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 Page 1


H a l o a l k a n e s 	 a n d 	 H a l o a r e n e s
Q u e s t i o n 1
T h e 	 c o r r e c t 	 s t a t e m e n t 	 r e g a r d i n g 	 n u c l e o p h i l i c 	 s u b s t i t u t i o n 	 r e a c t i o n 	 i n 	 a 	 c h i r a l 	 a l k y l
h a l i d e 	 i s 	 ;
[ 2 7 - J a n - 2 0 2 4 	 S h i f t 	 1 ]
O p t i o n s :
A . 	 R e t e n t i o n 	 o c c u r s 	 i n 	 S
N
1 	 r e a c t i o n 	 a n d 	 i n v e r s i o n 	 o c c u r s 	 i n 	 S
N
2 	 r e a c t i o n .
B . 	 R a c e m i s a t i o n 	 o c c u r s 	 i n 	 S
N
1 	 r e a c t i o n 	 a n d 	 r e t e n t i o n 	 o c c u r s 	 i n 	 S
N
2 	 r e a c t i o n .
C . 	 R a c e m i s a t i o n 	 o c c u r s 	 i n 	 b o t h 	 S
N
1 	 a n d 	 S
N
2 	 r e a c t i o n s .
D . 	 R a c e m i s a t i o n 	 o c c u r s 	 i n 	 S
N
1 	 r e a c t i o n 	 a n d 	 i n v e r s i o n 	 o c c u r s 	 i n 	 S
N
2 	 r e a c t i o n .
A n s w e r : 	 D
S o l u t i o n :
S o l u t i o n :
- - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - -
Q u e s t i o n 2
I d e n t i f y 	 B 	 f o r m e d 	 i n 	 t h e 	 r e a c t i o n .
C l - ( C H
2
)
4
- C l
	 e x c e s s 	 NH
3
- - - - - - - - ?
A
Na O H
- - - - - - - - ?
B + H
2
O + N a C l
[ 2 7 - J a n - 2 0 2 4 	 S h i f t 	 2 ]
O p t i o n s :
A .
B . 	 H
2
N - ( C H
2
)
4
- NH
2
C . 	
C l
+
NH
3
- ( C H
2
)
4
-
+
NH
3
C l
-
D .
A n s w e r : 	 B
S o l u t i o n :
Page 2


H a l o a l k a n e s 	 a n d 	 H a l o a r e n e s
Q u e s t i o n 1
T h e 	 c o r r e c t 	 s t a t e m e n t 	 r e g a r d i n g 	 n u c l e o p h i l i c 	 s u b s t i t u t i o n 	 r e a c t i o n 	 i n 	 a 	 c h i r a l 	 a l k y l
h a l i d e 	 i s 	 ;
[ 2 7 - J a n - 2 0 2 4 	 S h i f t 	 1 ]
O p t i o n s :
A . 	 R e t e n t i o n 	 o c c u r s 	 i n 	 S
N
1 	 r e a c t i o n 	 a n d 	 i n v e r s i o n 	 o c c u r s 	 i n 	 S
N
2 	 r e a c t i o n .
B . 	 R a c e m i s a t i o n 	 o c c u r s 	 i n 	 S
N
1 	 r e a c t i o n 	 a n d 	 r e t e n t i o n 	 o c c u r s 	 i n 	 S
N
2 	 r e a c t i o n .
C . 	 R a c e m i s a t i o n 	 o c c u r s 	 i n 	 b o t h 	 S
N
1 	 a n d 	 S
N
2 	 r e a c t i o n s .
D . 	 R a c e m i s a t i o n 	 o c c u r s 	 i n 	 S
N
1 	 r e a c t i o n 	 a n d 	 i n v e r s i o n 	 o c c u r s 	 i n 	 S
N
2 	 r e a c t i o n .
A n s w e r : 	 D
S o l u t i o n :
S o l u t i o n :
- - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - -
Q u e s t i o n 2
I d e n t i f y 	 B 	 f o r m e d 	 i n 	 t h e 	 r e a c t i o n .
C l - ( C H
2
)
4
- C l
	 e x c e s s 	 NH
3
- - - - - - - - ?
A
Na O H
- - - - - - - - ?
B + H
2
O + N a C l
[ 2 7 - J a n - 2 0 2 4 	 S h i f t 	 2 ]
O p t i o n s :
A .
B . 	 H
2
N - ( C H
2
)
4
- NH
2
C . 	
C l
+
NH
3
- ( C H
2
)
4
-
+
NH
3
C l
-
D .
