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JEE Advanced 2013  (02­Jun­13)  Question & Solutions Paper­I  ­ 1 ­  www. prernaclasses.com 
Chemistry Paper­ I Jee Advance 2013 
R 
Prerna Tower, Road No ­ 2, Contractors Area,  Bistupur, Jamshedpur ­ 831001, Tel ­ (0657)2221892, www.prernaclasses.com 
PART II ­ CHEMISTRY 
SECTION  ­ I    (Only One option Correct Type) 
This  section contains 10 multiple choice questions. Each question has four choices (A), (B), 
(C) and (D) out of which ONLY ONE is correct. 
21.  Methylene blue, from its aqueous solution, is adsorbed on activated charcoal at 25°C. For this 
process, the correct statement is: 
(A)  The adsorption requires activation at 25°C. 
(B)  The adsorption is accompanied by a decrease in enthalpy. 
(C)  The adsorption increases with increase of temperature. 
(D)  The adsorption is irreversible. 
21.  (B)  It is physisorption. It is reversible and rate decreases with rise in temperature. Adsorption 
is exothermic so DH = – ve 
22.  Upon treatment with ammoniacal H 2 S, the metal ion that precipitates as a sulfide is 
(A)  Fe(III)  (B) Al (III)  (C)  Mg (II)  (D)  Zn (II) 
22.  (D)  Zn 2+  is a group IV radical which only precipitates with ammonical medium because 
the K sp value for ZnS is more 
23.  In the reaction, 
[Q]0 
[Q] 
Time 
P + Q ® R + S 
the time taken for 75% reaction of P is twice the time taken for 50% reaction of P. The 
concentration of Q varies with reaction time as shown in the figure. The overall order of the 
reaction is 
(A)  2  (B)  3  (C)  0  (D)  1 
23.  (D)  Order with respect to P is ‘1’ as t½ is constant 
Order with respect to Q is ‘0’ as concentration varies linearly with time. 
So overall order is 1 + 0 = 1.
JEE Advanced 2013  (02­Jun­13)  Question & Solutions Paper­I  ­ 2 ­  www. prernaclasses.com 
24.  KI in acetone, undergoes S N 2 reaction with each P, Q, R and S. The rates of the reaction vary as 
H3C  Cl 
P  Q 
Cl 
Cl 
R 
O 
Cl 
S 
(A)  P > Q > R > S  (B)  S > P > R > Q 
(C)  P > R > Q > S  (D)  R > P > S > Q 
24.  (B)  ‘S’ has highest S N 2 reactivity due to neighbouring group participation. 
25.  The standard enthalpies of formation of CO 2 (g), H 2 O(l) and glucose(s) at 25°C are 
– 400 kJ/mol, – 300 kJ/ mol and – 1300 kJ/ mol, respectively. The standard enthalpy of combustion 
per gram of glucose at 25°C is 
(A)  + 2900 kJ  (B)  – 2900 kJ  (C)  – 16.11 kJ  (D)  + 16.11 kJ 
25.  (C)  C 6 H 12 O 6 + 6O 2 ® 6CO 2 + 6H 2 O
DH C = 6 × (– 300) + 6 × (– 400) – ( – 1300) = – 2900 kJ / mol.
 Standard enthalpy of combustion per gram of glucose = – 2900 / 180 = – 16.11 kJ 
26.  Consider the following complex ions, P, Q and R 
P = [FeF 6 ] 3– , Q = [V(H 2 O) 6 ] 2+  and  R = [Fe(H 2 O) 6 ] 2+ 
The correct order of the complex ions,  according to their  spin­only magnetic moment values 
(in  B.M) is 
(A)  R <Q < P  (B)  Q <R < P  (C)  R < P < Q  (D)  Q < P < R 
26.  (B)  [FeF 6 ] 3– Þ Fe 3+ has 5 unpaired electron 
[V(H 2 O) 6 ] 2+ Þ V 2+ has 3 unpaired electron 
[Fe(H 2 O) 6 ] 2+ Þ Fe 2+ has 4 unpaired electron 
27.  The compound that does NOT liberate CO 2 ,on treatment with aqueous sodium bicarbonate 
solution, is 
(A)  Benzoic acid  (B)  Benzenesulphonic acid 
(C)  Salicylic acid  (D)  Carbolic acid (phenol) 
27.  (D)  Phenol does not react with aqueous NaHCO 3 due to low acidity. 
