Identifying Electrophiles - Organic Chemistry

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Question

The molecule pictured is known as rapamycin, or Sirolimus, and is used as an immunosuppressant during organ transplants. Which of the following colored carbonyl groups is the most electrophilic?

Q7

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Answer

Note that many of these carbonyl groups are actually part of various functional groups. For example, the gold is an aldehyde, the green and purple are both ketones, the red is an amide, and the blue is an ester. We know the electrophilicity of carbonyl-containing functional groups is as follows:

A7

Thus, our aldehyde, in gold, is the most electrophilic.

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