A n s w e r : 	 B
S o l u t i o n :
Q u e s t i o n 3
W h i c h 	 a m o n g 	 t h e 	 f o l l o w i n g 	 h a l i d e / s 	 w i l l 	 n o t 	 s h o w 	 S
N
1 	 r e a c t i o n :
( A ) 	 H
2
C = C H - C H
2
C l
( B ) 	 C H
3
- C H = C H - C l
C h o o s e 	 t h e 	 m o s t 	 a p p r o p r i a t e 	 a n s w e r 	 f r o m 	 t h e 	 o p t i o n s 	 g i v e n 	 b e l o w :
[ 2 7 - J a n - 2 0 2 4 	 S h i f t 	 2 ]
O p t i o n s :
A . 	 ( A ) , 	 ( B ) 	 a n d 	 ( D ) 	 o n l y
B . 	 ( A ) 	 a n d 	 ( B ) 	 o n l y
C . 	 ( B ) 	 a n d 	 ( C ) 	 o n l y
D . 	 ( B ) 	 o n l y
A n s w e r : 	 D
S o l u t i o n :
S o l u t i o n :
- - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - -
Q u e s t i o n 4
G i v e n 	 b e l o w 	 a r e 	 t w o 	 s t a t e m e n t s 	 : 	 o n e 	 i s 	 l a b e l l e d 	 a s 	 A s s e r t i o n 	 A 	 a n d 	 t h e 	 o t h e r 	 i s
l a b e l l e d 	 a s 	 R e a s o n 	 R 	 : 	
A s s e r t i o n 	 A 	 : 	 A r y l 	 h a l i d e s 	 c a n n o t 	 b e 	 p r e p a r e d 	 b y 	 r e p l a c e m e n t 	 o f 	 h y d r o x y l 	 g r o u p 	 o f
p h e n o l 	 b y 	 h a l o g e n 	 a t o m .
R e a s o n 	 R 	 : 	 P h e n o l s 	 r e a c t 	 w i t h 	 h a l o g e n 	 a c i d s 	 v i o l e n t l y . 	 I n 	 t h e 	 l i g h t 	 o f 	 t h e 	 a b o v e
s t a t e m e n t s , 	 c h o o s e 	 t h e 	 m o s t 	 a p p r o p r i a t e 	 f r o m 	 t h e 	 o p t i o n s 	 g i v e n 	 b e l o w :
[ 2 9 - J a n - 2 0 2 4 	 S h i f t 	 1 ]
O p t i o n s :
A . 	 B o t h 	 A 	 a n d 	 R 	 a r e 	 t r u e 	 b u t 	 R 	 i s 	 NO T 	 t h e 	 c o r r e c t 	 e x p l a n a t i o n 	 o f 	 A
B . 	 A 	 i s 	 f a l s e 	 b u t 	 R 	 i s 	 t r u e
C . 	 A 	 i s 	 t r u e 	 b u t 	 R 	 i s 	 f a l s e
D . 	 B o t h 	 A 	 a n d 	 R 	 a r e 	 t r u e 	 a n d 	 R 	 i s 	 t h e 	 c o r r e c t 	 e x p l a n a t i o n 	 o f 	 A
A n s w e r : 	 C
S o l u t i o n :
S o l u t i o n :
- - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - -
Q u e s t i o n 5
A l k y l 	 h a l i d e 	 i s 	 c o n v e r t e d 	 i n t o 	 a l k y l 	 i s o c y a n i d e 	 b y 	 r e a c t i o n 	 w i t h
[ 2 9 - J a n - 2 0 2 4 	 S h i f t 	 2 ]
Page 3


H a l o a l k a n e s 	 a n d 	 H a l o a r e n e s
Q u e s t i o n 1
T h e 	 c o r r e c t 	 s t a t e m e n t 	 r e g a r d i n g 	 n u c l e o p h i l i c 	 s u b s t i t u t i o n 	 r e a c t i o n 	 i n 	 a 	 c h i r a l 	 a l k y l
h a l i d e 	 i s 	 ;
[ 2 7 - J a n - 2 0 2 4 	 S h i f t 	 1 ]
O p t i o n s :
A . 	 R e t e n t i o n 	 o c c u r s 	 i n 	 S
N
1 	 r e a c t i o n 	 a n d 	 i n v e r s i o n 	 o c c u r s 	 i n 	 S
N
2 	 r e a c t i o n .
B . 	 R a c e m i s a t i o n 	 o c c u r s 	 i n 	 S
N
1 	 r e a c t i o n 	 a n d 	 r e t e n t i o n 	 o c c u r s 	 i n 	 S
N
2 	 r e a c t i o n .
C . 	 R a c e m i s a t i o n 	 o c c u r s 	 i n 	 b o t h 	 S
N
1 	 a n d 	 S
N
2 	 r e a c t i o n s .
