96938-02-2

Basic information

• Product Name: (R)-1-((R)-Toluene-4-sulfinyl)-decan-2-ol
• Synonyms: (R)-1-((R)-Toluene-4-sulfinyl)-decan-2-ol
• CAS NO: 96938-02-2
• Molecular Weight: 296.474
• Mol File: 96938-02-2.mol

Chemical Properties

• CAS DataBase Reference: (R)-1-((R)-Toluene-4-sulfinyl)-decan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-((R)-Toluene-4-sulfinyl)-decan-2-ol(96938-02-2)
• EPA Substance Registry System: (R)-1-((R)-Toluene-4-sulfinyl)-decan-2-ol(96938-02-2)

Safety Data

• Hazardous Substances Data: 96938-02-2(Hazardous Substances Data)

Upstream product

• 124-19-6 nonan-1-al 
• 1519-39-7 (R)-methyl p-tolyl sulfoxide 
• 123-29-5 ethyl pelargonate 
• 96937-98-3 1-((R)-Toluene-4-sulfinyl)-decan-2-one 

Downstream Products

• 126855-97-8 tert-Butyl-dimethyl-[(R)-1-((R)-toluene-4-sulfinylmethyl)-nonyloxy]-silane 
• 67210-36-0 (R)-(+)-1,2-epoxydecane 
• 442160-12-5 (2E,5E)-(Ss,4S)-(+)-methyl 4-acetoxy-5-(p-tolylsulfinyl)-2,5-tetradecadienoate 
• 442160-11-4 (2E,5E)-(Ss,4R)-(+)-methyl 4-acetoxy-5-(p-tolylsulfinyl)-2,5-tetradecadienoate 
• 442160-10-3 (2E,5E)-(Ss)-methyl 4-hydroxy-5-(p-tolylsulfinyl)-2,5-tetradecadienoate 
• 442160-09-0 (E)-(R)-(+)-1-(p-tolylsulfinyl)-1-decene 
• 126856-06-2 (4R,5R)-5-Octyl-4-p-tolylsulfanyl-dihydro-furan-2-one 
• 126856-06-2 (4S,5R)-5-Octyl-4-p-tolylsulfanyl-dihydro-furan-2-one 
• 126856-02-8 (R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-p-tolylsulfanyl-dodecanoic acid ethyl ester 
• 126855-99-0 tert-Butyl-[(R)-1-(chloro-p-tolylsulfanyl-methyl)-nonyloxy]-dimethyl-silane 
• 126882-45-9 1-p-Tolylsulfanyl-decan-2-one 
• 1262435-12-0 1-p-Tolylsulfanyl-decan-2-ol 

Relevant articles and documents

A new method for synthesis of allenes, including an optically active form, from aldehydes and alkenyl aryl sulfoxides by sulfoxide-metal exchange as the key reaction and an application to a total synthesis of male bean weevil sex attractant

The sulfoxide-metal exchange reaction of β-acetoxy sulfoxides or β-mesyloxy sulfoxides, which were derived from alkenyl aryl sulfoxides and aldehydes in two steps, with a Grignard reagent or alkyllithium at low temperature gave allenes in good yields. Optically active allenes were synthesized starting from optically active 2-substituted ethenyl p-tolyl sulfoxides. A synthesis of (-)-methyl (E)-2,4,5-tetradecatrienoate, a male bean weevil sex attractant, was realized by this method.

A CATALYTIC EFFECT OF ZnCl2 DURING DIBAL REDUCTION OF β-KETOSULFOXIDES

High asymmetric inductions (>94/6) are obtained upon DIBAL reduction of β-ketosulfoxides in the presence of non-stoichiometric amounts of ZnCl2 (0.5 equiv. to 0.05 equiv.).Intramolecular hydride transfer and new chelated models are proposed to explain the

REDUCTION OF β-HYDROXYSULFOXIDES: APPLICATION TO THE SYNTHESIS OF OPTICALLY ACTIVE EPOXIDES

β-hydroxysulfoxides of opposite stereochemistry can be prepared in very high diastereoisomeric excesses (90 to 95 percent) by reduction of β-ketosulfoxides with DIBAL or DIBAL/ZnCl2.A very efficient method to transform these reduction products into optically active epoxides is also described.