28.  Sulfide ores are common for the metals 
(A)  Ag, Cu and Pb  (B)  Ag, Cu and Sn 
(C)  Ag, Mg and Pb  (D)  Al, Cu and Pb 
28.  (A)  Sulphide ores are common for less electropositive metals like Ag, Cu, Pb
JEE Advanced 2013  (02­Jun­13)  Question & Solutions Paper­I  ­ 3 ­  www. prernaclasses.com 
29.  The arrangment of X – ions around A + ion in solid AX is given in the figure (not drawn to scale). 
If the radius of X – is 250 pm, the radius of A + is 
(A)  104 pm  (B)  125 pm  (C)  183 pm  (D)  57 pm 
X-
A + 
29.  (A)  The given structure shows that A + is present in octahedral void made by X – .
 r + / r –  = 0.414 Þ r + / 250 = 0.414 Þ r + = 104 pm. 
30.  Concentrated nitric acid, upon long standing, turns yellow­brown due to the formation of 
(A)  NO  (B)  NO 2  (C)  N 2 O  (D) N 2 O 4 
30.  (B)  Concentrated nitric acid upon long standing turns yellow­brown due to dissolved NO 2 .
JEE Advanced 2013  (02­Jun­13)  Question & Solutions Paper­I  ­ 4 ­  www. prernaclasses.com 
SECTION ­ II  (One or more options correct Type) 
This section contains 5 multiple choice questions. 
Each question has four choices (A), (B), (C) and (D), out of which ONE OR MORE are correct. 
31.  Among P, Q, R and S, the aromatic compound(s) is/are 
(A)  P  (B)  Q  (C)  R  (D)  S 
Cl 
P AlCl
¾¾ ®¾ 3 
Q NaH
¾¾ ®¾
O O 
R CO NH 
C 115 100 
) (
°-
¾¾¾¾ ®¾ 3 2 4 
O 
S HCl
¾¾ ®¾
31.  (ABCD) 
Cl
¾¾ ®¾ 3 AlCl 
+ AlCl4
-
+
(Aromatic) 
; ¾¾ ®¾NaH 
+ H2 
Na +-
(aromatic) 
O O 
(NH4)2CO3 
N 
H 
100 ­115°C 
(Aromatic ) 
; (Paal Knorr Pyrrole Synthesis) 
O
¾¾ ®¾HCl 
OH 
Cl-+
(aromatic) 
32.  The initial rate of hydrolysis of methyl acetate (1M) by a weak acid (HA, 1M) is 1/100 th of that of 
a strong acid (HX, 1M), at 25 °C. The K a of HA is 
(A)  1 × 10 –4  (B)  1 × 10 –5  (C)  1 × 10 –6  (D)  1 × 10 –3 
32.  (A) 
) ( 
) ( 
] [ 
] [ 
] ester ][ [ 
] ester ][ [ 
100 
1 
) ( 
) ( 
HX 
HA 
H 
H 
H k 
H k 
HX rate 
HA rate
+
+
+
+
===
 [H + ] (HA) = Ca = 10 –2  a = 10 –2  [Q C = 1]
JEE Advanced 2013  (02­Jun­13)  Question & Solutions Paper­I  ­ 5 ­  www. prernaclasses.com

4 
4 2 
.
-
-
»
´
=
-
= 10 
99 0 
10 1 
1 ) (
a
aC 
K  HA a 
33.  Benzene and naphthalene form an ideal solution at room temperature. For this process, the true 
statement(s) is (are) 
(A) DG is positive  (B) DS system is positive 
(C) DS surroundings = 0  (D) DH = 0 
33.  (BCD)  For ideal solution DH = 0
DS mixing for system = +ve
DS surrounding = 0 as no heat is exchanged with surrounding. 
