151061-68-6

Basic information

• Product Name: trans-(1S,2S)-2-(phenylseleno)-1-cyclohexanol
• Synonyms: trans-(1S,2S)-2-(phenylseleno)-1-cyclohexanol
• CAS NO: 151061-68-6
• Molecular Weight: 255.218
• Mol File: 151061-68-6.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: trans-(1S,2S)-2-(phenylseleno)-1-cyclohexanol(CAS DataBase Reference)
• NIST Chemistry Reference: trans-(1S,2S)-2-(phenylseleno)-1-cyclohexanol(151061-68-6)
• EPA Substance Registry System: trans-(1S,2S)-2-(phenylseleno)-1-cyclohexanol(151061-68-6)

Safety Data

• Hazardous Substances Data: 151061-68-6(Hazardous Substances Data)

Upstream product

• 1666-13-3 diphenyl diselenide 
• 110-83-8 cyclohexene 
• 286-20-4 cyclohexane-1,2-epoxide 
• 645-96-5 Benzeneselenol 
• 286-20-4 cyclohexene oxide 
• 34837-55-3 Phenylselenyl bromide 
• 50984-16-2 rac-2-(phenylseleno)cyclohexanone 
• 72726-46-6 tert-butyl(dimethyl)(phenylseleno)silane 
• 108-94-1 cyclohexanone 

Relevant articles and documents

Catalytic asymmetric ring-opening reaction of meso-epoxides with aryl selenols and thiols catalyzed by a heterobimetallic gallium-titanium-salen complex

A chiral heterobimetallic Lewis acid complex has been developed as an efficient catalyst. The enantioselective desymmetrization of meso-epoxides with aryl selenols and thiols catalyzed by the heterobimetallic complex has been optimized. The optically active β-arylseleno alcohols and β-hydroxy sulfides were obtained in good yields and high enantioselec- tivities (up to 97% ee and 92% ee, respectively). A strong synergistic effect between different Lewis acids was exhibited in the catalytic process. & copy; 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

Biocatalytic reduction of a racemic selenocyclohexanone by Brazilian basidiomycetes

An efficient synthesis of the chiral cyclic secondary alcohols, trans-2-(phenylseleno)cyclohexanol 1a and cis-2-(phenylseleno)cyclohexanol 1a, was obtained by enzymatic reduction of 2-(phenylseleno)cyclohexanone 1 using whole fungal cells. Five strains of white-rot basidiomycetes were examined; Irpex lacteus CCB 196, Pycnoporus sanguineus CCB 196, Trametes rigida CCB 285, Trametes versicolor CCB 202 and Trichaptum byssogenum CCB 203. Cells of T. rigida CCB 285 gave alcohols cis-(RS)-1a and trans-(SS)-1a in high enantiomeric excesses (ca. 99%).

SYNTHESIS OF 2-NITROALKYL PHENYL SELENIDES AND THEIR CONVERSION TO NITROALKENES

Treatment of alkenes with benzeneselenenyl bromide followed by addition of silver nitrite provided a mixture of 2-nitroalkyl and 2-hydroxyalkyl phenyl selenides.Oxidation of the former selenides with hydrogen peroxide gave nitroalkenes in 90-93 percent yields.