Ncert Exercises & Solutions

10.14 Write the structure of the major organic product in each of the following reactions:

(i) CH $_{3}$ CH $_{2}$ CH $_{2}$ Cl + NaI $\frac{a c e t o n e}{h e a t}$

(ii) (CH $_{3}$ ) $_{3}$ CBr + KOH $\to_{h e a t}^{e t h a n o l}$

(iii) CH $_{3}$ CH(Br)CH $_{2}$ CH $_{3}$ + NaOH $\overset{W a t e r}{\to}$

(iv) CH $_{3}$ CH $_{2}$ Br + KCN $\overset{a q . e t h a n o l}{\to}$

(v) C $_{6}$ H $_{5}$ ONa + C $_{2}$ H5Cl $\to$

(vi) CH $_{3}$ CH $_{2}$ CH $_{2}$ OH + SOCl $_{2}$ $\to$

(vii) CH $_{3}$ CH $_{2}$ CH = CH $_{2}$ + HBr $\overset{p e r o x i d e}{\to}$

(viii) CH $_{3}$ CH = C(CH $_{3}$ ) $_{2}$ + HBr $\to$

(i) $C H_{3} C H_{2} C H_{2} C l + N a l \to_{h e a t}^{a c e t o n e} C H_{3} C H_{2} C H_{2} l + N a C l$
$1 - C h l o r o p r o p a n e (F i n k e l s t e i n)$
$r e a c t i o n 1 - l o d o p r o p a n e$

(ii) ${(C H_{3})}_{3} C B r + K O H \to_{h e a t}^{e t h a n o l} C h_{3} - C = C H_{2} + K B r + H_{2} O$
$2 - B r o m o - (D e h y d r o h a \log e n a t i o n) C H_{3}$
$2 - M e t h y l p r o p a n e 2 - M e t h y l p r o p e n e$

(iii) $C H_{3} C H (B r) C H_{2} C H_{3} + N a O H \overset{w t e r}{\to} C H_{3} (O H) C H_{2} C H_{3} + N a B r$
$2 - B r o m o b u \tan e B u \tan e - 2 - o l$

(iv) $C H_{3} C H_{2} B r + K C N \to (n a c l e o p h i l i c)$
$S u b s t i t u t i o n a q e t h a n o l C H_{3} C H_{2} C N + K B r$
$B r o m o b u \tan e C y a n o e t h a n e$

(v) $C_{6} H_{5} O N a + C_{2} H_{5} C l \underset{(W i l l i a n m s o n)}{\to}$
$s y n t h e s i s C_{6} H_{5} - O - C_{2} H_{5} + N a C l$
$S o d i u m P h e n o x i d e C h l o r o e t h a n e P h e n e t o l e$

(vi) $C H_{3} C H_{2} C H_{2} O H + S o C l_{2} O H + S O C l_{2} \to C H_{3} C H_{2} C H_{2} C l + S O_{2} + H C L$
$1 - P r o p a n o l 1 - C h l o r o p r o p a n e$

(vii) $C H_{3} C H_{2} C H_{2} O H + S O C l_{2} \to (A n t i - M a r k o v n i k o v' s)$
$a d d i t i o n P e r o x i d e C H_{3} C H_{2} C H_{2} C H_{2} - B r$
$B u t - 1 - e n e 1 - B r o m o b u \tan e$

(viii) $C H_{3} C H = C {(C H_{3})}_{2} + H B r \underset{(M a r k o v n i k o v}{\to}$
$a d d i t i o n)$ $B r$
$|$
$C H_{3} - C H_{2} - C - C H_{3}$
$|$
$C H_{3}$

2-Methylbut-2-ene 2-Bromo-2-methylbutane

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