Ncert Exercises & Solutions

10.11 How will you bring about the following conversions?

(i) Ethanol to but-1-yne

(ii) Ethane to bromoethene

(iii) Propene to 1-nitropropane

(iv) Toluene to benzyl alcohol

(v) Propene to propyne

(vi) Ethanol to ethyl fluoride

(vii) Bromomethane to propanone

(viii) But-1-ene to but-2-ene

(ix) 1-Chlorobutane to n-octane

(x) Benzene to biphenyl.

$C H_{3} C H_{2} O H \overset{S O C l_{2} P y r i d i n e}{\to} C H_{3} C H_{2} C l + S O_{2} H C l$
$E t h a n o l C h l o r o e t h a n e$
$H C \equiv C G + N a N H_{2} \overset{L i q N H_{3}}{\to} H C \equiv C N a$
$E t h y n e S o d i u m a c e t y l i d e$
$C H_{3} C H_{2} - C l + H C \equiv \bar{C} \overset{+}{N} a \to C H_{3} C H_{2} C \equiv C H + N a C l$
$C h l o r o e t h a n e B u t - 1 - y n e$

(ii) $C H_{3} - C H_{3} \to_{o r h e a t}^{B r_{2} / U V l i g h t} C H_{3} - C H_{2} B r + H B r$

$B r C H_{2} - C H_{2} B r \overset{B r_{2} / C C l_{4 c}}{\leftarrow} C H_{2} = C H_{2}$
$V i c - D i b r o m i d e E t h e n e$

(iii) $C H_{3} C H = C H_{2} + H B r \overset{P e r o x i d e}{\to} C H_{3} - C H_{2} - C H_{2} B r$

$A g B r + C H_{3} - C H_{2} - C H_{2} N O_{2}$
$1 - N i t r o p r o p a n e$

(iv)

(v) $C H_{3} - C H = C H_{2} \overset{B r_{2} / C C l}{\to} C H_{3} - C H - C H_{2} \to_{L i q N H_{3}}^{N a N H_{2}} C H_{3} - C \equiv C H$
$P r o p e n e | | P r o p y n e$
$B r B r$
$1, 2 - D i b r o m o p r o p a n e$

(vi) $C H_{3} - C H_{2} - O H \to_{- P O C l_{3} - H C l}^{P C l_{5}} C H_{3} - C H_{2} C l$
$C h l o r o e t h a n e$
$↓ A g F$
$C H_{3} - C H_{2 - F}$
$E t h y l f l u o r i d e$

(vii) $C H_{3} - B r \overset{K N C (a l c)}{\to} C H_{3} - C N \overset{C H_{3} - M g B r}{\to} C H_{3} - C = N M g b r$
$B r o m e t h a n e A c e t o n i t r i l e |$
$C H_{3}$

(viii) $B r$
$|$
$C H_{3} C H_{2} = C H_{2} \to (M a r k o v n i k o v$
$a d d i t i o n) H B r C H_{3} C H_{2} C H C H_{3}$
$B u t - 1 - e n e 2 - B r o m o b u \tan e$

(ix) $2 C H_{3} C H_{2} C H_{2} C H_{2} - C l + 2 N a \to_{- 2 N a C l}^{d r y e t h e r} C H_{3} C H_{2} C H_{2} C H_{2} C H_{2} C H_{2} C H_{2} C H_{3}$

1-Chlordrutane n-Octane

(x)