D . 	 R a c e m i s a t i o n 	 o c c u r s 	 i n 	 S
N
1 	 r e a c t i o n 	 a n d 	 i n v e r s i o n 	 o c c u r s 	 i n 	 S
N
2 	 r e a c t i o n .
A n s w e r : 	 D
S o l u t i o n :
S o l u t i o n :
- - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - -
Q u e s t i o n 2
I d e n t i f y 	 B 	 f o r m e d 	 i n 	 t h e 	 r e a c t i o n .
C l - ( C H
2
)
4
- C l
	 e x c e s s 	 NH
3
- - - - - - - - ?
A
Na O H
- - - - - - - - ?
B + H
2
O + N a C l
[ 2 7 - J a n - 2 0 2 4 	 S h i f t 	 2 ]
O p t i o n s :
A .
B . 	 H
2
N - ( C H
2
)
4
- NH
2
C . 	
C l
+
NH
3
- ( C H
2
)
4
-
+
NH
3
C l
-
D .
A n s w e r : 	 B
S o l u t i o n :
Q u e s t i o n 3
W h i c h 	 a m o n g 	 t h e 	 f o l l o w i n g 	 h a l i d e / s 	 w i l l 	 n o t 	 s h o w 	 S
N
1 	 r e a c t i o n :
( A ) 	 H
2
C = C H - C H
2
C l
( B ) 	 C H
3
- C H = C H - C l
C h o o s e 	 t h e 	 m o s t 	 a p p r o p r i a t e 	 a n s w e r 	 f r o m 	 t h e 	 o p t i o n s 	 g i v e n 	 b e l o w :
[ 2 7 - J a n - 2 0 2 4 	 S h i f t 	 2 ]
O p t i o n s :
A . 	 ( A ) , 	 ( B ) 	 a n d 	 ( D ) 	 o n l y
B . 	 ( A ) 	 a n d 	 ( B ) 	 o n l y
C . 	 ( B ) 	 a n d 	 ( C ) 	 o n l y
D . 	 ( B ) 	 o n l y
A n s w e r : 	 D
S o l u t i o n :
S o l u t i o n :
- - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - -
Q u e s t i o n 4
G i v e n 	 b e l o w 	 a r e 	 t w o 	 s t a t e m e n t s 	 : 	 o n e 	 i s 	 l a b e l l e d 	 a s 	 A s s e r t i o n 	 A 	 a n d 	 t h e 	 o t h e r 	 i s
l a b e l l e d 	 a s 	 R e a s o n 	 R 	 : 	
A s s e r t i o n 	 A 	 : 	 A r y l 	 h a l i d e s 	 c a n n o t 	 b e 	 p r e p a r e d 	 b y 	 r e p l a c e m e n t 	 o f 	 h y d r o x y l 	 g r o u p 	 o f
p h e n o l 	 b y 	 h a l o g e n 	 a t o m .
R e a s o n 	 R 	 : 	 P h e n o l s 	 r e a c t 	 w i t h 	 h a l o g e n 	 a c i d s 	 v i o l e n t l y . 	 I n 	 t h e 	 l i g h t 	 o f 	 t h e 	 a b o v e
s t a t e m e n t s , 	 c h o o s e 	 t h e 	 m o s t 	 a p p r o p r i a t e 	 f r o m 	 t h e 	 o p t i o n s 	 g i v e n 	 b e l o w :
[ 2 9 - J a n - 2 0 2 4 	 S h i f t 	 1 ]
O p t i o n s :
A . 	 B o t h 	 A 	 a n d 	 R 	 a r e 	 t r u e 	 b u t 	 R 	 i s 	 NO T 	 t h e 	 c o r r e c t 	 e x p l a n a t i o n 	 o f 	 A
B . 	 A 	 i s 	 f a l s e 	 b u t 	 R 	 i s 	 t r u e
C . 	 A 	 i s 	 t r u e 	 b u t 	 R 	 i s 	 f a l s e
D . 	 B o t h 	 A 	 a n d 	 R 	 a r e 	 t r u e 	 a n d 	 R 	 i s 	 t h e 	 c o r r e c t 	 e x p l a n a t i o n 	 o f 	 A
A n s w e r : 	 C
S o l u t i o n :
S o l u t i o n :
- - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - -
Q u e s t i o n 5
A l k y l 	 h a l i d e 	 i s 	 c o n v e r t e d 	 i n t o 	 a l k y l 	 i s o c y a n i d e 	 b y 	 r e a c t i o n 	 w i t h
[ 2 9 - J a n - 2 0 2 4 	 S h i f t 	 2 ]
O p t i o n s :
A . 	 Na C N
B . 	 NH
4
C N
C . 	 K C N
D . 	 A g C N
A n s w e r : 	 D
S o l u t i o n :
S o l u t i o n :
- - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - -
Q u e s t i o n 6
T h e 	 f i n a l 	 p r o d u c t 	 A , 	 f o r m e d 	 i n 	 t h e 	 f o l l o w i n g 	 m u l t i s t e p 	 r e a c t i o n 	 s e q u e n c e 	 i s : 	
[ 3 0 - J a n - 2 0 2 4 	 S h i f t 	 1 ]
O p t i o n s :
A .
