Ask Questions, Get Answers

Want to ask us a question? Click here
Browse Questions
0 votes

A chiral $C_5H_{10}O$ ether reacts with hot $HI$ to give a $C_5H_{10}I_2$ product.Treatment of this with hot $KOH$ in ethanol produces $1$,$3$-pentadiene.What is the structure of the original ether?

$\begin{array}{1 1} a \\ b \\ c\\ d\end{array}$
Can you answer this question?

1 Answer

0 votes
Above ethers reacts with hot HI to give a $C_2H_{10}I_2$ product but only (c) will give 1,3-pentadiene reacting with hot KOH.
Mechanisum :Step I:Protonation of ether molecule
Step II:Iodide is a good nucleophile.It attacks the least substituted carbon of the oxonium ion.
Hence (c) is the correct answer.
answered Feb 25, 2014 by sreemathi.v
Ask Question
student study plans
JEE MAIN, CBSE, NEET Mobile and Tablet App
The ultimate mobile app to help you crack your examinations
Get the Android App