1. 

2. 

3. 

4. 

$\underset{\mathrm{Symmetrical} \mathrm{ketone}}{\left(\mathrm{A}\right)} \stackrel{{\mathrm{LiAlH}}_4}{\to }\left(\mathrm{B}\right)\underset{∆}{\overset{{\mathrm{H}}^{\oplus }}{\to }}$Diastereomers Reactent (A) is :

(a) ${\mathrm{CH}}_3-\stackrel{\underset{\parallel }{\mathrm{O}}}{\mathrm{C}}-{\mathrm{CH}}_3$

(b) ${\mathrm{CH}}_3-\stackrel{\underset{\parallel }{\mathrm{O}}}{\mathrm{C}}-{\mathrm{CH}}_2-{\mathrm{CH}}_3$
(c) ${\mathrm{CH}}_3-{\mathrm{CH}}_2-\stackrel{\underset{\parallel }{\mathrm{O}}}{\mathrm{C}}-{\mathrm{CH}}_2-{\mathrm{CH}}_3$

(d) ${\mathrm{CH}}_3-{\mathrm{CH}}_2-{\mathrm{CH}}_2-\mathrm{CH}=\mathrm{O}$

Molecular weight of compound (A) is:

(1) 58

(2) 120

(3) 60

(4) 182

Product (B) is:

(a) $\mathrm{Ph}-\mathrm{NH}-\stackrel{\underset{\parallel }{\mathrm{O}}}{\mathrm{C}}-{\mathrm{CO}}_2\mathrm{H}$

(b) $\mathrm{Ph}-\mathrm{NH}-\stackrel{\underset{\parallel }{\mathrm{O}}}{\mathrm{C}}-{\mathrm{CH}}_2-{\mathrm{CO}}_2\mathrm{H}$

 (c) 

(d) 

This conversion can be achieved by :

(1) Dehydration, Hydrolysis

(2) Retro aldol and further condensation 

(3) Perkin condensation & Clemmensen reduction

(4) Clemmensen and Perkin condensation 

\(\left(CH\right)_{3} - \overset{\overset{O}{\parallel}}{C} - \left(CH\right)_{2} - \left(CH\right)_{2} - \left(CH\right)_{2} - \left(CH\right)_{2} - \overset{\overset{O}{\parallel}}{C} - H \overset{\left(HO\right)^{-} / \Delta}{\rightarrow} (\underset{73 \%}{A})\)
Product (A) is:

$\mathrm{Ph}-\mathrm{CH}=\mathrm{CHCHO} + {\mathrm{CH}}_3\mathrm{CH}=\mathrm{CHCHO}\underset{\mathrm{ErOH}, ∆}{\overset{\mathrm{base}}{\to }}$ (A) 87%; product of this reaction is :

1. $\mathrm{Ph}-{\left(\mathrm{CH}=\mathrm{CH}\right)}_2-\mathrm{CHO}$

2. $\mathrm{Ph}-{\left(\mathrm{CH}=\mathrm{CH}\right)}_3\mathrm{CHO}$

3. $\mathrm{Ph}-{\left(\mathrm{CH}=\mathrm{CH}\right)}_4\mathrm{CHO}$

4. $\mathrm{Ph}-\mathrm{CH}=\mathrm{CH}-\mathrm{CH}=\mathrm{CH}-{\mathrm{CH}}_3$

CH₃CHO$\underset{5°\mathrm{C}}{\overset{10\%\mathrm{NaOH}}{\to }}\underset{∆}{\to }\underset{\mathrm{Ni}}{\overset{{\mathrm{H}}_2}{\to }}$$$(A) ; Product (A) of the reaction is :

(1) Propanol

(2) ethanol

(3) butanol

(4) pentanol

$A \underset{2. ∆}{\overset{1. dil NaOH}{\to }}$

Reactant (A) is?

1.${\mathrm{CH}}_3-\stackrel{\stackrel{\mathrm{O}}{\parallel }}{\mathrm{C}}-{\left({\mathrm{CH}}_2\right)}_5-\stackrel{\stackrel{\mathrm{O}}{\parallel }}{\mathrm{C}}-{\mathrm{CH}}_3$

2.${\mathrm{CH}}_3-\stackrel{\stackrel{\mathrm{O}}{\parallel }}{\mathrm{C}}-{\left({\mathrm{CH}}_2\right)}_4-\stackrel{\stackrel{\mathrm{O}}{\parallel }}{\mathrm{C}}-{\mathrm{CH}}_3$

3.$\mathrm{H}-\stackrel{\stackrel{\mathrm{O}}{\parallel }}{\mathrm{C}}-{\left({\mathrm{CH}}_2\right)}_5-\stackrel{\stackrel{\mathrm{O}}{\parallel }}{\mathrm{C}}-\mathrm{H}$

4.${\mathrm{CH}}_3-\stackrel{\stackrel{\mathrm{O}}{\parallel }}{\mathrm{C}}-{\left({\mathrm{CH}}_2\right)}_4-{\mathrm{CH}}_2-\mathrm{OH}$

The reaction,