(15) (5 points) Predict the major products for the following...

(15) (5 points) Predict the major products for the following reaction. H3O+ ? A) I B) II C) III D) IV E) V (16) (5 points) Provide the reagent(s) necessary to carry out the following synthesis. A) 1. PhMgBr, ether; 2. H3O+. B) 1. HBr, ROOR; 2. C6H5CH=CH2. C) 1. PhCH2MgBr, ether; 2. H3O+. D) (C6H5)3P=CHC6H5, THF E) (C6H5)2CuLi, ether

Transcript

00:01 Hello students, in this question we have been given some reactions and we have to make the major product.

00:06 So, this is the molecule which we have to hit in the presence of acid.

00:12 So, first step will include protonation of either one of the oxygen atoms.

00:18 So, we will get a oh with a positive charge here and rest of the molecule will remain all the same.

00:30 Now, in the next step, we can either cleave this bond towards oxygen.

00:37 So, here will be the carbocation generated or we can break this in this direction and carbocation will be generated here.

00:46 So, this carbocation will be stabilized by the plus m effect of this oxygen.

00:51 So, this bond will be cleaved more frequently.

00:56 Now, this will form a hydroxyl group here and here we will get oxygen which will be connected to this cyclohexyl ring and here will be our positive charge.

01:11 Now, this is a stabilized carbocation by plus m effect of oxygen.

01:18 Now, in the next step, water will behave as a nucleophile and attack on this carbocation.

01:27 So, we will get an oh2 molecule attached here.

01:35 So, oxygen will now have positive charge and rest of the molecule will remain all the same.

01:43 Now, the next step will involve the transfer of this proton from here and formation of a hydroxyl group here.

01:56 So, we can show that this hydroxyl group will be protonated like this and this oxygen will get a positive charge now.

02:12 Here was one hydroxyl group already and here is our six -membered carbon ring which will now contain a hydroxyl group.

02:22 Now, in the next step, we can again cleave this bond towards this oxygen.

02:28 So, we will get a cyclopentane along with two hydroxyl groups and we will get a positive charge created here.

02:43 Now, this carbocation is highly unstable.

02:48 So, this will undergo a hydride shift like this.

02:54 So, by this hydride shift, we will get this carbocation over here.

03:00 Now, next step will be deprotonation.

03:05 This oh bond will be cleaved towards here and our acid which was consumed in the very first step will be recovered...

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