Question

Rank the following group of compounds from most acidic (1) to least acidic (4). Place the number corresp the compound's relative rank in the blank below the structure. (4 points) 2. (CF3)2CHOH CH3CH OH 3. Predict the product of the following reaction. (6 points) heat and general method for the synthesis of alcohols is the addition of Grignard reagents to ca Show what Grignard reagent and what carbonyl compound you would start with to prepare each 4. A high below. List all possibilities. (10 points) он PhCH3-C-CH3 CH3

Answer 1

2. alcohol is more acidic than alkyne, among alcohol CF3 attached alcohol is more acidic due to electron withdrawing group, next alcohol and next is tert-butanol, least is alkyne

F3C OH H3C > он H3C CH F C

3.

CH3 H,C CH3 heat

the above reaction is cope rearrangment, in which 1,5 diene rearrange to give the above product

4.

Br HO CH3 CH3

in above reaction acetone react with benzyl magnesium bromide to form tert-alcohol as product