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This is the answer to chapter 12, problem number 17 from the smith organic chemistry textbook.
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And this problem asks us to draw the products formed when both cis and trans 2 butene are treated with a peroxy acid followed by hydroxide ion and water.
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And then we're asked to explain how these reactions illustrate that anti -dhydroxylation is stereospecific.
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Okay.
00:31
Okay, and so the first thing to do, i guess, is to draw the products of these reactions.
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And so we should remember that using these reagents, so a peroxy acid followed by a hydroxide ion in water, is going to give us an anti -addition, an anti -dhydroxylation.
00:57
So to each of these molecules, we're going to add two hydroxygroups.
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And they're going to be added in an anti -fashioned.
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So for the first one here, for a cyst two butene, that's going to look like this.
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So we still have our carbon carbon single bond here instead of the double bond.
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These hydrogens will still be just as they were.
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Although actually, so one way to draw this to make it easier is to, perhaps first add the ohs that we're going to add and to add them top and bottom like this.
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So that they are, we're showing that they're anti to one another.
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And then we can sort of shift our other substituents around a little bit in order to accommodate that.
01:58
So our hydrogen is still wedged.
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Our methyl groups are still dashed.
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But we've moved them a little bit to show that these hydroxy groups are anti to one another.
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So we're also going to get the anantiumer of this.
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So everything is going to be the same except, as i said, this is going to be the other anantiumer.
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So this time, this hydroxide will be down.
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This hydroxide will be up.
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But again, the other parts of this molecule are going to be unchanged...