Chapter 21: 12P (page 817)
What reagents are needed to convert each compound into butanal (CH3CH2CH2CHO )?
a.

b.

c.

Short Answer
a)

b)

c)

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Chapter 21: 12P (page 817)
What reagents are needed to convert each compound into butanal (CH3CH2CH2CHO )?
a.

b.

c.

a)

b)

c)

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Draw the products of each reaction.
a.

b.

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.
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?

Draw a stepwise mechanism for the following reaction, a key step in the synthesis of the anti-inflammatory drug celecoxib (trade name Celebrex).

Devise a synthesis of each compound from cyclohexene and organic alcohols. You may use any other required organic or inorganic reagents
a)

b)

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