JEE Main 2014 · 11 Apr · Shift 1 · Chemistry Q54

ChemistrySingle correct+4 / -1Question 54 of 90

An organic compound A, $\ce{C5H8O}$ ; reacts with $\ce{H2O}$ , $\ce{NH3}$ and $\ce{CH3COOH}$ as described below :

A is :

\ce{CH3CH=C(CH3)-CHO}

\ce{CH2=CH-CH(CH3)-CHO}

\ce{CH3-CH2-C(CH3)=C=O}

\ce{CH3-CH2-C(=CH2)-CHO}

Answer and worked solution

Official answer: C

Adding $\ce{H2O}$ , $\ce{NH3}$ and $\ce{CH3COOH}$ across a C=C=O unit gives an acid, an amide and an anhydride. That is ketene behaviour.

For $\ce{C5H8O}$ , A is ethylmethylketene, $\ce{CH3CH2C(CH3)=C=O}$ .

JEE Main 2014 · 11 Apr · Shift 1, Chemistry question 54