The major product of the following chemical reaction is :

   \( \mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CN} \xrightarrow[\text { (3) } \mathrm{Pd} / \mathrm{BaSO}_4, \mathrm{H}_2]{\text { (1) } \mathrm{H}_3 \mathrm{O}^{+},\Delta ~~(2) \mathrm{SOCl}_2} ?\)$$

What is 'X' in the given reaction?



1. 
2. 
3. 
4. 

An organic compound [A], molecular formula C₁₀H₂₀O₂ was hydrolyzed with dilute sulphuric acid to give a carboxylic acid [B] and an  alcohol [C] . Oxidation of [C] with CrO₃ - H₂SO₄ produced [B].  The structure are not possible for [A] among the following is-

1. $C{H}_{3}C{H}_{2}C{H}_{2}COOC{H}_{2}C{H}_{2}C{H}_{2}C{H}_3$

2.

3. ${\left(C{H}_3\right)}_3-C-COOC{H}_{2}C{\left(C{H}_3\right)}_3$

4.

In the following sequence of reactions,

Toluene \(\xrightarrow[]{KMnO_{4}}\)  A  \(\xrightarrow[]{SOCl_{2}}\) B \(\xrightarrow[BaSO_{4}]{H_{2}/Pd}\) C

The product C is: