Hello, The question asks: Which of the following would form themost stable carbo

Question

Hello,

The question asks: Which of the following would form themost stable carbocation?

The answer choices are:

A. (CH3)2CHBr dissolved intoluene
B. (CH3CH2)3COH dissolved inacetone
C.(CH3)3COH dissolved in H2SO4
D.CH3CH2I dissolved in diethyl ether.

One of the problems is that I don't have access to the correctanswer. I predicted it will be either choice B or C (probably thisone) because these Carbons are tertiary. And a SN1 reaction isstable (polar/protic). I am unsure of how the solvents affect it,but I assumed hydrochloric acid is polar and would be correct inthe answer choice.

I will rate lifesaver for a simple explanation to thisproblem.

Explanation / Answer

If i were to answer this question I would say the answer is Cfor the same reasons you mentioned. The H2SO4would be a polar protic solvent which would be necessary for an SN1or E1 reaction. The removal of the hydroxyl group would result in atertiary carbocation which would be the most stable! Hope thishelped!

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