Using the arrow-pushing formalism, propose a mechanism to show the flow of electrons during the opening of this spirocyclic epoxide in aqueous acid. A spirocyclic molecule is one in which two rings are joined at a single carbon. Include the structures of all intermediates (in the boxes provided), including any formal charges, as well as any arrows necessary to show the flow of electrons. H₂O OH OH

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter11: Reactions Of Alkyl Halides: Nucleophilic Substitutions And Eliminations
Section11.SE: Something Extra
Problem 34MP: Reaction of iodoethane with CN- yields a small amount of isonitrile, CH3CH2N≡C, along with the...
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Using the arrow-pushing formalism, propose a mechanism to show the flow of
electrons during the opening of this spirocyclic epoxide in aqueous acid. A spirocyclic molecule
is one in which two rings are joined at a single carbon. Include the structures of all
intermediates (in the boxes provided), including any formal charges, as well as any arrows
necessary to show the flow of electrons.
O
H3O
OH
L
OH
Transcribed Image Text:Using the arrow-pushing formalism, propose a mechanism to show the flow of electrons during the opening of this spirocyclic epoxide in aqueous acid. A spirocyclic molecule is one in which two rings are joined at a single carbon. Include the structures of all intermediates (in the boxes provided), including any formal charges, as well as any arrows necessary to show the flow of electrons. O H3O OH L OH
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