Q.Write reaction showing conversion of ethanenitrile into ethanol.

Since butanoic acid has the same number of carbons (4) as 1-chlorobutane, the conversion must NOT go through cyanide (which would add a carbon); instead, hydrolyse to the alcohol and then oxidise it fully to the acid.

1-Chlorobutane, $CH_3CH_2CH_2CH_2Cl$, already has four carbons — exactly the number needed for butanoic acid, $CH_3CH_2CH_2COOH$. So the terminal $-CH_2Cl$ carbon simply needs to become a $-COOH$ carbon, with no chain extension required (ruling out the usual $KCN$ chain-extension route used for acids with one extra carbon).

Step 1 — Hydrolysis (nucleophilic substitution by hydroxide):

$CH_3CH_2CH_2CH_2Cl + KOH \xrightarrow{aq.} CH_3CH_2CH_2CH_2OH\;(\text{butan-1-ol}) + KCl$

Step 2 — Oxidation of the primary alcohol: hot alkaline $KMnO_4$ (or acidified $K_2Cr_2O_7$) oxidises a primary alcohol all the way through the aldehyde stage to the carboxylic acid:

$CH_3CH_2CH_2CH_2OH \xrightarrow[\Delta]{alk.\,KMnO_4} CH_3CH_2CH_2COOH\;(\text{butanoic acid})$

Hydrolysis of benzamide ($C_6H_5CONH_2$) breaks the C–N bond to give benzoic acid ($C_6H_5COOH$) and ammonia.

Concept — hydrolysis of an amide. An amide is a carboxylic-acid derivative; on hydrolysis (acidic or basic) the $-CONH_2$ group is converted back to the parent carboxylic acid, releasing the nitrogen as ammonia (or ammonium salt).

$C_6H_5CONH_2 + H_2O \xrightarrow{H^+/\text{heat}} C_6H_5COOH + NH_3$

So benzamide gives benzoic acid, not an aldehyde or an ester.

Complete acidic hydrolysis of a nitrile gives a carboxylic acid; CH3CN gives CH3COOH.

Nitriles undergo hydrolysis. On complete hydrolysis with aqueous acid (H3O+), the –CN group is converted, via the amide, all the way to the carboxylic acid:

CH3CN --H3O+--> CH3CONH2 --H3O+--> CH3COOH + NH4+

So acetonitrile (methyl cyanide) gives acetic acid. (The intermediate amide CH3CONH2 is not the final product under complete acidic hydrolysis; ammonia is released as ammonium ion.)