B .
C .
D .
A n s w e r : 	 B
- - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - -
Q u e s t i o n 7
Page 4


H a l o a l k a n e s 	 a n d 	 H a l o a r e n e s
Q u e s t i o n 1
T h e 	 c o r r e c t 	 s t a t e m e n t 	 r e g a r d i n g 	 n u c l e o p h i l i c 	 s u b s t i t u t i o n 	 r e a c t i o n 	 i n 	 a 	 c h i r a l 	 a l k y l
h a l i d e 	 i s 	 ;
[ 2 7 - J a n - 2 0 2 4 	 S h i f t 	 1 ]
O p t i o n s :
A . 	 R e t e n t i o n 	 o c c u r s 	 i n 	 S
N
1 	 r e a c t i o n 	 a n d 	 i n v e r s i o n 	 o c c u r s 	 i n 	 S
N
2 	 r e a c t i o n .
B . 	 R a c e m i s a t i o n 	 o c c u r s 	 i n 	 S
N
1 	 r e a c t i o n 	 a n d 	 r e t e n t i o n 	 o c c u r s 	 i n 	 S
N
2 	 r e a c t i o n .
C . 	 R a c e m i s a t i o n 	 o c c u r s 	 i n 	 b o t h 	 S
N
1 	 a n d 	 S
N
2 	 r e a c t i o n s .
D . 	 R a c e m i s a t i o n 	 o c c u r s 	 i n 	 S
N
1 	 r e a c t i o n 	 a n d 	 i n v e r s i o n 	 o c c u r s 	 i n 	 S
N
2 	 r e a c t i o n .
A n s w e r : 	 D
S o l u t i o n :
S o l u t i o n :
- - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - -
Q u e s t i o n 2
I d e n t i f y 	 B 	 f o r m e d 	 i n 	 t h e 	 r e a c t i o n .
C l - ( C H
2
)
4
- C l
	 e x c e s s 	 NH
3
- - - - - - - - ?
A
Na O H
- - - - - - - - ?
B + H
2
O + N a C l
[ 2 7 - J a n - 2 0 2 4 	 S h i f t 	 2 ]
O p t i o n s :
A .
B . 	 H
2
N - ( C H
2
)
4
- NH
2
C . 	
C l
+
NH
3
- ( C H
2
)
4
-
+
NH
3
C l
-
D .
A n s w e r : 	 B
S o l u t i o n :
Q u e s t i o n 3
W h i c h 	 a m o n g 	 t h e 	 f o l l o w i n g 	 h a l i d e / s 	 w i l l 	 n o t 	 s h o w 	 S
N
1 	 r e a c t i o n :
( A ) 	 H
2
C = C H - C H
2
C l
( B ) 	 C H
3
- C H = C H - C l
C h o o s e 	 t h e 	 m o s t 	 a p p r o p r i a t e 	 a n s w e r 	 f r o m 	 t h e 	 o p t i o n s 	 g i v e n 	 b e l o w :
[ 2 7 - J a n - 2 0 2 4 	 S h i f t 	 2 ]
O p t i o n s :
A . 	 ( A ) , 	 ( B ) 	 a n d 	 ( D ) 	 o n l y
B . 	 ( A ) 	 a n d 	 ( B ) 	 o n l y
C . 	 ( B ) 	 a n d 	 ( C ) 	 o n l y
D . 	 ( B ) 	 o n l y
A n s w e r : 	 D
S o l u t i o n :
S o l u t i o n :
- - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - -
Q u e s t i o n 4
G i v e n 	 b e l o w 	 a r e 	 t w o 	 s t a t e m e n t s 	 : 	 o n e 	 i s 	 l a b e l l e d 	 a s 	 A s s e r t i o n 	 A 	 a n d 	 t h e 	 o t h e r 	 i s
l a b e l l e d 	 a s 	 R e a s o n 	 R 	 : 	
A s s e r t i o n 	 A 	 : 	 A r y l 	 h a l i d e s 	 c a n n o t 	 b e 	 p r e p a r e d 	 b y 	 r e p l a c e m e n t 	 o f 	 h y d r o x y l 	 g r o u p 	 o f
p h e n o l 	 b y 	 h a l o g e n 	 a t o m .
