Fragmentation – Fragmentations are controlled by stereochemistry (Trans isomer – Less severe interactions)

NOTE: Important charges and non-bonding electrons are shown throughout the animation except during the transition phase

Click the structures and reaction arrows in sequence to view the 3D models and animations respectively

For the trans isomer, fragmentation of the most populated conformation is impossible because the leaving group is not anti-periplanar to any C-C bond. The only bonds anti-periplanar to the mesylate group are C-H bonds (at the 3 and 5 position), making this compound ideally set up for another reaction whose requirements for anti-periplanarity you have already met-E2 elimination.

Back to trans page


How useful was this page?

Click on a star to rate it!

Average rating / 5. Vote count:

No votes so far! Be the first to rate this page.

As you found this page useful...

Follow us on social media!

We are sorry that this page was not useful for you!

Let us improve this page!

Tell us how we can improve this page (in your own language if you prefer)? If you would like a response, please include your email address e.g. [email protected]

Provided by the