Draw the major product of each of the following reactions: | Numerade (2024)

00:01 Okay, this problem is asking us to predict the products of each of these reactions.

00:04 So first things first, i'm going to go to the first one.

00:06 I notice that i have an epoxide and i have the hcl and methanol.

00:10 Okay, so what i'm going to do is i recognize i'm in acidic conditions, so i'm going to go straight away and protonate my oxygen, because that's the most basic atom of this molecule.

00:18 Okay, so it should be left with this.

00:21 My protein is the epoxide with a positive charge, and then the remainder of my compound.

00:26 Okay, so now i have to consider my chloride, and then i have to consider my methanol.

00:33 Okay, so what's going to happen is my methanol is going to be the one that is behaving as a nucleophile, okay? because it's better nucleophile than my chloride.

00:40 Okay, so my methanol is going to come in and attack one of these two carbons.

00:45 Okay, we don't know which one yet.

00:46 Let's discuss this.

00:48 So, if it were to attack this carbon, then that would mean that i would have to move the electrons onto that oxygen.

00:54 Okay, so that's an option.

00:55 The other option is it attacks this carbon, and i move the electrons that one.

00:59 Way.

01:00 So which is the correct one? the correct one is the one that is kind of a mixture between the sn1 type of reaction and the s &2 type of reaction.

01:07 Because right now, this all is going to happen on the same step.

01:10 Okay, it's going to be basically occurring simultaneously where i have my nucleophile attack and my electrophile, sorry, my leading group leave, but it's not going to behave in the same exact way as an s &2.

01:20 So it's a mixture of sn1 and s in two.

01:22 So what i'm going to do is i have to recognize that the addition of this hydrogen makes it so that this bond right here is super weak because i have the auction with a positive charge.

01:34 Oxygen is so electronegative, it doesn't want to have that positive charge.

01:37 It wants to have as much electron density around it as possible.

01:41 And with the addition of that positive charge, it makes it less so.

01:43 So it's going to want to kind of withdraw electrons towards it so that i can have that electron density around it.

01:50 So it has a choice.

01:51 It can either take electrons primarily from this carbon, that bond, or primarily from this carbon bond.

01:56 And it's going to take it primarily from this carbon bond.

01:58 So i'm going to be basically pushing electron density towards that auction.

02:02 And if i do that, then i'll create a partial positives or partial positives on the carbons.

02:09 So for example, if i have my bond right there, i'm going to have a slight dipole moment on this carbon.

02:16 Okay.

02:16 So we can kind of think of that as a carbocadion because if i were to just straight up move the electrons onto that auction, then we would be left with a tertiary carbonate iron right there.

02:26 So it's the same thing, except we're dealing with, you know, dipoles.

02:29 Okay, so it's a slight partial positive there and then that's a slight partial negative right there because it's pushing electron density or pulling electron density towards it.

02:39 Okay, so with that in mind, i'm going to use my methanol to attack that carbon, the super electropositive carbon.

02:46 Okay, and in the process of doing that, i'm going to have to move the electrons up to the auction to create this compound.

02:52 So there's my alcohol.

02:54 Here's its bond.

02:55 So this bond right here is this bond right there.

02:59 Okay.

02:59 Next.

02:59 Next up, i'm going to force this one over, and then next up is the connection to my two methyl groups and the connection to my methanol.

03:09 Just like this.

03:10 Okay, and then, of course, i have my protonated methanol, but we can just alleviate that with another methanol.

03:17 Or even my chloride.

03:18 So let's just use my chloride so we can have some differences.

03:22 Okay, so my chloride is going to go ahead and tack that.

03:24 We're leaving that methanol of its positive charge, so we get this as my product.

03:31 Okay, so just like that...

Draw the major product of each of the following reactions: | Numerade (2024)
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