A compound has the molecular formula $C_7H_{14}O_2$.
Its hydrolysis gives acid $B$ and a secondary alcohol $C$.
$B$ reacts with $PCl_5$ to give a compound $D$, which in turn reacts with ammonia to obtain a compound $E$ with saturated branched chain and molar mass $M =87\frac{g}{mol}$
Are asked
1) the functions of $A$, $D$ and $E$
2) the condensed formulas of $E$, $D$, $B$, $C$ and $A$
1)
$E$ : unsubstituted amide on the N atom
$D$ : acid chloride
$A$ : ester
2)
General formula of E:
$C_nH_{2n+1}NO$
$12n$ $+$ $2n$ $+$ $1$ $+$ $14$ $+$ $16$ $=$ $87$
$n$ $=$ $4$
Molecular formula of E:
$C_4H_9NO$
$E$: $CH_3CH(CH_3)CONH_2$
$D$: $CH_3CH(CH_3)COCl$
$B$: $CH_3CH(CH_3)COOH$
Molecular formula of $B$:
$C_4H_8O_2$
General formula of $C$:
$C_nH_{2n+2}O$
Hydrolysis of $A$:
$C_7H_{14}O_2$ $+$ $H_2O$ $\rightarrow$ $ C_nH_{2n+2}O$ $+$ $C_4H_8O_2 $
so $n$ $=$ $3$
Molecular formula of $C$:
$C_3H_8O$
$C$: $CH_3CHOHCH_3$
$A$: $CH_3CH(CH_3)COOCH(CH_3)_2$ (methylethyl)methylpropanoate
