85894-93-5

Basic information

• Product Name: Benzene, [(6-bromo-1-cyclohexen-1-yl)thio]-
• CAS NO: 85894-93-5
• Molecular Formula: C12H13BrS
• Molecular Weight: 269.205
• Mol File: 85894-93-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzene, [(6-bromo-1-cyclohexen-1-yl)thio]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, [(6-bromo-1-cyclohexen-1-yl)thio]-(85894-93-5)
• EPA Substance Registry System: Benzene, [(6-bromo-1-cyclohexen-1-yl)thio]-(85894-93-5)

Safety Data

• Hazardous Substances Data: 85894-93-5(Hazardous Substances Data)

Upstream product

• 4922-47-8 1-(phenylthio)cyclohex-1-ene 
• 108-94-1 cyclohexanone 
• 108-98-5 thiophenol 
• 37457-08-2 cyclohexane-1,1-diylbis(phenylsulfane) 

Downstream Products

• 85894-97-9 methyl 2-(2-(phenylthio)-1-cyclohexen-3-yl)-3-oxobutyrate 
• 396728-95-3 1-(phenylsulfonyl)-6-bromocyclohexene 
• 182175-12-8 Mo(CH₃CN)2(Br)(C₆H₈SC₆H₅) 
• 396728-98-6 (+/-)-2-(phenylsulfonyl)-2-cyclohexen-1-ol 
• 102860-22-0 2-phenylsulfonyl-1,3-cyclohexadiene 

Relevant articles and documents

Improved and environmentally friendly large-scale preparation of cyclohexadienyl-, cycloheptadienyl sulfone and enantiopure epoxy cycloheptyl sulfones

Kilogram-scale amounts of cycloheptadienyl phenylsulfone and cyclohexadienyl phenylsulfone were prepared by one operation in 5 stages with over 50% yield and requiring no purification. A practical and efficient method for the Jacobsen asymmetric epoxidati

ENOL THIOETHERS AS ENOL SUBSTITUTES. AN ALKYLATION SEQUENCE.

Ionic bromination of enol phenyl thiolethers forms predominantly to exclusively 2-(phenylthio)-3-bromo-1-alkenes, an enolonium equivalent. The allylic bromide participates in displacements with stabilized and nonstabilized nucleophiles. The ability to hydrolyze the enol thioethers to their corresponding ketones equates this sequence to an equivalence of an enolonium ion. The versatility of the sulfur in selective introduction of allylic hydroxyl and amino groups as well as the ability to directly replace the sulfur substituent by hydrogen or alkyl imparts special significance to this approach. The sequence is highly regio-and chemoselective. Applications include the synthesis of lanceol and bisabolene and the introduction of steroid side chains.