EBK ORGANIC CHEMISTRY-PRINT COMPANION (
4th Edition
ISBN: 9781119776741
Author: Klein
Publisher: WILEY CONS
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a,B-Unsaturated aldehydes and ketones can undergo reaction with nucleophiles at the B carbon, as shown below. Draw a resonance form for the unsaturated carbonyl that accounts for this reactivity.
Draw the major organic product for the reaction of this compound with PBr3. What type of mechanism is involved in this transformation?
5) Only one product is observed in this reaction. Draw the product and briefly explain why.
Hint: It is NOT due to the Zaitsev rule.
H3PO4
OH
H₂O
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