R e a s o n 	 R 	 : 	 P h e n o l s 	 r e a c t 	 w i t h 	 h a l o g e n 	 a c i d s 	 v i o l e n t l y . 	 I n 	 t h e 	 l i g h t 	 o f 	 t h e 	 a b o v e
s t a t e m e n t s , 	 c h o o s e 	 t h e 	 m o s t 	 a p p r o p r i a t e 	 f r o m 	 t h e 	 o p t i o n s 	 g i v e n 	 b e l o w :
[ 2 9 - J a n - 2 0 2 4 	 S h i f t 	 1 ]
O p t i o n s :
A . 	 B o t h 	 A 	 a n d 	 R 	 a r e 	 t r u e 	 b u t 	 R 	 i s 	 NO T 	 t h e 	 c o r r e c t 	 e x p l a n a t i o n 	 o f 	 A
B . 	 A 	 i s 	 f a l s e 	 b u t 	 R 	 i s 	 t r u e
C . 	 A 	 i s 	 t r u e 	 b u t 	 R 	 i s 	 f a l s e
D . 	 B o t h 	 A 	 a n d 	 R 	 a r e 	 t r u e 	 a n d 	 R 	 i s 	 t h e 	 c o r r e c t 	 e x p l a n a t i o n 	 o f 	 A
A n s w e r : 	 C
S o l u t i o n :
S o l u t i o n :
- - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - -
Q u e s t i o n 5
A l k y l 	 h a l i d e 	 i s 	 c o n v e r t e d 	 i n t o 	 a l k y l 	 i s o c y a n i d e 	 b y 	 r e a c t i o n 	 w i t h
[ 2 9 - J a n - 2 0 2 4 	 S h i f t 	 2 ]
O p t i o n s :
A . 	 Na C N
B . 	 NH
4
C N
C . 	 K C N
D . 	 A g C N
A n s w e r : 	 D
S o l u t i o n :
S o l u t i o n :
- - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - -
Q u e s t i o n 6
T h e 	 f i n a l 	 p r o d u c t 	 A , 	 f o r m e d 	 i n 	 t h e 	 f o l l o w i n g 	 m u l t i s t e p 	 r e a c t i o n 	 s e q u e n c e 	 i s : 	
[ 3 0 - J a n - 2 0 2 4 	 S h i f t 	 1 ]
O p t i o n s :
A .
B .
C .
D .
A n s w e r : 	 B
- - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - -
Q u e s t i o n 7
G i v e n 	 b e l o w 	 a r e 	 t w o 	 s t a t e m e n t s :
S t a t e m e n t 	 - 	 I : 	 H i g h 	 c o n c e n t r a t i o n 	 o f 	 s t r o n g 	 n u c l e o p h i l i c 	 r e a g e n t 	 w i t h 	 s e c o n d a r y
a l k y l 	 h a l i d e s 	 w h i c h 	 d o 	 n o t 	 h a v e 	 b u l k y 	 s u b s t i t u e n t s 	 w i l l 	 f o l l o w 	 S
N
2 	 m e c h a n i s m .
S t a t e m e n t 	 - 	 I I : 	 A 	 s e c o n d a r y 	 a l k y l 	 h a l i d e 	 w h e n 	 t r e a t e d 	 w i t h 	 a 	 l a r g e 	 e x c e s s 	 o f 	 e t h a n o l
f o l l o w s 	 S
N
1 	 m e c h a n i s m .
I n 	 t h e 	 t h e 	 l i g h t 	 o f 	 t h e 	 a b o v e 	 s t a t e m e n t s , 	 c h o o s e 	 t h e 	 m o s t 	 a p p r o p r i a t e 	 f r o m 	 t h e
q u e s t i o n s 	 g i v e n 	 b e l o w :
[ 3 0 - J a n - 2 0 2 4 	 S h i f t 	 2 ]
O p t i o n s :
A . 	 S t a t e m e n t 	 I 	 i s 	 t r u e 	 b u t 	 S t a t e m e n t 	 I I 	 i s 	 f a l s e .
B . 	 S t a t e m e n t 	 I 	 i s 	 f a l s e 	 b u t 	 S t a t e m e n t 	 I I 	 i s 	 t r u e .
C . 	 B o t h 	 s t a t e m e n t 	 I 	 a n d 	 S t a t e m e n t 	 I I 	 a r e 	 f a l s e .
D . 	 B o t h 	 s t a t e m e n t 	 I 	 a n d 	 S t a t e m e n t 	 I I 	 a r e 	 t r u e .
