# Dehydration reaction of an alcohol, 2,3-dimethyl-2-phenylbutan-1-ol, with conc. sulfuric acid (at high temperature)

What's the major product of the dehydration reaction of 2,3-dimethyl-2-phenylbutan-1-ol with conc. $$\ce{H2SO4}$$ (at high temperature)?

I am aware that in this reaction $$\mathrm{E}$$1 mechanism will be followed, and I'm getting 2-methyl-3-phenylpent-2-ene as the answer whereas the answer given in my book is 4-methyl-2-phenylpent-2-ene!

The procedure which I followed is depicted in following scheme:

Help me to find out my mistake here.

• Please edit your post for grammar, punctuation, and capitalization; and use MathJax for typesetting. Jul 2 at 18:55
• What's to explain? My answer is identical with my answer. How am I to explain why your answer (which I don't know) is different from the answer in your book (which I don't know either)? Jul 2 at 19:26
• Post your work and how you got your answer. Otherwise, this would be closed as a homework question in few minutes. Jul 3 at 0:49
• Does your book gives 2,3-dimethyl-1-phenylbut-1-ene as the answer, for curiocity? Jul 3 at 0:54
• @TRC: Yes, I'd say so. In addition, phenyl is known for great neighboring group participation, which would be great possibility here to reduce high energy of primary carbocation. Jul 3 at 14:52