Fragmentation – Fragmentations are controlled by stereochemistry (Trans isomer – 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, only the less stable (severe) conformation fragments. This is because the mesylate group is now anti-periplanar to the correct C-C bond (green bonds). The trans isomer only forms the iminium ion which undergoes hydrolysis in very low yields, this is because the equilibrium lies very much on the side of the more stable (less severe) conformation.

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