A n s w e r : 	 D
S o l u t i o n :
S o l u t i o n :
- - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - -
Q u e s t i o n 8
2 - c h l o r o b u t a n e 	 + C l
2
? C
4
H
8
C l
2
	 ( i s o m e r s )
T o t a l 	 n u m b e r 	 o f 	 o p t i c a l l y 	 a c t i v e 	 i s o m e r s 	 s h o w n 	 b y 	 C
4
H
8
C l
2
, 	 o b t a i n e d 	 i n 	 t h e 	 a b o v e
r e a c t i o n 	 i s ____
[ 3 0 - J a n - 2 0 2 4 	 S h i f t 	 2 ]
A n s w e r : 	 6
S o l u t i o n :
- - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - -
Q u e s t i o n 9
T h e 	 t o t a l 	 n u m b e r 	 o f 	 h y d r o g e n 	 a t o m s 	 i n 	 p r o d u c t 	 A 	 a n d 	 p r o d u c t 	 B 	 i s __ __ _
[ 3 1 - J a n - 2 0 2 4 	 S h i f t 	 1 ]
A n s w e r : 	 1 0
Page 5


H a l o a l k a n e s 	 a n d 	 H a l o a r e n e s
Q u e s t i o n 1
T h e 	 c o r r e c t 	 s t a t e m e n t 	 r e g a r d i n g 	 n u c l e o p h i l i c 	 s u b s t i t u t i o n 	 r e a c t i o n 	 i n 	 a 	 c h i r a l 	 a l k y l
h a l i d e 	 i s 	 ;
[ 2 7 - J a n - 2 0 2 4 	 S h i f t 	 1 ]
O p t i o n s :
A . 	 R e t e n t i o n 	 o c c u r s 	 i n 	 S
N
1 	 r e a c t i o n 	 a n d 	 i n v e r s i o n 	 o c c u r s 	 i n 	 S
N
2 	 r e a c t i o n .
B . 	 R a c e m i s a t i o n 	 o c c u r s 	 i n 	 S
N
1 	 r e a c t i o n 	 a n d 	 r e t e n t i o n 	 o c c u r s 	 i n 	 S
N
2 	 r e a c t i o n .
C . 	 R a c e m i s a t i o n 	 o c c u r s 	 i n 	 b o t h 	 S
N
1 	 a n d 	 S
N
2 	 r e a c t i o n s .
D . 	 R a c e m i s a t i o n 	 o c c u r s 	 i n 	 S
N
1 	 r e a c t i o n 	 a n d 	 i n v e r s i o n 	 o c c u r s 	 i n 	 S
N
2 	 r e a c t i o n .
A n s w e r : 	 D
S o l u t i o n :
S o l u t i o n :
- - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - -
Q u e s t i o n 2
I d e n t i f y 	 B 	 f o r m e d 	 i n 	 t h e 	 r e a c t i o n .
C l - ( C H
2
)
4
- C l
	 e x c e s s 	 NH
3
- - - - - - - - ?
A
Na O H
- - - - - - - - ?
B + H
2
O + N a C l
[ 2 7 - J a n - 2 0 2 4 	 S h i f t 	 2 ]
O p t i o n s :
A .
B . 	 H
2
N - ( C H
2
)
4
- NH
2
C . 	
C l
+
NH
3
- ( C H
2
)
4
-
+
NH
3
C l
-
D .
A n s w e r : 	 B
S o l u t i o n :
Q u e s t i o n 3
W h i c h 	 a m o n g 	 t h e 	 f o l l o w i n g 	 h a l i d e / s 	 w i l l 	 n o t 	 s h o w 	 S
N
1 	 r e a c t i o n :
( A ) 	 H
2
C = C H - C H
2
C l
( B ) 	 C H
3
- C H = C H - C l
C h o o s e 	 t h e 	 m o s t 	 a p p r o p r i a t e 	 a n s w e r 	 f r o m 	 t h e 	 o p t i o n s 	 g i v e n 	 b e l o w :
[ 2 7 - J a n - 2 0 2 4 	 S h i f t 	 2 ]
O p t i o n s :
A . 	 ( A ) , 	 ( B ) 	 a n d 	 ( D ) 	 o n l y
B . 	 ( A ) 	 a n d 	 ( B ) 	 o n l y
C . 	 ( B ) 	 a n d 	 ( C ) 	 o n l y
D . 	 ( B ) 	 o n l y
A n s w e r : 	 D
S o l u t i o n :
S o l u t i o n :
- - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - -
Q u e s t i o n 4
G i v e n 	 b e l o w 	 a r e 	 t w o 	 s t a t e m e n t s 	 : 	 o n e 	 i s 	 l a b e l l e d 	 a s 	 A s s e r t i o n 	 A 	 a n d 	 t h e 	 o t h e r 	 i s
l a b e l l e d 	 a s 	 R e a s o n 	 R 	 : 	
A s s e r t i o n 	 A 	 : 	 A r y l 	 h a l i d e s 	 c a n n o t 	 b e 	 p r e p a r e d 	 b y 	 r e p l a c e m e n t 	 o f 	 h y d r o x y l 	 g r o u p 	 o f
p h e n o l 	 b y 	 h a l o g e n 	 a t o m .
