00:01
This question covers reactivity of a given substrate and a substitution reaction.
00:06
And this is a bit of an unusual compound.
00:09
It's a bicyclic structure.
00:10
And when we see these in organic chemistry, our first instinct might not lead us down the correct path necessarily.
00:21
So first of all, we're talking about any sort of substitution reaction, but we can go ahead and rule out sn2.
00:28
The reason why you can rule out sn2 is because this is a tertiary substantiary substantiary, as you can see, where the leaving group would leave there is four acule substituents, so we know no s &2.
00:38
But why not s in 1? you know, as we can see, this chlorine ion, this chlorine when it leaves, forms a chloride ion.
00:46
This would form a tertiary carboketion, which, as we know, are pretty stable.
00:53
So why would we not expect this to undergo an s &1 reaction if that were the case? well, to answer this question, we have to discuss something called, i write it in the blue, called brent's rule.
01:07
And brent's rule, we can remember, tells us that when we have bicyclic structures like this, we can't form a double bond at the bridgehead carbon like this...