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National Standard Examination in Chemistry

NSEC-2022
Answer & Solutions
Chemistry

1. 3-tert-butylphenol when reacted separately with excess chlorine, bromine and iodine gave trichloro, di-
bromo and mono-iodo derivatives of 3-tert-butylphenol respectively. The correct structures of the
respective halogen derivatives are:

A.

B.

C.

D.

Answer (C)

Sol.
2. Consider the following sequence of reactions:
The functional groups undergoing change in the conversion of A of E respectively are

A. –COOH, –NC, –CONH2, –NH2, –CH2OH

B. –COOH, –CN, –CONH2, –NH2, –CH2OH
C. –COOH, –CONH2, –CN, –CH2NH2, –CH2OH
D. –CONH2, –COOR, –NC, –NHR, >CHOH

Answer (C)

Sol.

3. The correct sequence of reagents which would convert p-Nitrotoluene to p-Iodobenzoic acid is:

A. (i) Br2 + FeBr2, (ii) Mg in ether, then CO2, (iii) 3H2 and Pt or catalyst, (iv) HNO2, 0ºC, (v) Kl solution
B. (i) Br2 in CCl4 and heat, (ii) Nal in acetone, (iii) 3H2 and Pt or Ni catalyst, (iv) HNO2, 0ºC, (v) H3PO2
C. (i) 3 H2 and Pt or Ni catalyst, (ii) HNO2, 0ºC, (iii) Cu2Br2 + HBr, (iv) KMnO4 and heat, (v) Kl solution
D. (i) KMnO4 and heat, (ii) 3H2 and Pt or Ni catalyst, (iii) HNO2, 0ºC, (iv) Kl solution

Answer (D)

Sol.
4. The results obtained by four students, each performing a set of four titrations with the same solution
under identical conditions, are given below. If the expected titre value is 20.0 mL, the set of data (mL)
with good accuracy and poor precision is:

A. 19.9, 20.0, 20.1, 19.9

B. 18.1, 18.2, 18.0, 18.1
C. 17.9, 18.1, 21.5, 21.0
D. 20.0, 19.8, 19.4, 20.2

Answer (D)

Sol.
Good accuracy: How close a given set of measurements are to their true value.
Good precision: How close the measurements are to each other. The results given in Option D are close
to true value 20 mL but do not match with each other. So they have good accuracy and poor precision.

5. The statement that is NOT correct about atomic spectra is:

A. Electric discharge through gases produce line spectra

B. Each element in the gaseous state has a unique line spectrum
C. The number of lines in the spectrum is same as the number of electrons in the atom
D. Atoms can emit photons with wavelength lower than that of visible light

Answer (C)

Sol.
The number of lines in the spectrum is the same as the number of electrons in the atom.

6. A closed 2.0 L container initially holds 3.0 mol of O 2(g) and 2.0 mol of N2(g) at room temperature T. If
the pressure remains constant when 1.0 mol of O 2(g) is added, the final temperature of the system is:
(Assume ideal gas behavior throughout)

A. (3/5)T
B. (5/6)T
C. 2T
D. (6/5)T

Answer (B)

Sol.
Volume of container = 2L (constant)
Initial number of moles, n1 = 3.0 mol of O2(g) + 2.0 mol of N2(g) = 5 moles
Pressure is constant, when 1 mol O2 is added, final number of moles, n 2 = 6 moles
Ideal gas equation is : PV = nRT
n1RT1 = n2RT2 (T1 = Initial temperature = T and T2 = Final temperature)
5RT1 = 6RT2
T2 = 5/6T

7. The equilibrium constant (KC) for trimerisation of phenylacetylene to triphenyl benzene is 3.0 at 310 K. If
at equilibrium, 0.9 mol dm–3 of triphenyl benzene is present, concentration of phenyl acetylene at
equilibrium is:

A. 1/3 mol dm–3

B. 3.0 mol dm–3
C. 1.732 mol dm–3
 D. 0.67 mol dm–3
Answer (D)

Sol.

