5) We discussed how oxygen nucleophiles can attack the carbonyl of a ketone or aldehyde, but those are not the only nucleophiles that do so! Consider the reaction below. The product of the reaction is analyzed using IR spectroscopy and there is no carbonyl signal in the IR spectrum. O HCI a) Propose a structure for the product of the reaction in the space above. b) Provide a curved arrow mechanism for the transformation.

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter24: Carboxylic Acids & Derivatives
Section: Chapter Questions
Problem 17CTQ
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5) We discussed how oxygen nucleophiles can attack the carbonyl of a ketone or aldehyde,
but those are not the only nucleophiles that do so! Consider the reaction below. The
product of the reaction is analyzed using IR spectroscopy and there is no carbonyl signal
in the IR spectrum.
O
HCI
a) Propose a structure for the product of the reaction in the space above.
b) Provide a curved arrow mechanism for the transformation.
Transcribed Image Text:5) We discussed how oxygen nucleophiles can attack the carbonyl of a ketone or aldehyde, but those are not the only nucleophiles that do so! Consider the reaction below. The product of the reaction is analyzed using IR spectroscopy and there is no carbonyl signal in the IR spectrum. O HCI a) Propose a structure for the product of the reaction in the space above. b) Provide a curved arrow mechanism for the transformation.
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