27296-90-8

Upstream product

• 108-86-1 bromobenzene 
• 34748-64-6 exo-2,exo-6-tricyclo[5.2.1.0^2.6]decan-8-one 
• 10271-42-8 Octahydro-endo-4,7-methanoinden-endo-5-ol 
• 27292-78-0 exo-2-phenyl-exo-5,exo-6-trimethylenenorboran-2-ol 
• 27296-96-4 (3aR,4R,5S,7R,7aR)-5-Chloro-5-phenyl-octahydro-4,7-methano-indene 
• 27296-89-5 4-Nitro-benzoic acid (3aR,4R,5R,7R,7aR)-5-phenyl-octahydro-4,7-methano-inden-5-yl ester 
• 27296-89-5 4-Nitro-benzoic acid (3aS,4S,5R,7S,7aS)-5-phenyl-octahydro-4,7-methano-inden-5-yl ester 
• 31351-12-9 (3aR^*,4S^*,7S^*,7aR^*)-2,3,3a,4,5,6,7,7a-octahydro-4,7-methano-1H-inden-5-one 

Downstream Products

• 64806-70-8 2-phenyl-exo-5,exo-6-trimethylenenorborn-2-ene 
• 27292-78-0 2-endo-Phenyl-exo-5,6-trimethylennorbornan-2-ol 
• 27296-89-5 4-Nitro-benzoic acid (3aS,4S,5R,7S,7aS)-5-phenyl-octahydro-4,7-methano-inden-5-yl ester 
• 27296-96-4 (3aR,4R,5S,7R,7aR)-5-Chloro-5-phenyl-octahydro-4,7-methano-indene 
• 27296-89-5 4-Nitro-benzoic acid (3aR,4R,5R,7R,7aR)-5-phenyl-octahydro-4,7-methano-inden-5-yl ester 

Relevant academic research and scientific papers

Structural Effects in Solvolytic Reactions. 50. Steric Retardation in the Solvolysis of Tertiary Endo Bicyclic Derivatives. Evidence That the Exo:Endo Rate/Product Ratios for typical Reactions in Rigid U-Shaped Bicyclics Is a General Steric Phenomenon

The exo:endo rate ratios for the solvolysis in 80percent acetone at 25 deg C of the p-nitrobenzoates of tertiary bicyclic alcohols of widely varying U-shape character, such as 2-methyl- and 3-methyl-cis-bicyclooctanols, 2-methyl-2-norbornanol, and 2-, 8-, and 9-methyl-endo-5,6-trimethylene-2-, -8-, and -9-norbornanols increase with increasing U-shape character of the bicyclic skeleton.This supports the proposal that steric retardation of ionization of the endo isomer is a major factor in governing the exo:endo rate ratios in these tertiary systems.A comparison of the solvolysis data with those of representative nonsolvolytic reactions in these U-shaped systems indicates that the exo/endo relative reactivities reveal a similar pattern for all of the reactions.The exo:endo ratios (product or rate) increase with increasing U-shape character of the bicyclic skeleton.Thus the large exo:endo rate ratio in the solvolysis of tertiary 2-norbornyl derivatives may as well be due to steric rather than to the long proposed electronic factor.

Solvolysis of 2-aryl-exo-5,6-trimethylene-2-norbornyl p-nitrobenzoates as a reference of 2-aryl-2-norbornyl p-nitrobenzoates solvolysis. Further evidence for the unimportance of σ-participation in the solvolysis of 2-aryl-2-norbornyl derivatives

The rates of solvolysis of 2 - aryl - exo - 5,6 - trimethylene - exo - and endo - 2 - norbornyl p-nitrobenzoates (7 and 8, respectively) with representative substituents [p-CH3O, p-CH3, H, m-CF3, p-CF3, and 3,5-