Chapter 22: 29P (page 868)
What organocuprate reagent is needed to convert CH3CH2COCIto each ketone?
a.

b.

c.

Short Answer
Answer
The organocuprate reagents needed to convert CH3CH2COCI to each ketone are shown in the following method:
a.

b.

c.

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Chapter 22: 29P (page 868)
What organocuprate reagent is needed to convert CH3CH2COCIto each ketone?
a.

b.

c.

Answer
The organocuprate reagents needed to convert CH3CH2COCI to each ketone are shown in the following method:
a.

b.

c.

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Question: Draw the products formed when benzoyl anhydride is treated with each nucleophile: (a)H2O , pyridine; (b) . CH3OH ; (c) NH3 (excess); (d) (CH3)2NH (excess).
What reagent is needed to convert (CH3)2CHCH2COCIinto each compound?
a.

b.

c.

d.

What epoxide is needed to convertCH3CH2MgBrto each of the following alcohols, after quenching with water?
a.

b.

c.

d.

Question: With reference to the structures of acetylsalicylic acid (aspirin, Chapter 2 opening molecule) and acetaminophen (the active ingredient in Tylenol), explain why acetaminophen tablets can be stored in the medicine cabinet for years, but aspirin slowly decomposes over time.

Draw the products formed when A or B is treated with each reagent. In some cases, no reaction occurs.

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