Organic chemistry addition reaction

[Mdhiggenz]

Homework Statement

Number 8 is the one I was unsure of in my exam.

I know a hydride shift would give it a better carbocation, however it was not tetra hedral, so I panicked, and quickly did a alkyl shift, it worked out on the exam, but I was on the verge of running out of time so I did not really check.

What do you think?

Homework Equations

The Attempt at a Solution

 

[Saitama]

Homework Statement

Number 8 is the one I was unsure of in my exam.

I know a hydride shift would give it a better carbocation, however it was not tetra hedral, so I panicked, and quickly did a alkyl shift, it worked out on the exam, but I was on the verge of running out of time so I did not really check.

What do you think?

Homework Equations

The Attempt at a Solution

I do not understand what you mean by "it was not tetrahedral", are you talking about the carbocation? If so, carbocations are never tetrahedral.

I am not sure what could be the product but I think the positive charge migrates to the nearest tertiary carbon and give a tetra substituted alkene.

 

[Sunil Simha]

Mmdhiggenz

The picture does seem to show the necessary hydride shift ( probably a correction by your professor)