Ncert Exercises & Solutions

Q.. 38 Ethylene chloride and ethylidene chloride are isomers. Identify the correct

statements.

(a) Both the compounds form same product on treatment with alcoholic KOH

(b) Both the compounds form same product on treatment with aq. NaOH

(d) Both the compounds are optically active

(a, c)

(a) Ethylene chloride and ethylidene chloride on reaction with with ale. KOH give elimination reaction and ethyne as the product.

$C l — C H_{2} C H_{2} — C l \to_{K O H (e x c e s s)}^{A l c .} C H \equiv C H$
$E t h y l e n e c h l o r i d e E t h y n e$

$C H_{3} — C H C l_{2} \to_{(E x c e s s)}^{A l c . K O H} C H \equiv C H$
$E t h y l i d e n e c h l o r i d e$

(b) Both these compounds form different products on treatment with aq. NaoH

$C l — C H_{2} — C H_{2} C l \to_{N a O H}^{A q .} H O — C H_{2} — C H_{2} — O H$
$E t h y l e n e g l y c o l$
$C H_{3} — C H C l_{2} \to_{N a O H}^{A q .} C H_{3} — C H {(O H)}_{2} \underset{- H_{2} O}{\to} C H_{3} C H O$
$E t h a n a l$

$C l — C H_{2} — C H_{2} — C l \overset{R e d u c t i o n}{\to} H_{3} C — C H_{3} — 2 H C l$
$E t h a n e$
$C H_{3} — C H C l_{2} \overset{R e d u c t i o n}{\to} H_{3} C — C H_{3} + 2 H C l$
$E t h a n a l$

(d) Both these compounds are optically inactive.