00:01
What two alkenes give rise to each alcohol as a major product of an acid catalyzed hydration? acid catalyzed hydration, that means you're working with hydronium h3o plus.
00:17
So that's what we're working with.
00:19
The key to this is going to be using that and reverse engineering, retro synthesis.
00:24
So let's just start here.
00:26
If we look at a, just imagine that this alcohol group, is gone.
00:32
And if we're assuming it's an alken, let's say, if we look at our alken, we know our mechanism, it means that the alken can either be this first one or it can be the second one.
00:46
Now, you could just go ahead and put that down and say that's probably what it is.
00:50
But we should test this.
00:52
So let's go ahead and test this.
00:53
Let's go ahead and react each one with a hydronium atom.
00:58
We've got our hydronium right here.
01:01
We're going to have this donate in.
01:05
Donate out, give to the alcohol.
01:09
We then get just like that.
01:15
We have a new bond with a hydrogen.
01:17
We have a carbocation right here, along with a fully formed water.
01:27
That water is going to attack the carbotion, leading to positive water.
01:38
There is more water where that water came from.
01:43
And a lone pair will then come to steal one of these hydrogens, which will donate back to the oxygen, which will leave us with an alcohol group here.
01:58
All right.
01:59
So our first one does include this as a major product.
02:03
That's great.
02:05
What about our second one? just like our first one.
02:19
We have a hydronium positive charged.
02:23
We have this.
02:25
We'll donate in.
02:28
Let's see can we get the same one so we're going to donate right there to this carbon we're going to donate out to the hydrogen to get it gives it back to the oxygen we now have look at that carbocatin on the same one there's an alternative product too because we could always donate on this internal one and that would give us let me write it next to it that would give us this is carbocyan.
03:00
These are almost identical, and they probably renaissance between each other.
03:05
But look, this is the same.
03:08
This is the same.
03:09
So we know that both of these are viable.
03:11
So we have two good structures.
03:15
That works.
03:17
That works.
03:19
Looking at b.
03:23
Looking at b.
03:25
So, let's imagine.
03:28
Auction group is gone.
03:30
What are possible places that we could have an alkene form.
03:34
So we could have an alken right there...