96243-67-3

Basic information

• Product Name: 2,4-Pentanediol, bis(4-methylbenzenesulfonate), (2R,4R)-
• CAS NO: 96243-67-3
• Molecular Formula: C19H24O6S2
• Molecular Weight: 412.528
• Mol File: 96243-67-3.mol

Chemical Properties

• CAS DataBase Reference: 2,4-Pentanediol, bis(4-methylbenzenesulfonate), (2R,4R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Pentanediol, bis(4-methylbenzenesulfonate), (2R,4R)-(96243-67-3)
• EPA Substance Registry System: 2,4-Pentanediol, bis(4-methylbenzenesulfonate), (2R,4R)-(96243-67-3)

Safety Data

• Hazardous Substances Data: 96243-67-3(Hazardous Substances Data)

Upstream product

• 42075-32-1 (2R,4R)-pentanediol 
• 98-59-9 p-toluenesulfonyl chloride 
• 123-54-6 acetylacetone 

Downstream Products

• 96183-46-9 (2S,4S)-2,4-bis(diphenylphosphino)pentane 
• 125518-43-6 tetrakisbisphosphine 
• 131019-73-3 (2S,4S)-2,4-bispentane 
• 869958-63-4 1,2,4,6,8,9-hexamethyl-3,7-diphenyl-5,6-dihydro-4H-3a,6a-diphospha-cyclopenta[e]azulene 
• 551950-92-6 (2S,4S)-2,4-bis[di(3,5-dimethylphenyl)phosphino]pentane 
• 1459709-16-0 (S,S)-PTBP-Skewphos 

Relevant articles and documents

Electronic and steric effects of ligands as control elements for rhodium-catalyzed asymmetric hydrogenation

Chiral diphosphine ligands analogous to bdpp have been synthesized and tested in order to study the effect of the electronic nature of the ligands in Rh-catalyzed asymmetric hydrogenation of some prochiral olefins. The results are compared with those obtained with the analogous unsubstituted ligand (bdpp). The rhodium-catalyzed asymmetric hydrogenation of olefins was influenced by ligand-based electronic effects, as well as substrate based ones. Excellent ee's (up to 98.3%) have been obtained in the rhodium-catalyzed hydrogenation of (Z)-α-acetamidocinnamic acids and esters.

An Asymmetric Hydrogenation Sysytem Breeding Its Own Counter-configurated Ligand

A homogeneous catalytic system based on Ruthenium-Skewphos complexes is presented, which breeds enantioselectively a precursor for the synthesis of Skewphos.In contrast to the known "self breeding" system of Prophos, this system generates the precursor for the opposite enantiomer of the ligand to enable access to both enantiomer of Skewphos after one and two cycles, respectively.

A FACILE METHOD FOR THE PREPARATION OF 2,4-BIS(DIPHENYLPHOSPHINO)PENTANE(BDPP) ENENTIOMERS AND THEIR APPLICATION IN ASYMMETRIC HYDROGENATION

Asymmetric heterogeneous hydrogenation of acetylacetone was applied for the preparation of both enantiomers (2R,4R and 2S,4S) of 2,4-bis(diphenylphosphino)pentane (BDPP).Among the chiral phosphine prepared up to now BDPP appears to be unique in the sense that its rhodium(I) complexes serve as effective homogeneous asymmetric hyrogenation catalysts not only for the reduction Z-α-amidoacrylic acids but also for the reduction of α-ethylstyrene, acetophenone, and acetophenonebenzylimine.The analogous phosphinite ligand BDPOP yields a less active catalyst