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This is the answer to chapter 23, problem number 57 from the smith organic chemistry textbook.
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This problem asks us to explain why each of these three reactions will not proceed as written.
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Okay.
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And so looking at a, we are trying to accomplish a decarboxylation here.
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So we're treating a molecule that has both a carboxylic acid and a key.
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With heat, and we're hoping to decarboxilate it or get rid of the carboxylic acid.
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But one thing to take note of is that our alpha carbon is this carbon.
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And so our carboxylic acid, as it turns out, is actually on a beta carbon.
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And so the carboxylic acid needs to be on an alpha carbon in order for this decarboxylation method to work.
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So carboxylic acid is on beta carbon.
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Okay.
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And so that's why a is not going to work.
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Okay.
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And so then looking at b, we are trying to deprotonate, diethylalanate with sodium ofoxide and then alkaliate it using an alkaliad.
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And the reason that this reaction is not going to work is because we are using a t -butyl.
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Well, yeah, it would be t -butyl bromide.
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And so it's a tertiary alkaliad...