102860-22-0

Basic information

• Product Name: 2-(PHENYLSULFONYL)-1,3-CYCLOHEXADIENE
• Synonyms: 2-(PHENYLSULFONYL)-1,3-CYCLOHEXADIENE
• CAS NO: 102860-22-0
• Molecular Formula: C₁₂H₁₂O₂S
• Molecular Weight: 220.28748
• Mol File: 102860-22-0.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(PHENYLSULFONYL)-1,3-CYCLOHEXADIENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(PHENYLSULFONYL)-1,3-CYCLOHEXADIENE(102860-22-0)
• EPA Substance Registry System: 2-(PHENYLSULFONYL)-1,3-CYCLOHEXADIENE(102860-22-0)

Safety Data

• Hazardous Substances Data: 102860-22-0(Hazardous Substances Data)

Upstream product

• 396728-98-6 (+/-)-2-(phenylsulfonyl)-2-cyclohexen-1-ol 
• 396728-95-3 1-(phenylsulfonyl)-6-bromocyclohexene 
• 85894-93-5 6-bromo-1-(phenylthio)cyclohexene 
• 108-98-5 thiophenol 
• 108-94-1 cyclohexanone 
• 4922-47-8 1-(phenylthio)cyclohex-1-ene 
• 16212-05-8 (allylsulfonyl)benzene 
• 681263-98-9 4-acetoxy-3-phenylsulfonyl-1,5-hexadiene 
• 873-55-2 sodium benzenesulfonate 
• 1165952-91-9 cyclohexa-1,3-diene 
• 102815-53-2 3-(phenylsulfonyl)-4-(chloromercuri)cyclohexene 
• 60805-71-2 phenylselenyl benzenesulfonate 

Downstream Products

• 148459-11-4 1-(phenylsulfonyl)bicyclo<4.1.0>hept-2-ene 
• 127-63-9 diphenyl sulphone 
• 476331-49-4 (1R,6R)-2-(phenylsulfonyl)-7-oxabicyclo[4.1.0]hept-2-ene 
• 206135-79-7 tricarbonyl[(1-4-η(4))-2-(phenylsulfonyl)-1,3-cyclohexadiene]iron(0) 
• 181275-21-8 tricarbonyl[(1-4-η(4))-1-(phenylsulfonyl)-1,3-cyclohexadiene]iron(0) 
• 131179-62-9 2-methyl-3-n-butyl-6-ethyl-6-(phenylsulfonyl)cyclohexene 
• 131179-56-1 4-methyl-3-n-butyl-3-(phenylsulfonyl)cyclohexene 
• 131179-55-0 3-methyl-4-n-butyl-3-(phenylsulfonyl)cyclohexene 
• 131179-61-8 2-methyl-3-n-butyl-6-(phenylsulfonyl)cyclohexene 
• 131179-57-2 3,4-dimethyl-3-(phenylsulfonyl)cyclohexene 
• 131179-63-0 3-methylene-4-n-butyl-1-ethylcyclohexene 
• 131179-59-4 4-methyl-5-n-butyl-1,3-cyclohexadiene 
• 131179-60-7 5-methyl-4-n-butyl-1,3-cyclohexadiene 
• 76345-95-4 1-n-butyl-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

Economical and environmentally friendly syntheses of 2-(phenylsulfonyl)-1,3-cyclohexadiene and 2-(phenylsulfonyl)-1,3-cycloheptadiene

A large-scale and inexpensive synthesis of dienes 1 and 2 has been developed via a four-step procedure starting with benzenethiol and the corresponding cyclic ketone. No chromatography is required.

BF3-induced rearrangement of aziridino cyclopropanes derived from 2-phenylsulfonyl 1,3-dienes. Application to the total synthesis of (±)-ferruginine

Total synthesis of the alkaloid (±)-ferruginine (1) has been developed via the 2-phenylsulfonyl 1,3-diene approach. BF3-induced rearrangement of the N-protected cyclohexane aziridino cyclopropane 8, derived from its corresponding epoxy cyclopropane, afforded the desired tropane alkaloid skeleton 9 in good yield. Michael addition of nitroethane (as an acyl anion equivalent) and transformation of the nitro group of the adduct 10 to a keto function gave 11. Elimination of benzenesulfinic acid and subsequent replacement of the tosyl group by a methyl group afforded the title compound 1.