R e a s o n 	 R 	 : 	 P h e n o l s 	 r e a c t 	 w i t h 	 h a l o g e n 	 a c i d s 	 v i o l e n t l y . 	 I n 	 t h e 	 l i g h t 	 o f 	 t h e 	 a b o v e
s t a t e m e n t s , 	 c h o o s e 	 t h e 	 m o s t 	 a p p r o p r i a t e 	 f r o m 	 t h e 	 o p t i o n s 	 g i v e n 	 b e l o w :
[ 2 9 - J a n - 2 0 2 4 	 S h i f t 	 1 ]
O p t i o n s :
A . 	 B o t h 	 A 	 a n d 	 R 	 a r e 	 t r u e 	 b u t 	 R 	 i s 	 NO T 	 t h e 	 c o r r e c t 	 e x p l a n a t i o n 	 o f 	 A
B . 	 A 	 i s 	 f a l s e 	 b u t 	 R 	 i s 	 t r u e
C . 	 A 	 i s 	 t r u e 	 b u t 	 R 	 i s 	 f a l s e
D . 	 B o t h 	 A 	 a n d 	 R 	 a r e 	 t r u e 	 a n d 	 R 	 i s 	 t h e 	 c o r r e c t 	 e x p l a n a t i o n 	 o f 	 A
A n s w e r : 	 C
S o l u t i o n :
S o l u t i o n :
- - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - -
Q u e s t i o n 5
A l k y l 	 h a l i d e 	 i s 	 c o n v e r t e d 	 i n t o 	 a l k y l 	 i s o c y a n i d e 	 b y 	 r e a c t i o n 	 w i t h
[ 2 9 - J a n - 2 0 2 4 	 S h i f t 	 2 ]
O p t i o n s :
A . 	 Na C N
B . 	 NH
4
C N
C . 	 K C N
D . 	 A g C N
A n s w e r : 	 D
S o l u t i o n :
S o l u t i o n :
- - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - -
Q u e s t i o n 6
T h e 	 f i n a l 	 p r o d u c t 	 A , 	 f o r m e d 	 i n 	 t h e 	 f o l l o w i n g 	 m u l t i s t e p 	 r e a c t i o n 	 s e q u e n c e 	 i s : 	
[ 3 0 - J a n - 2 0 2 4 	 S h i f t 	 1 ]
O p t i o n s :
A .
B .
C .
D .
A n s w e r : 	 B
- - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - -
Q u e s t i o n 7
G i v e n 	 b e l o w 	 a r e 	 t w o 	 s t a t e m e n t s :
S t a t e m e n t 	 - 	 I : 	 H i g h 	 c o n c e n t r a t i o n 	 o f 	 s t r o n g 	 n u c l e o p h i l i c 	 r e a g e n t 	 w i t h 	 s e c o n d a r y
a l k y l 	 h a l i d e s 	 w h i c h 	 d o 	 n o t 	 h a v e 	 b u l k y 	 s u b s t i t u e n t s 	 w i l l 	 f o l l o w 	 S
N
2 	 m e c h a n i s m .
S t a t e m e n t 	 - 	 I I : 	 A 	 s e c o n d a r y 	 a l k y l 	 h a l i d e 	 w h e n 	 t r e a t e d 	 w i t h 	 a 	 l a r g e 	 e x c e s s 	 o f 	 e t h a n o l
f o l l o w s 	 S
N
1 	 m e c h a n i s m .
I n 	 t h e 	 t h e 	 l i g h t 	 o f 	 t h e 	 a b o v e 	 s t a t e m e n t s , 	 c h o o s e 	 t h e 	 m o s t 	 a p p r o p r i a t e 	 f r o m 	 t h e
q u e s t i o n s 	 g i v e n 	 b e l o w :
[ 3 0 - J a n - 2 0 2 4 	 S h i f t 	 2 ]
O p t i o n s :
A . 	 S t a t e m e n t 	 I 	 i s 	 t r u e 	 b u t 	 S t a t e m e n t 	 I I 	 i s 	 f a l s e .
B . 	 S t a t e m e n t 	 I 	 i s 	 f a l s e 	 b u t 	 S t a t e m e n t 	 I I 	 i s 	 t r u e .
