143731-32-2

Basic information

• Product Name: (S)-2-HYDROXYBUTYL P-TOSYLATE
• Synonyms: (S)-2-HYDROXYBUTYL P-TOSYLATE;(S)-2-HYDROXYBUTYL TOSYLATE;(S)-2-HYDROXYBUTYL P-TOSYLATE, 98+%;S-1-(4-Methylbenzenesulfonate)-1,2-Butanediol;(S)-1-(4-Methylbenzenesulfonate)-1,2-butanediol,99%e.e.
• CAS NO: 143731-32-2
• Molecular Formula: C₁₁H₁₆O₄S
• Molecular Weight: 244.31
• Mol File: 143731-32-2.mol

Chemical Properties

• Boiling Point: 250 °C
• Flash Point: 190.1°C
• Appearance: /
• Density: 1.2976 (rough estimate)
• Vapor Pressure: 8.3E-07mmHg at 25°C
• Refractive Index: 1.5165-1.5185
• Storage Temp.: 0-6°C
• PKA: 13.83±0.20(Predicted)
• CAS DataBase Reference: (S)-2-HYDROXYBUTYL P-TOSYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-HYDROXYBUTYL P-TOSYLATE(143731-32-2)
• EPA Substance Registry System: (S)-2-HYDROXYBUTYL P-TOSYLATE(143731-32-2)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 143731-32-2(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to yellow viscous liquid

InChI:InChI=1/C11H16O4S/c1-3-10(12)8-15-16(13,14)11-6-4-9(2)5-7-11/h4-7,10,12H,3,8H2,1-2H3/t10-/m0/s1

Upstream product

• 143693-24-7 (R/S)-1,2-Butandiol-1-<(4-methylbenzol)sulfonat> 
• 73522-17-5 (2S)-1,2-butanediol 
• 98-59-9 p-toluenesulfonyl chloride 

Relevant articles and documents

Amine assisted enzymatic esterification of 1,2-diol monotosylates

The enzymatic esterification of 1,2-diol monotosylates in organic solvent under standard conditions often fails to achieve the desired 50% conversion due to enzyme inactivation by acidic contaminants. The inclusion of an amine affords rapid conversion to

A Systematic Study on the Bakers'Yeast Reduction of 2-Oxoalkyl Benzoates and 1-Chloro-2-alkanones

The bakers' yeast reduction of a series of 2-oxoalkyl arenecarboxylates (1a-f) (R=CH3 to n-C6H13; X=H) and the phenyl-modified derivatives (1g-l) (R=n-C5H11, X=OH, CH3, F, Cl, Br, or I) as well as 1-chloro-2-alkanones R(C=O)CH2Cl (6a-f) (R=CH3 to n-C6H13) were systematically investigated.The substrate specificities, configuration and percentee of the reduction products were found to be highly dependent on the length of the alkyl group (R) and the α substituent.Thus, the benzoates 1a-f gave optically active 2-hydroxyalkyl benzoates (2a-f) (R, configuration, percentee) (a: CH3, S, 99; b: C2H5, S, 98; c: C3H7, S, 26; d: n-C4H9, R, 55; e: n-C5H11, S, 15; f: n-C6H13, S, 63) in 11-91percent yields.Among the modification experiments of the phenyl group, 1g-l, the p-iodo substituent markedly increased the ee from 15 to 71percent, although the yield was rather lowered (22percent yield).The reduction of α-chloro ketones 6a-f also gave optically active 1-chloro-2-alkanols (7a-f) in 16-69percent yields.