Equilibrium constant, Keq = [P]/[R]3

3.0 = (0.9)/[R]3
[R]3 = 0.9/3.0 = ∛ 0.3 = 0.67 mol dm-3

8. At 298 K, the standard free energies of formation of cis- and trans-1,2-dichloroethene are 41.549 kJ and
33.235 kJ respectively. The most appropriate mol ratio of trans- and cis-isomers at equilibrium at 298 K
is:

A. 10:3
B. 3:10
C. 28:1
D. 1:28

Answer (C)

Sol.
At 298 K, ΔGof (cis-1,2-dichlorobenzene) = 41.589 kJ
ΔGof (trans-1,2-dichlorobenzene) = 33.235 kJ
cis-1,2-dichlorobenzene ⇋ trans-1,2-dichlorobenzene
ΔGoreaction = ΔGof (trans form) - ΔGof (cis form)
= 33.235 – 41.549
= -8.314 kJ = -8314 J
ΔGoreaction = –2.303RT log Keq = –8314
logKeq = 8314/(2.303 × 8.314 × 298) = 1.457
Keq = 28 = [trans 1,2-dichlorobenzene]/[cis 1,2-dichlorobenzene] = 28/1

9. The pH of the solution produced by complete consumption of 10 mL of 0.4 M NaOH to 'x' mL of 0.5 M
CH3COOH was found to be 4.57. The value of 'x' (mL) is (Given: K a of CH3COOH = 1.8 × 10–5).

A. 12.0
B. 10.4
C. 19.8
D. 6.5

Answer (C)

Sol.
CH3COOH + NaOH → CH3COONa + H2O
0.5x mmol 4 mmol - -
0.5x - 4 mmol 0 mmol 4
𝑐
pH = 𝑝𝐾𝑎 + log 𝑐2
1
4
4.57 = 4.74 + log 0.5𝑥 − 4
 4
0.676 = 0.5𝑥 − 4
x = 19.8 mL.

10. The correct order of concentrations of the ions/molecules present in 1.0 L of 1.0 M H2SO4(aq) solution is:

A. OH– < SO42– < HSO4– < H3O+ < H2O

B. OH– < HSO4– < SO42–< H3O+ < H2O
C. H2O < HSO4– < OH– < SO42– < H3O+
D. H2O < OH– < SO42– < HSO4– < H3O+

Answer (A)

Sol.
H2SO4 ⟶H+ + HSO4–
HSO4– ⇋ H+ + SO42–
1M, 1L solution of H2SO4 have 1 mole of H2SO4. The remaining solution will be H2O.
Hence, the correct order of concentrations of the ions/molecules is given as OH – <
SO42– < HSO4– < H3O+ < H2O.

11. The pOH of the solution obtained by mixing 30 mL of a strong monobasic acid of pH 3.0 and 70 mL of a
strong monoacidic base of pH 12.0 at 298 K is:

A. 3.17
B. 2.17
C. 5.17
D. 0.17

Answer (B)

Sol.
pH = –log [H+]
[H+] = 10–3
Millimoles of H+ = 10–3 × 30mL
pOH = 14 – 12 = 2
[OH–] = 10–2
Millimoles of OH- = 70 × 10–2
After mixing, millimoles of OH– = (70 × 10–2) - (30 × 10–3) = 0.67
So, concentration of OH– = 0.67/Total volume = 0.67/100 = 0.0067
pOH = –log (0.0067) = 2.17

12. If refractive index, density, pressure, volume, heat capacity and surface tension are represented
respectively as η, ρ, P, V, Q and 𝛾, the set that contains only intensive properties is:

A. η, ρ, 𝛾,Q
B. ρ, P, Q, 𝛾
C. V, Q, η, ρ
D. η, ρ, P, 𝛾

Answer (D)

Sol.
Volume and heat capacity are extensive property.
Refractive index, pressure, surface tension and density are intensive properties.

13. Heat of reaction and heat of formation will be the same in:
 I. 1/2 N2(g) + O2(g) ⟶NO2(g)
II. Xe(g) + 2F2(g) ⟶XeF4(g)
III. N2(g) + O3(g) ⟶N2O3(g)
IV. C(diamond) + O2(g) ⟶CO2(g)
A. Only I
B. Only I and II
C. Only I, II and III
D. Only II, III and IV

Answer (B)

Sol.
ΔHf is the energy released when 1 mole product formed from its components in their elemental state. As
in options I and II, 1 mole of the compound is formed from elements in their most stable/elemental state,
i.e. their ΔHf = ΔHreaction.

14. From the following data,

2CH6N2(l) + 5O2(g) ⟶2N2(g) + 2CO2(g) + 6H2O(g) (∆ Hºr = –2606 kJ) and
H2O(l) ⟶H2O(g) (Hº v = 44 kJ mol–1)
Heat of combustion of CH6N2 at 298 K can be calculated as:

A. –1567 kJ mol–1
B. –1435 kJ mol–1
C. –1171 kJ mol–1
D. –2342 kJ mol–1

Answer (B)

Sol.
2CH6N2(l) + 5O2(g) ⟶2N2(g) + 2CO2(g) + 6H2O(g) (∆ Hºr = –2606 kJ) ……A.
H2O(l) ⟶H2O(g) (Hºv = 44 kJ mol–1) ............B.
H2O(g) ⟶H2O(l) (Hºv = -44 kJ mol–1) ...........C.
Heat of combustion of CH6N2 = Equation A - 6 × Equation B
= –2606 – (264) = –2870 kJ
Hence, for 2 moles of CH6N2, 2870 kJ energy is released.
For 1 mole of CH6N2, 1435 kJ energy is released.

15. When 100 g each of the salts NaCl, MgSO 4, Ca(NO3)2, K2CO3, were dissolved separately in 1.0 kg of
water, the solution with the highest boiling point will be of:

A. Ca(NO3)2
B. MgSO4
C. NaCl
D. K2CO3

Answer (C)

Sol.
We know, ΔTb = iKbm. Hence, more the value of im, more is the elevation in boiling
point and hence, more is the boiling point.
i for the given salts is given as:
NaCl, i = 2
MgSO4, i = 2
Ca(NO3)2, i = 3
K2CO3, i = 3
 ΔTb for NaCl = 2 × 100 × 1 × Kb /58.5 = 3.4Kb
ΔTb for MgSO4 = 2 × 100 × 1 × Kb /120 = 1.66Kb
ΔTb for Ca(NO3)2 = 3 × 100 × 1 × Kb /164 = 1.83Kb
ΔTb for K2CO3 = 3 × 100 × 1 × Kb /138 = 2.17Kb
So, NaCl has the maximum boiling point.

16. When the pH of the system is increased by 2.0 units, maximum decrease in half cell potential for the
reaction will be observed in:

A. V2+(aq) → V3+(aq) + e–
B. VO3– + 2H+ → VO2+ + H2O
C. VO2+ + 2H+ + e– → V3+ + H2O
D. VO2+ + H2O → VO2+ + 2H+ + e–

Answer (C)

Sol.
A. V2+ →V3+ + e-
𝑜 0.059 [𝑉 3+ ]
𝐸(𝑉 2+/𝑉 3+ ) = 𝐸(𝑉 2+ /𝑉 3+ ) -
1
𝑙𝑜𝑔 [𝑉 2+], This is independent of pH

B. VO3- + 2H+ →VO2+ + H2O

Ecell = Eocell - 0.059/n log 1/[H+]2 = Eocell - 0.059/n × 2pH (Here, n = 0, hence, E cell is not defined)

C. VO2+ + 2H+ + e- →V3+ + H2O

𝑜 0.059 1
𝐸(𝑉𝑂2+ /𝑉 3+ ) = 𝐸(𝑉𝑂 2+ /𝑉 3+ ) −
1
𝑙𝑜𝑔 [𝐻 +]2
𝑜
𝐸(𝑉𝑂2+/𝑉 3+) = 𝐸(𝑉𝑂 2+ /𝑉 3+ ) − 0.059 × 2𝑝𝐻

Here, Ecell decreases on increasing pH.

D. VO2+ + H2O → VO2+ + 2H+ + e-

Ecell = Eocell – 0.059/n log [H+]2
or
Ecell = Eocell + 2 × 0.059 (pH)
Here,Ecell increases on increasing pH.

17. The reaction that takes place during charging of the lead storage cell is given below:
2PbSO4(s) + 2H2O(l) → Pb(s) + PbO(s) + 2H2SO4(aq)
If a current of 10.0 A is passed for 1.50 h for charging, the amount of PbSO 4 reacted is:

A. 25.0 g
B. 56.0 g
C. 120.5 g
D. 170.0 g

Answer (D)

Sol.
Molecular mass of PbSO4 = 303.2 g mol-1
2PbSO4 + 2H2O→Pb + PbO + H2SO4
 The amount of PbSO4 reacted = 303.2 g mol–1 × (10 × 1.5 × 3600)C / 96500 C mol–1
= 170 g

18. A sample of water from a water tank has a resistance of 100 Ω at 298 K, when placed a conductivity cell
of cell constant 0.2 m–1. On dissolving 58.5 g of NaCl in the water tank, a sample of this solution gave a
resistance of 40 Ω. The molar conductivity of NaCl at this concentration is 10 Ω –1 m2 mol–1. The volume
of water in the water tank is:

A. 3.33 × 106 L
B. 3333.3 L
C. 363.5 L
D. 4.2 × 105 L

Answer (A)

