JEE Main 2017 · 2 Apr · Shift 1 · Chemistry Q56

ChemistrySingle correct+4 / -1Question 56 of 90

The major product obtained in the following reaction is :

(+)- $\ce{C6H5CH(Br)CH2C6H5}$ (structure shown) $\xrightarrow[\Delta]{^t\text{BuOK}}$

(+)\ce{C6H5CH(O^tBu)CH2C6H5}

(-)\ce{C6H5CH(O^tBu)CH2C6H5}

(\pm)\ce{C6H5CH(O^tBu)CH2C6H5}

\ce{C6H5CH=CHC6H5}

Answer and worked solution

Official answer: D

$^t$ BuOK is a strong, bulky base and a poor nucleophile, and heating favours elimination. E2 removes HBr to give stilbene, $\ce{C6H5CH=CHC6H5}$ .

JEE Main 2017 · 2 Apr · Shift 1, Chemistry question 56