The Journal of Organic Chemistry

Spiropentyl cations formed by solvolysis reactions

DE Applequist, GW Nickel

Index: Applequist,D.E.; Nickel,G.W. Journal of Organic Chemistry, 1979 , vol. 44, # 3 p. 321 - 325

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Citation Number: 11

Abstract

Reinvestigation of the hydrolysis of spiropentyl chloride has confirmed that the product is primarily 2-(hydroxymethyl)-1, 3-butadiene, but with some P-cyclopropylideneethanol formed as well. To test the possibility that these products differ from those of diazotization of spiropentylamine (2-and 3-methylenecyclobutanol) because of a sim-ple leaving-group effect, spiropentanol and some sulfonate esters of it were synthesized. The p- ...

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