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Organic Chemistry: A Guided Inquiry

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter25: Enolate & Enol Nucleophiles

Section: Chapter Questions

Problem 7E

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3. Complete the following assigned problem from the textbook. [10 pts]
14.44 Ignoring stereoisomers, draw all products that form by addition of HBr to (E)-hexa-1,3,5-triene.
For full credit,
(E)-hexa-1,3,5-triene
•
Use 'curly arrows' to denote electron flow.
•
Show all resonance forms of the reaction intermediate(s).
Explicitly show reaction of the different resonance forms to make each product.

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Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction or mechanistic step(s). Be sure to account for all bond-breaking and bond-making steps.
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