34.  The pair(s) of coordination complexes/ions exhibiting the same kind of isomerism is (are) 
(A)  [Cr(NH 3 ) 5 Cl]Cl 2 and [Cr(NH 3 ) 4 Cl 2 ]Cl (B)  [Co(NH 3 ) 4 Cl 2 ] + and [Pt(NH 3 ) 2 (H 2 O)Cl] + 
(C)  [CoBr 2 Cl 2 ] 2– and [PtBr 2 Cl 2 ] 2–  (D)  [Pt(NH 3 ) 3 (NO 3 )]Cl and [Pt(NH 3 ) 3 Cl]Br 
34.  (BD)  [Co(NH 3 ) 4 Cl 2 ] + and [Pt(NH 3 ) 2 (H 2 O)Cl] + exhibit geometrical isomerism 
[Pt(NH 3 ) 3 (NO 3 )]Cl and [Pt(NH 3 ) 3 Cl]Br exhibit ionisation isomerism 
35.  The hyperconjugative stabilities of tert­butyl cation and 2­butene, respectively, are due to 
(A) s®p(empty) and s®p* electron delocalisations. 
(B) s®s* and s®p electron delocalisations. 
(C) s®p(filled) and s®p electron delocalisations. 
(D)  p(filled)®s* and s®p* electron delocalisations. 
35.  (A) 
CH3 
(s ­ p(empty)) 
C + 
CH3 
CH2  H 
CH2  C 
CH3 
CH2 H  H + 
(s ­ p(filled)) 
CH2  C 
CH3 
CH3
JEE Advanced 2013  (02­Jun­13)  Question & Solutions Paper­I  ­ 6 ­  www. prernaclasses.com 
SECTION ­ III  (Integer value corret Type) 
This section contains a group of5 questions. 
The answer to each of the questions is a single­digit integer,ranging from 0 to 9. 
36.  A tetrapeptide has –COOH group on alanine. This produces glycine (Gly), valine (Val), phenyl 
alanine (Phe) and alanine (Ala), on complete hydrolysis. For this tetrapeptide, the number of 
possible sequences (primary structures) with –NH 2 group attached to a chiral center is 
36.  (4)  Glycine is inactive, so it can not come as N–terminal amino acid. At the same time alanine 
has to be present as C­terminal Therefore the possible combinations are. 
Phe­Gly­Val­Ala 
Phe­Val­Gly­Ala 
Val­Phe­Gly­Ala 
Val­Gly­Phe­Ala 
37.  The atomic masses of He and Ne are 4 and 20 a.m.u., respectively. The value of the de Broglie 
wavelength of He gas at –73 °C is “M” times that of the de Broglie wavelength of Ne at 727 °C. 
