Chapter 18: 23 P (page 706)
Devise a synthesis of each compound from the indicated starting material.

Short Answer

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Chapter 18: 23 P (page 706)
Devise a synthesis of each compound from the indicated starting material.


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Question: Using resonance structures, explain why a nitroso group (-NO) is an ortho, para director that deactivates a benzene ring toward electrophilic attack.
Question: Reaction of p-cresol with two equivalents of 2-methylprop-1-ene affords BHT, a preservative with molecular formula . BHT gives the following NMR spectral data: 1.4 (singlet, 18 H), 2.27 (singlet, 3 H), 5.0 (singlet, 1 H), and 7.0 (singlet, 2 H) ppm. What is the structure of BHT? Draw a stepwise mechanism illustrating how it is formed

Draw the products formed when A and B are treated with each of the following reagents:
(a),; (b)l3; (c)

Draw the products of each reaction.


What acid chloride would be needed to prepare each of the following ketones from benzene using a Friedel–Crafts acylation?

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