97909-51-8

Basic information

• Product Name: (2-endo,3-exo)-7-oxabicyclo<2.2.1>heptane-2,3-dimethanol bis(4-methylbenzenesulfonate)
• Synonyms: (2-endo,3-exo)-7-oxabicyclo<2.2.1>heptane-2,3-dimethanol bis(4-methylbenzenesulfonate)
• CAS NO: 97909-51-8
• Molecular Weight: 466.576
• Mol File: 97909-51-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2-endo,3-exo)-7-oxabicyclo<2.2.1>heptane-2,3-dimethanol bis(4-methylbenzenesulfonate)(CAS DataBase Reference)
• NIST Chemistry Reference: (2-endo,3-exo)-7-oxabicyclo<2.2.1>heptane-2,3-dimethanol bis(4-methylbenzenesulfonate)(97909-51-8)
• EPA Substance Registry System: (2-endo,3-exo)-7-oxabicyclo<2.2.1>heptane-2,3-dimethanol bis(4-methylbenzenesulfonate)(97909-51-8)

Safety Data

• Hazardous Substances Data: 97909-51-8(Hazardous Substances Data)

Upstream product

• 81486-04-6 2-endo,3-exo-Bis(hydroxymethyl)-7-oxabicyclo<2.2.1>hept-5-ene 
• 145-73-3 (+)-7-Oxanorbornan-trans-2,3-dicarbonsaeure 
• 81486-09-1 (2-endo,3-exo)-7-oxabicyclo<2.2.1>hept-5-ene-2,3-bis(carbonyl chloride) 
• 98-59-9 p-toluenesulfonyl chloride 
• 55423-53-5 (2-endo,3-exo)-7-oxabicyclo<2.2.1>heptane-2,3-dimethanol 
• 5629-08-3 (1S,3S,4R)-7-Oxa-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid 

Downstream Products

• 95-13-6 1-indene 
• 98652-59-6 (1S*,2S*,7R*,8R*,9R*)-2-methyl-8,9-bis(phenylsulfonyl)tricyclo<6.2.2.0^1.6>undeca-5,10-diene 
• 98652-59-6 (1S*,2S*,7R*,8S*,9S*)-2-methyl-8,9-bis(phenylsulfonyl)tricyclo<6.2.2.0^1.6>undeca-5,10-diene 
• 98652-56-3 4-phenyl-5,6-dihydro-4H-indene 
• 108635-92-3 1-ethynyl-2-pentylbenzene 
• 53011-95-3 2,3-dimethylene-7-oxabicyclo<2.2.2>heptane 
• 97909-52-9 (+)-trans-2,3-Bis(diphenylphosphinomethyl)-7-oxanorbornan 

Relevant articles and documents

THE 1,7-CYCLOHEXENONORBORNADIENE SYSTEM

2,3-Dimethylene-7-oxabicycloheptane, available by reduction and dehydration of the furan-fumaroyl chloride Diels-Alder adduct, undergoes ready dibromocyclopropanation at one of its exocyclic double bonds.The corresponding carbenoid, generated by reaction of the dibromide with 4 equiv of an organolithium reagent, undergoes the Skatteboel rearrangement to provide a fused cyclopentadiene ring which is immediately deprotonated.This anion fragments to a fulvene alkoxide to which the organolithium reagent subsequently adds.The resulting anion, namely 9, provides fulvenes of type 3 on workup.The use of 3 as a diene in Diels-Alder cycloadditions is demonstrated by the condensation of methyl derivative 3a with dimethyl acetylenedicarboxylate and (E)-1,2-bis(phenylsulfonyl)ethylene.The question of face selectivity is raised.For the bissulfone adducts 21 and 22, reductive desulfonylation with 1-2percent sodium amalgam delivers hydrocarbon 23, the first known member of the 1,7-cycloalkenonorbornadiene class of molecules. (13)C-NMR measurements show that 23 is as polarized as its simple non-annulated prototype and is unstrained.