1,2 elimination vs 1,4

This forum made possible through the generous support of SDN members, donors, and sponsors. Thank you.

pistolpete007

Full Member
10+ Year Member
15+ Year Member
Joined
May 18, 2008
Messages
318
Reaction score
0
can some clearly explain when to do which and give examples of each please?

Members don't see this ad.
 
At -40 degrees C = 1, 2-addition across a conjugated diene (kinetic control)

At higher temperatures = 1,4-addition (thermodynamic control)

==--==
1 2 3 4 (sorry for the crappy picture, but let's say that's a double bond, single, and then a double.

If I had H-Cl in -40 degrees C, the H would be added to carbon 1 leaving a carbocation at carbon 2. Cl adds on to carbon 2.
 
Top