214207-27-9

Basic information

• Product Name: 1-Benzenesulfinyl-5-(4-methoxy-phenyl)-pentan-2-ol
• Synonyms: 1-Benzenesulfinyl-5-(4-methoxy-phenyl)-pentan-2-ol
• CAS NO: 214207-27-9
• Molecular Weight: 318.437
• Mol File: 214207-27-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1-Benzenesulfinyl-5-(4-methoxy-phenyl)-pentan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Benzenesulfinyl-5-(4-methoxy-phenyl)-pentan-2-ol(214207-27-9)
• EPA Substance Registry System: 1-Benzenesulfinyl-5-(4-methoxy-phenyl)-pentan-2-ol(214207-27-9)

Safety Data

• Hazardous Substances Data: 214207-27-9(Hazardous Substances Data)

Upstream product

• 1193-82-4 racemic methyl phenyl sulfoxide 
• 56047-51-9 4-(4-methoxyphenyl)butyraldehyde 

Downstream Products

• 303144-12-9 (E)-5-(4-methoxyphenyl)-1-tert-butylsulfinyl-1-pentene 
• 51125-16-7 5-(4-methoxyphenyl)-1-pentene 
• 303144-09-4 2-mesyloxy-5-(4-methoxyphenyl)-1-phenylsulfinylpentane 

Relevant articles and documents

A sulfoxide version of the Julia-Lythgoe olefination: A new method for the synthesis of olefins from carbonyl compounds and sulfoxides with carbon-carbon coupling

Reaction of β-mesyloxy (or acetoxy) sulfoxides, derived from alkyl (or arylmethyl) phenyl sulfoxides and carbonyl compounds in two steps, with alkylmetals (n-BuLi, t-BuLi, or EtMgBr) at low temperature gave olefins in good to excellent yields. When the β-hydroxy sulfoxides derived from arylaldehydes were treated with mesyl chloride in the presence of triethylamine, the sulfoxides directly gave E-olefins in good yields. These reactions offer a sulfoxide version of the Julia-Lythgoe olefination. The reductive vicinal elimination was found to take place through the direct sulfoxide-metal exchange. The stereochemistry of the elimination was investigated and found to be stereospecific; however, the stereospecificity was found to be dependent on the substrates. (C) 2000 Elsevier Science Ltd.