Destroyer Organic Q.168

[purplepanda]

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Which rearrangement is unlikely? (Can't post pics) If anyone has there book with them...can you explain to me how d would occur? It is a methyl shift...but if you shift that methyl to the right one carbon..then the cation would be on the second carbon that you took the methyl away from. This would never actually happen.

I also imagined that it was a hydride shift...in this case, the cation WOULD be on a tertiary carbon..but it would be on the second carbon, not the third. Did he just make this one up to show us that it is symmetrical and it doesn't matter how you write it? Or is there something I'm missing?

Thanks guys.

 

[tdkyun]

it's a hydride shift.. look more carefully or draw it out yourself.

the cation IS on a tertiary carbon.

 

[joonkimdds]

your destroyer must be old. My q168 is different and mine is 2009 edition.

 

[lonhosilver]

No its not a hydride shift or methyl shift the picture is just inverted to show that on side you have a secondary shift and on the other side you have a more stable teriarty shift..so that would happen... i dont think in this particular on their is any chemistry going on