DAT destroyer Orgo Roadmap 5 question

[hell0k1tty]

---

Members do not see this ad.

Why does the 2-bromo-butane turn into 1-butene when reacted with (CH3)3CO-K+ instead of becoming 2-butene? Is it because (CH3)3CO-K+ is bulky? 😕

 

[DQLEUCD]

Why does the 2-bromo-butane turn into 1-butene when reacted with (CH3)3CO-K+ instead of becoming 2-butene? Is it because (CH3)3CO-K+ is bulky? 😕

It should form the 2-butene. Where is this question at?

 

[PreDental88]

Why does the 2-bromo-butane turn into 1-butene when reacted with (CH3)3CO-K+ instead of becoming 2-butene? Is it because (CH3)3CO-K+ is bulky? 😕

It's because this base is very bulky and forming the 2-butene would be less favorable due to steric hindrance in the base. LDA also behaves similarly

 

[PreDental88]

A less sterically hindered base such as NaOCH2CH3 will produce 2-butene. When doing E2 problems, it's important to consider what factors influence it's rate:

k = [Base][Rx]

Hope that helps =)

 

[hell0k1tty]

Thanks! Def. helped 🙂

 

[hell0k1tty]

It should form the 2-butene. Where is this question at?

It was a reaction located in Roadmap 5