procedure represents a useful new tool in organic and medicinal chemistry. Georg Thieme Verlag Stuttgart.