102129-99-7

Basic information

• Product Name: 1,2-Propanediol, 3-chloro-, 1-(4-methylbenzenesulfonate)
• CAS NO: 102129-99-7
• Molecular Formula: C10H13ClO4S
• Molecular Weight: 264.73
• Mol File: 102129-99-7.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1,2-Propanediol, 3-chloro-, 1-(4-methylbenzenesulfonate)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Propanediol, 3-chloro-, 1-(4-methylbenzenesulfonate)(102129-99-7)
• EPA Substance Registry System: 1,2-Propanediol, 3-chloro-, 1-(4-methylbenzenesulfonate)(102129-99-7)

Safety Data

• Hazardous Substances Data: 102129-99-7(Hazardous Substances Data)

Upstream product

• 104-15-4 toluene-4-sulfonic acid 
• 106-89-8 epichlorohydrin 
• 159301-44-7 3-chloro-2-oxopropyl p-toluenesulfonate 
• 96-24-2 3-monochloro-1,2-propanediol 

Downstream Products

• 1363143-94-5 2-{[tert-butyl(dimethyl)silyl]oxy}-3-chloropropyl 4-methylbenzenesulfonate 
• 102130-01-8 (R)-2-acetoxy-3-chloropropyl p-toluenesulfonate 
• 102130-00-7 (R)-2-butanoyloxy-3-chloropropyl p-toluenesulfonate 
• 67800-61-7 (S)-3-chloro-2-hydroxypropyl-1-(toluene-4-sulfonate) 
• 106-89-8 epichlorohydrin 
• 102036-15-7 (R,S)-2-butanoyloxy-3-chloropropyl p-toluenesulfonate 
• 102036-16-8 (R,S)-2-acetoxy-3-chloropropyl p-toluenesulfonate 
• 83398-53-2 (R)-3-chloro-2-hydroxypropyl 4-methylbenzenesulfonate 
• 127062-61-7 Acetic acid (S)-1-chloromethyl-2-(toluene-4-sulfonyloxy)-ethyl ester 

Relevant articles and documents

Deracemization of 1,2-diol monotosylate derivatives by a combination of enzymatic hydrolysis with the Mitsunobu inversion using polymer-bound triphenylphosphine

The deracemization of 1,2-diol monotosylate derivatives is achieved by the sequential combination of enzymatic hydrolysis and Mitsunobu inversion using a polymer-bound triphenylphosphine. After the lipase-catalysed hydrolysis of the racemic 2-acetoxyhexyl tosylate, the subsequent Mitsunobu reaction without separation causes an inversion of the resulting (R)-alcohol to give the (S)-enantiomer of the acetate as a single product. In particular, the reaction using the polymer-bound triphenylphosphine also proceeds smoothly, and the product is easily separated by filtration from the polymer-bound reagent and its by-products. This deracemization process is applicable to the preparation of several optically active 1,2-diol monotosylates.

Efficient routes to isotopically labelled epichlorohydrins ((chloromethyl) oxiranes)

Efficient routes are developed for the synthesis of variously labelled 2H- and 13C- labelled epichlorohydrins prepared from appropriately labelled acetic acids and sodium borodeuteride. The route is versatile and can be used for strategic location of isotopes at C-I, C-2 and C-3 of epichlorohydrin. By way of demonstration [2-13C]-, [2-2H]-, [3-2H2] and [2-2H, 3-2H2]-epithlorohydrins have been prepared. In addition the syntheses can be adapted for the preparation of enantiomerically pure and isotopically labelled epichlorohydrins.

A CHEMOENZYMATIC ACCESS TO OPTICALLY ACTIVE 1,2-EPOXIDES

Lipase-catalyzed transacylation in organic media was employed to produce optically active α-hydroxy tosylate which could be readily converted to the corresponding 1,2-epoxides with high optical purity.