# Which will be major and minor alkene formed if E1 reaction occurs on 2-chloro-2,4,4-trimethylpentane?

More substituted alkene should be major product while the less substituted as minor product as it is E1 mechanism.

But in my answer sheet it is given reverse, i.e. major as less substituted and minor as more substituted by giving the reason that it is happening because of steric hindrance of tert-butyl group. But I am confused now that it should not be the case because there is no role of steric hindrance in E1 mechanism, and answer should be as usual.

• Perhaps, you could provide the name of the base that is used for the elimination reaction. The size of the base is also crucial in allowing us to determine whether the Zaitsev product or Hofmann product is formed. For example, a large, bulky base (e.g. DBU) would offer the Zaitsez product. – Tan Yong Boon Jun 24 '20 at 10:40
• Actually base was not present in reaction..rather AcOH/∆ was written above arrow and below arrow it was written E1..can some reaction happen with this? – Romir Mehta Jun 24 '20 at 11:34
• @TanYongBoon i added a screenshot of ques..please check it – Romir Mehta Jun 24 '20 at 11:42
• @AniruddhaDeb is it totally experimental or any reason for this..? Other than steric effect as it does not affects E1... – Romir Mehta Jun 24 '20 at 12:08
• @TanYongBoon This is basically solvolysis, so the solvent is the base. Furthermore, as an E1 reaction, the size of the base is significantly less important. – Zhe Jun 24 '20 at 18:40

$$\begin{array}{|c|c|} \hline \text{Substituent} & \text{A-value} \\ \hline \ce{-CH3} & 1.7 \\ \ce{-CH2C(CH3)3} & 2 \\ \ce{-C(CH3)3} & >4 \\ \hline \end{array}$$