00:01
Whenever i start any sort of reaction in organic chemistry, i ask myself where all potential nucleophiles are.
00:10
So where is any excess electron density? i've noted all of the lone pairs of electrons that could act as nucleophiles or bases.
00:20
You can act as a nucleophile or a base.
00:23
They're all interchangeable.
00:26
And so if we look at our first set of compounds, we can either use a lone pair on oxygen to act as a nucleophile, or we could use a lone pair on bromide as a nucleophile.
00:37
I would urge you to take the time and protonate both of these species, so proteinate the oxygen, protonate the bromide here, and consider which is more stable.
00:48
You'll find that the oxygen protonate is more stable, therefore this is more basic, more nucleophilic.
00:58
What can act as an electrophile, or what can act as maybe a lewis acid? well, boron doesn't have a full octet.
01:09
Maybe oxygen, a lone parent oxygen, could attack boron.
01:15
Before we draw the products, let's go ahead and do the same thing down here.
01:19
Well, we said protonating oxygen is more likely than protonating one of the chlorines or bromines.
01:25
They have fairly similar reactivity to halogens.
01:28
So a lone pair on oxygen could attack aluminum.
01:34
What does that give us? well, there's your ether that we just used to attack...