C . 	 B o t h 	 s t a t e m e n t 	 I 	 a n d 	 S t a t e m e n t 	 I I 	 a r e 	 f a l s e .
D . 	 B o t h 	 s t a t e m e n t 	 I 	 a n d 	 S t a t e m e n t 	 I I 	 a r e 	 t r u e .
A n s w e r : 	 D
S o l u t i o n :
S o l u t i o n :
- - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - -
Q u e s t i o n 8
2 - c h l o r o b u t a n e 	 + C l
2
? C
4
H
8
C l
2
	 ( i s o m e r s )
T o t a l 	 n u m b e r 	 o f 	 o p t i c a l l y 	 a c t i v e 	 i s o m e r s 	 s h o w n 	 b y 	 C
4
H
8
C l
2
, 	 o b t a i n e d 	 i n 	 t h e 	 a b o v e
r e a c t i o n 	 i s ____
[ 3 0 - J a n - 2 0 2 4 	 S h i f t 	 2 ]
A n s w e r : 	 6
S o l u t i o n :
- - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - -
Q u e s t i o n 9
T h e 	 t o t a l 	 n u m b e r 	 o f 	 h y d r o g e n 	 a t o m s 	 i n 	 p r o d u c t 	 A 	 a n d 	 p r o d u c t 	 B 	 i s __ __ _
[ 3 1 - J a n - 2 0 2 4 	 S h i f t 	 1 ]
A n s w e r : 	 1 0
Q u e s t i o n 1 0
T h e 	 c o r r e c t 	 o r d e r 	 o f 	 r e a c t i v i t y 	 i n 	 e l e c t r o p h i l i c 	 s u b s t i t u t i o n 	 r e a c t i o n 	 o f 	 t h e 	 f o l l o w i n g
c o m p o u n d s 	 i s 	 :
[ 3 1 - J a n - 2 0 2 4 	 S h i f t 	 2 ]
O p t i o n s :
A . 	 B > C > A > D
B . 	 D > C > B > A
C . 	 A > B > C > D
D . 	 B > A > C > D
A n s w e r : 	 D
- - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - -
Q u e s t i o n 1 1
G i v e n 	 b e l o w 	 a r e 	 t w o 	 s t a t e m e n t s 	 : 	 o n e 	 i s 	 l a b e l l e d 	 a s 	 A s s e r t i o n 	 ( A ) 	 a n d 	 t h e 	 o t h e r 	 i s
l a b e l l e d 	 a s 	 R e a s o n 	 ( R ) .
A s s e r t i o n 	 ( A ) 	 : 	 H a l o a l k a n e s 	 r e a c t 	 w i t h 	 K C N 	 t o 	 f o r m 	 a l k y l 	 c y a n i d e s 	 a s 	 a 	 m a i n
p r o d u c t 	 w h i l e 	 w i t h 	 A g C N 	 f o r m 	 i s o c y a n i d e 	 a s 	 t h e 	 m a i n 	 p r o d u c t .
R e a s o n 	 ( R ) 	 : 	 K C N 	 a n d 	 A g C N 	 b o t h 	 a r e 	 h i g h l y 	 i o n i c 	 c o m p o u n d s .
I n 	 t h e 	 l i g h t 	 o f 	 t h e 	 a b o v e 	 s t a t e m e n t , 	 c h o o s e 	 t h e 	 m o s t 	 a p p r o p r i a t e 	 a n s w e r 	 f r o m 	 t h e
o p t i o n s 	 g i v e n 	 b e l o w :
[ 1 - F e b - 2 0 2 4 	 S h i f t 	 1 ]
O p t i o n s :
A . 	 ( A ) 	 i s 	 c o r r e c t 	 b u t 	 ( R ) 	 i s 	 n o t 	 c o r r e c t
B . 	 B o t h 	 ( A ) 	 a n d 	 ( R ) 	 a r e 	 c o r r e c t 	 b u t 	 ( R ) 	 i s 	 n o t 	 t h e 	 c o r r e c t 	 e x p l a n a t i o n 	 o f 	 ( A )
C . 	 ( A ) 	 i s 	 n o t 	 c o r r e c t 	 b u t 	 ( R ) 	 i s 	 c o r r e c t
D . 	 B o t h 	 ( A ) 	 a n d 	 ( R ) 	 a r e 	 c o r r e c t 	 a n d 	 ( R ) 	 i s 	 t h e 	 c o r r e c t 	 e x p l a n a t i o n 	 o f 	 ( A )
A n s w e r : 	 A
- - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - -
Q u e s t i o n 1 2
I d e n t i f y 	 A 	 a n d 	 B 	 i n 	 t h e 	 f o l l o w i n g 	 s e q u e n c e 	 o f 	 r e a c t i o n

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