Orgo Question!

[tisler]

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I've been studying destoyer and it tells me that t-butoxide(if i spelled it right) favors unstable double bond in E2. However, ethoxide follows zaitsev rule. Can anybody tell me why?

 

[Orgodox]

First of all its not unstable the double bond its just less substituted which makes it less favorable.

The answer is because t-butoxide is big and bulky and cant dig into the middle to pull off a H, but EtO- is much smaller and can get in there to take off the H to form more stable zaitsev product

 

[PooyaH]

First of all its not unstable the double bond its just less substituted which makes it less favorable.

The answer is because t-butoxide is big and bulky and cant dig into the middle to pull off a H, but EtO- is much smaller and can get in there to take off the H to form more stable zaitsev product

👍

 

[tisler]

First of all its not unstable the double bond its just less substituted which makes it less favorable.

The answer is because t-butoxide is big and bulky and cant dig into the middle to pull off a H, but EtO- is much smaller and can get in there to take off the H to form more stable zaitsev product

oh...i see how it works.
Thank you so much🙂