00:02
This is the answer to chapter 12, problem number 51 from the smith organic chemistry textbook.
00:10
And this problem gives us two reactions.
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So we get a formula for a starting material.
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We get an oxidative cleavage reaction.
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And then we get a product.
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And so we are asked to determine what that starting material looked like.
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And so, pardon me.
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And so i'm going to put my answers in green here.
00:33
So this first molecule in a, we need to know where it came from.
00:39
And so the easiest way to do that, since we're dealing with oxidative cleavage reactions, just think about putting these oxygens end to end and then just joining them together.
00:51
So making the double bond there.
00:54
Between the two carbons that are carboneals right now, we should replace that with a double bond instead.
00:59
And so that is going to end up looking like this.
01:03
So it's going to end up being a six -membered ring with the double bond in the six -membered ring, and then an isobutal substituent.
01:16
Okay.
01:17
And if we wanted to check that, we can calculate the hdi for the formula that we were given.
01:23
So hdi, remember, is going to be two times the number of carbon, so two times 10, plus two minus the number of hydrogen, so minus 18 here.
01:34
And then all of that over two...