M is 
37.  (5) l = (h / mv) 
M 
RT 
V 
3
=
M 
T 
m 
h 
λ =
Ne 
He 
λ 
λ 
= 
20 
1000 
20 
4 
200 
4
´
´
h 
h 
= 5 
38.  The total number of lone­pairs of electrons in melamine is 
38.  (6)  Melamine 
NH2 
NH2 NH2 
N: :N 
N
JEE Advanced 2013  (02­Jun­13)  Question & Solutions Paper­I  ­ 7 ­  www. prernaclasses.com 
39.  The total number of carboxylic acid groups in the product P is 
O 
O 
O  O 
O 
P 
O H 
O 
O H 
2 2 
3 
3 
. 3 
. 2 
, . 1
¾¾¾ ®¾ D+
39.  (2)  O 
O 
O  O 
O
¾¾ ®¾
+O H 3  OH 
O 
O 
OH 
O 
O 
ation Decarboxyl
¾®¾D
O 
O 
+ 2CO 2 
2 2 
3 
O H 
O
¾®¾
HO 
O 
O 
O 
HO 
O 
40.  EDTA 4–  is ethylenediaminetetraacetate ion. The total number of N–Co–O bond angles in 
[Co(EDTA)] 1– complex ion is 
40.  (8)

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Prerna Jee advance2013 chemical Paper 1

  • 1. JEE Advanced 2013  (02­Jun­13)  Question & Solutions Paper­I  ­ 1 ­  www. prernaclasses.com  Chemistry Paper­ I Jee Advance 2013  R  Prerna Tower, Road No ­ 2, Contractors Area,  Bistupur, Jamshedpur ­ 831001, Tel ­ (0657)2221892, www.prernaclasses.com  PART II ­ CHEMISTRY  SECTION  ­ I    (Only One option Correct Type)  This  section contains 10 multiple choice questions. Each question has four choices (A), (B),  (C) and (D) out of which ONLY ONE is correct.  21.  Methylene blue, from its aqueous solution, is adsorbed on activated charcoal at 25°C. For this  process, the correct statement is:  (A)  The adsorption requires activation at 25°C.  (B)  The adsorption is accompanied by a decrease in enthalpy.  (C)  The adsorption increases with increase of temperature.  (D)  The adsorption is irreversible.  21.  (B)  It is physisorption. It is reversible and rate decreases with rise in temperature. Adsorption  is exothermic so DH = – ve  22.  Upon treatment with ammoniacal H 2 S, the metal ion that precipitates as a sulfide is  (A)  Fe(III)  (B) Al (III)  (C)  Mg (II)  (D)  Zn (II)  22.  (D)  Zn 2+  is a group IV radical which only precipitates with ammonical medium because  the K sp value for ZnS is more  23.  In the reaction,  [Q]0  [Q]  Time  P + Q ® R + S  the time taken for 75% reaction of P is twice the time taken for 50% reaction of P. The  concentration of Q varies with reaction time as shown in the figure. The overall order of the  reaction is  (A)  2  (B)  3  (C)  0  (D)  1  23.  (D)  Order with respect to P is ‘1’ as t½ is constant  Order with respect to Q is ‘0’ as concentration varies linearly with time.  So overall order is 1 + 0 = 1.
  • 2. JEE Advanced 2013  (02­Jun­13)  Question & Solutions Paper­I  ­ 2 ­  www. prernaclasses.com  24.  KI in acetone, undergoes S N 2 reaction with each P, Q, R and S. The rates of the reaction vary as  H3C  Cl  P  Q  Cl  Cl  R  O  Cl  S  (A)  P > Q > R > S  (B)  S > P > R > Q  (C)  P > R > Q > S  (D)  R > P > S > Q  24.  (B)  ‘S’ has highest S N 2 reactivity due to neighbouring group participation.  25.  The standard enthalpies of formation of CO 2 (g), H 2 O(l) and glucose(s) at 25°C are  – 400 kJ/mol, – 300 kJ/ mol and – 1300 kJ/ mol, respectively. The standard enthalpy of combustion  per gram of glucose at 25°C is  (A)  + 2900 kJ  (B)  – 2900 kJ  (C)  – 16.11 kJ  (D)  + 16.11 kJ  25.  (C)  C 6 H 12 O 6 + 6O 2 ® 6CO 2 + 6H 2 O DH C = 6 × (– 300) + 6 × (– 400) – ( – 1300) = – 2900 kJ / mol. Standard enthalpy of combustion per gram of glucose = – 2900 / 180 = – 16.11 kJ  26.  Consider the following complex ions, P, Q and R  P = [FeF 6 ] 3– , Q = [V(H 2 O) 6 ] 2+  and  R = [Fe(H 2 O) 6 ] 2+  The correct order of the complex ions,  according to their  spin­only magnetic moment values  (in  B.M) is  (A)  R <Q < P  (B)  Q <R < P  (C)  R < P < Q  (D)  Q < P < R  26.  (B)  [FeF 6 ] 3– Þ Fe 3+ has 5 unpaired electron  [V(H 2 O) 6 ] 2+ Þ V 2+ has 3 unpaired electron  [Fe(H 2 O) 6 ] 2+ Þ Fe 2+ has 4 unpaired electron  27.  The compound that does NOT liberate CO 2 ,on treatment with aqueous sodium bicarbonate  solution, is  (A)  Benzoic acid  (B)  Benzenesulphonic acid  (C)  Salicylic acid  (D)  Carbolic acid (phenol)  27.  (D)  Phenol does not react with aqueous NaHCO 3 due to low acidity.  28.  Sulfide ores are common for the metals  (A)  Ag, Cu and Pb  (B)  Ag, Cu and Sn  (C)  Ag, Mg and Pb  (D)  Al, Cu and Pb  28.  (A)  Sulphide ores are common for less electropositive metals like Ag, Cu, Pb
  • 3. JEE Advanced 2013  (02­Jun­13)  Question & Solutions Paper­I  ­ 3 ­  www. prernaclasses.com  29.  The arrangment of X – ions around A + ion in solid AX is given in the figure (not drawn to scale).  If the radius of X – is 250 pm, the radius of A + is  (A)  104 pm  (B)  125 pm  (C)  183 pm  (D)  57 pm  X- A +  29.  (A)  The given structure shows that A + is present in octahedral void made by X – . r + / r –  = 0.414 Þ r + / 250 = 0.414 Þ r + = 104 pm.  30.  Concentrated nitric acid, upon long standing, turns yellow­brown due to the formation of  (A)  NO  (B)  NO 2  (C)  N 2 O  (D) N 2 O 4  30.  (B)  Concentrated nitric acid upon long standing turns yellow­brown due to dissolved NO 2 .
  • 4. JEE Advanced 2013  (02­Jun­13)  Question & Solutions Paper­I  ­ 4 ­  www. prernaclasses.com  SECTION ­ II  (One or more options correct Type)  This section contains 5 multiple choice questions.  Each question has four choices (A), (B), (C) and (D), out of which ONE OR MORE are correct.  31.  Among P, Q, R and S, the aromatic compound(s) is/are  (A)  P  (B)  Q  (C)  R  (D)  S  Cl  P AlCl ¾¾ ®¾ 3  Q NaH ¾¾ ®¾ O O  R CO NH  C 115 100  ) ( °- ¾¾¾¾ ®¾ 3 2 4  O  S HCl ¾¾ ®¾ 31.  (ABCD)  Cl ¾¾ ®¾ 3 AlCl  + AlCl4 - + (Aromatic)  ; ¾¾ ®¾NaH  + H2  Na +- (aromatic)  O O  (NH4)2CO3  N  H  100 ­115°C  (Aromatic )  ; (Paal Knorr Pyrrole Synthesis)  O ¾¾ ®¾HCl  OH  Cl-+ (aromatic)  32.  The initial rate of hydrolysis of methyl acetate (1M) by a weak acid (HA, 1M) is 1/100 th of that of  a strong acid (HX, 1M), at 25 °C. The K a of HA is  (A)  1 × 10 –4  (B)  1 × 10 –5  (C)  1 × 10 –6  (D)  1 × 10 –3  32.  (A)  ) (  ) (  ] [  ] [  ] ester ][ [  ] ester ][ [  100  1  ) (  ) (  HX  HA  H  H  H k  H k  HX rate  HA rate + + + + === [H + ] (HA) = Ca = 10 –2 a = 10 –2  [Q C = 1]
