Organic Chem :O

[burgler09]

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This chapter is dealing with mechanisms with eliminations and leaving groups and whatnot. I understand most of the homework so far but this question is really throwing me off. If anyone could explain how to do this.. even if it is just telling me a step or two that would be great!

The reaction is on the link below

ochem999.angelfire.com/ochem.bmp

 

[chessxwizard]

It's an SN1 ring expansion problem.

The halide leaves, and you're left with a 2* carbocation that has considerable ring strain. It performs a ring expansion and leaves the positive charge (draw it out) on a carbon that's on the ring. The OCh3 acts as a nucleophile and adds to the positive charge, creating the product. 👍