Chapter 22: Q31. (page 908)
Question: Draw the products of each reaction.
a.
b. 
c. 
Short Answer
Answer
a.

b.
c.
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Chapter 22: Q31. (page 908)
Question: Draw the products of each reaction.
a.
b. 
c. 
Answer
a.

b.
c.
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Question: How do the following experimental results support the resonance description of the relative stability of acid chlorides compared to amides? The C-Cl bond lengths in and CH3COCl are identical (178 pm), but the C-N bond in is shorter than the C-N bond in (135 pm versus 147 pm).
What Grignard reagent and carbonyl compound are needed to prepare each alcohol? As shown in part (d), 3o alcohols with three different R groups on the carbon bonded to the OH group can be prepared by three different Grignard reactions.
Draw a stepwise mechanism for the following reaction.

Tertiary alcohols can be formed by the reaction of dimethyl carbonate [(CH3O)2CO ] with excess Grignard reagent. Draw a stepwise mechanism for the following transformation.

A student tried to carry out the following reaction sequence, but none of diol A was formed. Explain what was wrong with this plan, and design a successful stepwise synthesis of A.

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