88904-73-8

Basic information

• Product Name: Benzene, [[4-cyclopentyl-1-(1-methoxy-1-methylethyl)-1,3-pentadienyl]thio]-
• CAS NO: 88904-73-8
• Molecular Formula: C20H28OS
• Molecular Weight: 316.508
• Mol File: 88904-73-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Benzene, [[4-cyclopentyl-1-(1-methoxy-1-methylethyl)-1,3-pentadienyl]thio]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, [[4-cyclopentyl-1-(1-methoxy-1-methylethyl)-1,3-pentadienyl]thio]-(88904-73-8)
• EPA Substance Registry System: Benzene, [[4-cyclopentyl-1-(1-methoxy-1-methylethyl)-1,3-pentadienyl]thio]-(88904-73-8)

Safety Data

• Hazardous Substances Data: 88904-73-8(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 88904-70-5 (E)-2-Cyclopentyl-6-methyl-5-phenylsulfanyl-hepta-3,5-dien-2-ol 
• 6004-60-0 1-cyclopentylethanone 
• 78905-13-2 phenyl 1-(trimethylsilyl)prop-2-en-1-yl sulfide 
• 88904-66-9 (Z)-2-Cyclopentyl-5-phenylsulfanyl-5-trimethylsilanyl-pent-4-en-2-ol 

Relevant articles and documents

Dienol Rearrangements Catalyzed by Nickel Chloride

The rearrangement of dienols R2C(OH)CH=CHC(X)=CR2 which possess a nonterminal, arylthio or alkylthio substituent was effected by using nickel chloride in aqueous tert-butyl alcohol at 60 deg C to furnish the vicinally substituded dienol R2C=CHCH=C(X)CR2(OH).Application of this rearrangement to 24-(methylthio)cholesta-5,22,24-trien-20-ol provided 24-(methylthio)cholesta-5,20(22),23-trien-25-ol and formed the basis for a new, five-step synthesis of (20R)-25-hydroxycholesterol from pregnenolone tetrahydropyranyl ether.The rearrangement process appeared to be driven by the relief of unfavorable steric interactions between the quaternary C-13 and C-20 centers in steroids and influenced by the nature of the nickel(II) catalyst.The sulfur-containing substituent was not a prerequisite for the rearrangement since the desulfurized dienols underwent an analogous rearrangement.Preparation of these desulfurized dienols involved the use of a Raney nickel catalyst deactivated by heating in decalin.This catalyst selectively desulfurized vinyl thioethers to olefins.