27770-83-8

Basic information

• Product Name: endo-2,3-bis(phenylsulfonyl)bicyclo<2.2.1>hept-5-ene
• Synonyms: endo-2,3-bis(phenylsulfonyl)bicyclo<2.2.1>hept-5-ene
• CAS NO: 27770-83-8
• Molecular Weight: 374.482
• Mol File: 27770-83-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: endo-2,3-bis(phenylsulfonyl)bicyclo<2.2.1>hept-5-ene(CAS DataBase Reference)
• NIST Chemistry Reference: endo-2,3-bis(phenylsulfonyl)bicyclo<2.2.1>hept-5-ene(27770-83-8)
• EPA Substance Registry System: endo-2,3-bis(phenylsulfonyl)bicyclo<2.2.1>hept-5-ene(27770-83-8)

Safety Data

• Hazardous Substances Data: 27770-83-8(Hazardous Substances Data)

Upstream product

• 542-92-7 cyclopenta-1,3-diene 
• 963-15-5 (Z)-1,2-bis(phenylsulfonyl)ethene 
• 27770-82-7 (1RS)-5endo,6endo((RS,RS)-bis-benzenesulfinyl)-norborn-2-ene 
• 97760-26-4 2,3-bis(phenylsulphonyl)bicyclo<2.2.1>hepta-2,5-diene 

Downstream Products

• 121-46-0 bicyclo[2.2.1]hepta-2,5-diene 
• 88197-34-6 2-exo,3-endo-bis(phenylsulfonyl)bicyclo<2.2.1>hept-5-ene 

Relevant articles and documents

DICHOTOMY IN THE DOUBLE BOND REACTIVITY OF 2,3-BIS(PHENYLSULPHONYL)BICYCLOHEPTA-2,5-DIENE AND RELATED COMPOUNDS

Selctivity between the two double bonds of the title compound, 2, has been observed for a number of reagents.For example, cycloaddition with cyclopentadiene and anthracene, as well as reduction with molecular hydrogen (under palladium catalysis), took place at the unsubstituted double bond, while cyclohexadiene, α-terpinene and benzenethiol gave reduction (uncatalyzed) at the more substituted bond.The same reactions performed on the related substrate 3,4-bis(phenylsulphonyl)tricyclo2,4>nona-3,7-diene, 3, afforded comparable results, except for the reaction with cyclopentadiene, which resulted in the cycloaddition to the sulphonyl-activated double bond.

cis-1,2-Bis(phenylsulfonyl)ethylene: a Novel, Convenient Acetylene Synthon in Diels-Alder Reactions

cis-1,2-Bis(phenylsulfonyl)ethylene (5) is found to be a reactive acetylene synthon in Diels-Alder reactions since, after cycloaddition to cyclopentadiene, cyclohexadiene, and cycloheptatriene, and reduction with sodium amalgam, the corresponding bicyclodienes (6)-(8) are obtained in good yields.