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dc.contributor.authorCristol, Stanleyen_US
dc.contributor.authorMorrill, Terenceen_US
dc.contributor.authorSanchez, Roberten_US
dc.identifier.citationThe Journal of Organic Chemistry 31N9 (1966) 2726-2732en_US
dc.description.abstractAn investigation of the acid-catalyzed addition of acetic acid to norbornadiene (I)to form ezo-dehydronorbornyl acetate (II) and nortricyclyl acetate (III) has been carried out. Catalysis by sodium perchlorate was similar that of sulfuric acid and perchloric acid. The addition of acetic acid-0-dl resulted in a larger degree of "scrambling" of deuterium in the acetates when catalyzed than when uncatalyzed. The ratio of esters (II/III) was essentially constant in the product when perchloric acid was the catalyst. When sulfuric acid was the catalyst, the product ratio was variable, and favored the olefinic acetate more than when perchloric acid was the catalyst. Both sulfuric acid and perchloric acid catalyzed reactions exhibited sensitivity to solvent effects as shown by rate and product-ratio variations.en_US
dc.format.extent31371 bytesen_US
dc.publisherThe American Chemical Society: The Journal of Organic Chemistryen_US
dc.relation.ispartofseriesBridged Polycyclic Compoundsen_US
dc.subjectPerchloric acid catalyzed reactionsen_US
dc.subjectSulphuric acid catalyzed reactionsen_US
dc.titleThe Catalyzed addition of acetic acid to norbornadieneen_US

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