Reaction of the tertiary amine tropinone with (bromomethyl)benzene (benzyl bromide) gives not one but two quaternary ammonium
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Reaction of the tertiary amine tropinone with (bromomethyl)benzene (benzyl bromide) gives not one but two quaternary ammonium salts, A and B.
Compounds A and B are stereoisomers that are interconverted by base; that is, base treatment of either pure isomer leads to an equilibrium mixture of the two.
(a) Propose structures for A and B.
(b) What kind of stereoisomers are A and B?
(c) Suggest a mechanism for the equilibration of A and B by base.
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Related Book For
Organic Chemistry structure and function
ISBN: 978-1429204941
6th edition
Authors: K. Peter C. Vollhardt, Neil E. Schore
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