Chapter 21: 15P (page 817)
Draw the products of each reaction.
a.

b.

Short Answer
a.

b.

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Chapter 21: 15P (page 817)
Draw the products of each reaction.
a.

b.

a.

b.

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A solution of acetone (CH3)2C=O in ethanol CH3CH2OH in the presence of a trace of acid was allowed to stand for several days, and a new compound of molecular formula C7H16O2 was formed. The IR spectrum showed only one major peak in the functional group region around 3000 cm-1 , and the 1H-NMR spectrum is given here. What is the structure of the product?

Show two different methods to carry out the following transformation: a one-step method using a Wittig reagent, and a two-step method using a Grignard reagent. Which route, if any, is preferred?

Devise a synthesis of each alkene using a Wittig reaction to form the double bond. You may use benzene and organic alcohols having four or fewer carbons as starting materials and any required reagents
a.

b.

What reagents are needed to convert each compound into butanal (CH3CH2CH2CHO )?
a.

b.

c.

Draw a stepwise mechanism for the following reaction, a key step in the synthesis ofticlopidine, a drug that inhibits platelet aggregation. Ticlopidine has been used to reduce therisk of stroke in patients who cannot tolerate aspirin.
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