I have a question about a particular reaction mechanism! The reactants and products are already put down for me; my task is to draw the arrows for the mechanism.

asked by @delaneis1 • about 1 year ago • Organic Chemistry • 5 pts

I believe that it is just an addition reaction with 3-methyl-cyclohexene and HBr. However, the Br ends up being on the same carbon as the methyl group. I thought that the Br should go to the carbon with the positive charge. I do not understand how this is the product.I am wondering if this is even an addition reaction, or if its SN1, SN2, E1 or E2enter image description here

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1 answer

Hey there! You're right that it's an addition reaction, more specifically a hydrohalogenation reaction. This reaction forms a carbocation intermediate which can do shifts. For this specific problem, the cation did a 1,2 hydride shift to a tertiary position. I've posted the mechanism below. I hope this helps! enter image description here

answered by @leot1 • about 1 year ago