  • 5. JEE Advanced 2013  (02­Jun­13)  Question & Solutions Paper­I  ­ 5 ­  www. prernaclasses.com 4  4 2  . - - » ´ = - = 10  99 0  10 1  1 ) ( a aC  K  HA a  33.  Benzene and naphthalene form an ideal solution at room temperature. For this process, the true  statement(s) is (are)  (A) DG is positive  (B) DS system is positive  (C) DS surroundings = 0  (D) DH = 0  33.  (BCD)  For ideal solution DH = 0 DS mixing for system = +ve DS surrounding = 0 as no heat is exchanged with surrounding.  34.  The pair(s) of coordination complexes/ions exhibiting the same kind of isomerism is (are)  (A)  [Cr(NH 3 ) 5 Cl]Cl 2 and [Cr(NH 3 ) 4 Cl 2 ]Cl (B)  [Co(NH 3 ) 4 Cl 2 ] + and [Pt(NH 3 ) 2 (H 2 O)Cl] +  (C)  [CoBr 2 Cl 2 ] 2– and [PtBr 2 Cl 2 ] 2–  (D)  [Pt(NH 3 ) 3 (NO 3 )]Cl and [Pt(NH 3 ) 3 Cl]Br  34.  (BD)  [Co(NH 3 ) 4 Cl 2 ] + and [Pt(NH 3 ) 2 (H 2 O)Cl] + exhibit geometrical isomerism  [Pt(NH 3 ) 3 (NO 3 )]Cl and [Pt(NH 3 ) 3 Cl]Br exhibit ionisation isomerism  35.  The hyperconjugative stabilities of tert­butyl cation and 2­butene, respectively, are due to  (A) s®p(empty) and s®p* electron delocalisations.  (B) s®s* and s®p electron delocalisations.  (C) s®p(filled) and s®p electron delocalisations.  (D)  p(filled)®s* and s®p* electron delocalisations.  35.  (A)  CH3  (s ­ p(empty))  C +  CH3  CH2  H  CH2  C  CH3  CH2 H  H +  (s ­ p(filled))  CH2  C  CH3  CH3
  • 6. JEE Advanced 2013  (02­Jun­13)  Question & Solutions Paper­I  ­ 6 ­  www. prernaclasses.com  SECTION ­ III  (Integer value corret Type)  This section contains a group of5 questions.  The answer to each of the questions is a single­digit integer,ranging from 0 to 9.  36.  A tetrapeptide has –COOH group on alanine. This produces glycine (Gly), valine (Val), phenyl  alanine (Phe) and alanine (Ala), on complete hydrolysis. For this tetrapeptide, the number of  possible sequences (primary structures) with –NH 2 group attached to a chiral center is  36.  (4)  Glycine is inactive, so it can not come as N–terminal amino acid. At the same time alanine  has to be present as C­terminal Therefore the possible combinations are.  Phe­Gly­Val­Ala  Phe­Val­Gly­Ala  Val­Phe­Gly­Ala  Val­Gly­Phe­Ala  37.  The atomic masses of He and Ne are 4 and 20 a.m.u., respectively. The value of the de Broglie  wavelength of He gas at –73 °C is “M” times that of the de Broglie wavelength of Ne at 727 °C.  M is  37.  (5) l = (h / mv)  M  RT  V  3 = M  T  m  h  λ = Ne  He  λ  λ  =  20  1000  20  4  200  4 ´ ´ h  h  = 5  38.  The total number of lone­pairs of electrons in melamine is  38.  (6)  Melamine  NH2  NH2 NH2  N: :N  N
  • 7. JEE Advanced 2013  (02­Jun­13)  Question & Solutions Paper­I  ­ 7 ­  www. prernaclasses.com  39.  The total number of carboxylic acid groups in the product P is  O  O  O  O  O  P  O H  O  O H  2 2  3  3  . 3  . 2  , . 1 ¾¾¾ ®¾ D+ 39.  (2)  O  O  O  O  O ¾¾ ®¾ +O H 3  OH  O  O  OH  O  O  ation Decarboxyl ¾®¾D O  O  + 2CO 2  2 2  3  O H  O ¾®¾ HO  O  O  O  HO  O  40.  EDTA 4–  is ethylenediaminetetraacetate ion. The total number of N–Co–O bond angles in  [Co(EDTA)] 1– complex ion is  40.  (8)