JEE ADVANCED PAPER-1

Organic Chemistry Hint/Solutions

12. (11) CH2 = CH—Cl (M = 62.5)
1. (a, c, d) * 80,000 × 62.5 = 5 × 106
*
 2  v
mol   1  0.5 
2. (a, b, c) P is , Q is O 13. (40)  130  1000
–
(involves H– shift) propanoic acid
CCl3 O
O
14. (d) P :   Q :
R is C H

(Involves ring contraction)

Ph R : S:
3. (b, d) E is , I is Ph
HO
4. (a, b, d) O OH
O
(iii) One pair of enantiomer exist
CONH2 C H
(4)
15. (c) P is ; Q is
(iv) (3) (1) CH3

(2)
O
(R) CH3
C CH3
5. (c) Via ArSN two times.
6.
(d) Stability order:
R is , S is
(i) 〉 (ii) 〉 (iv) 〉 (iii) 〉 (v) CH3 CH3
Conjugated 7 a-H 5 a-H 4 a-H
16. (c)
x 2.21
7. (c)   100 = 46.78 17. (d)
108  x 2
N
X = At mass (halogen) ≈ 80
8. (a) Valium & Serotonin → Tranquilizers
(i) R4 :

9. (0) K is O O O
H

10. (2) D is C (ii) R1 :

Br
11. (368) [H+] = 10–3.19 = 6.456 × 10–4
O
[C6 H 5 COOH] [H + ]
= = 10 Me OH
[C6 H 5 COO – ] ka (iii) R2 :
⇒ [C6H5COOH] + [C6H5COO–] = [Ag+] = x
 x NH2
⇒  k sp  x · 
 11  (iv) R3 :
⇒ x = 1.658 × 10–6 M, C OH
whereas solubility in pure H2O = 5 × 10–7 O