Order the following compounds with respect to SN1 reactivity: Br CH2BR CH CH3 Assuming that the nitrogen in enamine is sp hybridized, explain why an enamine is more nucleophilic than a typical alkene double bond. Propose the mechanism for the reaction below and use resonance st why the other regioisomer does not form. Br HBr OCH3 OCH3

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter16: Chemistry Of Benzene: Electrophilic Aromatic Substitution
Section16.SE: Something Extra
Problem 45MP
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Order the following compounds with respect to SN1 reactivity:
Br
CH2BR
CH
CH3
CBr
3.
Assuming that the nitrogen in enamine is sp? hybridized, explain why the double bond of
an enamine is more nucleophilic than a typical alkene double bond.
Propose the mechanism for the reaction below and use resonance structure to explain
why the other regioisomer does not form.
Br
HBr
OCH3
OCH3
Transcribed Image Text:Order the following compounds with respect to SN1 reactivity: Br CH2BR CH CH3 CBr 3. Assuming that the nitrogen in enamine is sp? hybridized, explain why the double bond of an enamine is more nucleophilic than a typical alkene double bond. Propose the mechanism for the reaction below and use resonance structure to explain why the other regioisomer does not form. Br HBr OCH3 OCH3
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