Sol.
k = CG; k of H2O = CG = 1/R × G
C = 1/102 × 0.2 = 2/1000
On dissolving NaCl, conductance increases and resistance decreases.
Resistance of NaCl solution = 40 Ω
k of H2O of tank after adding NaCl
k = C1G1 – C2G2
G1 = G2 = 0.2 m–1
k = G[C1 – C2] = G[1/R1 – 1/R2]
k = 0.2[1/40 – 1/100] = 0.003
𝐶𝐺 × 𝑉𝑜𝑙𝑢𝑚𝑒
Λm = k /(Molarity×1000) =𝑀𝑜𝑙𝑒𝑠 × 1000
10 × 1000 = 0.003 × Volume (As, Moles of NaCl = 1)
Volume = 3.33 × 106L

19. Initial concentration of the reactions and the corresponding half-lives for the reaction P + Q → R are given
below. The rate law for the reaction is:

Entry [P0] (mol dm–3 × 10–6) [Q0] (mol dm–3 × 10–6) t1/2(s)

1 500 10 30

2 500 20 60

3 10 500 60

4 20 500 60

A. dR/dt = k[P]
B. dR/dt = k[P]/[Q]
C. dR/dt = k[Q]
D. –d[P]/dt = k[P]/[Q]

Answer (A)

Sol.
Let’s compare entries 3 and 4. On changing the concentration of P, there is no change in half-life
period of the reaction. Hence, this is a first order reaction.
 Comparing entry 1 and 2:

On solving, n = 0. Hence, order with respect to [Q] is zero. The rate can be
given as dR/dt = k[P].

20. The unit cell structure of a mineral perovskite crystallises in cubic unit cell wherein calcium (filled circles)
and oxide (hollow circles) constitute a cubic close packing (ccp) arrangement and titanium ion (hollow
square) occupies an interstitial hole as shown below. (Charges are omitted for simplicity). The empirical
formula of this compound is:

A. Ca2TiO3
B. Ca4TiO6
C. CaTiO3
D. Ca8TiO6

Answer (C)

Sol.
1
Ca2+ = 8 × 8 = 1
1
O2- = × 6 = 3
2
Ti2+ = 1 (Body centre)
The empirical formula is CaTiO3.

21. Study the sequence of reactions of diborane (B 2H6) given below and identify the products K, L and N.
(The shown reagents are taken in excess).

A. K = BNH6; L = (BN)x; M = B2H3Cl; N = B3N3H3Cl3

 B. K = [B2H6.2NH3]; L = B3N3H6; M = B2H5Cl; N = B3N3Cl6
C. K = BNH6; L = (BN)x; M = BCl3; N = B3N3Cl6
D. K = [B2H6.2NH3]; L = B3N3H6; M = BCl3; N = B3N3H3Cl3

Answer (D)

Sol.
B2H6 + 6Cl2 → 2BCl3 (M) + 6HCl
3BCl3 + 3NH4Cl → B3N3H3Cl3 (N)
B3N3H3Cl3+ NaBH4 → B3N3H6 (L) (Inorganic benzene)
153 K

B2H6 + NH3→ [B2H6.2NH3] (K)

22. During extraction of gold, the gold ore is treated with aqueous KCN solution as shown by the equations
(not balanced) below to get compound X which is further reduced by Zn to obtain compound Y and
metallic gold. Identify X and Y. Gold ore + CN– + H2O + O2 → [X] + OH– ……………. (i)
[X] + Zn → [Y] + Au ……………. (ii)

A. X = [Au(CN)2]–, Y = [Zn(CN)2]2–
B. X = [Au(CN)2]–, Y = [Zn(CN)4]2–
C. X = [Au(CN)4]3–, Y = [Zn(CN)4]2–
D. X = [Au(CN)2]–, Y = [Zn(CN)4]4–

Answer (B)

Sol.
4Au + 8CN- + 2H2O + O2 → 4[Au(CN)2]- + 4OH-
2[Au(CN)2]- + Zn → [Zn(CN)4]2– + 2Au

23. The correct IUPAC name for the complex [Au(en)2(H2O)2] [Au(ox)3] is (en = ethylenediamine and ox =
oxalate)

A. Bisaquobisethylenediaminegold (III) trioxalatoaurate(III)

B. Diaquobisethylenediamineaurate (III) trisoxalatogold(III)
C. Bisaquodiethylenediamineaurate (III) trisoxalatogold (III)
D. Diaquobisethylenediaminegold (III) trioxalatoaurate (III)

Answer (D)

Sol.
[Au(en)2(H2O)2]+3 [Au(ox)3]-3
Diaquobisethylenediaminegold (III) trioxalatoaurate (III)

24. Addition of dil. HCl to an aqueous solution of a mixture of two inorganic salts yielded white precipitate E
and filtrate F. Precipitate E dissolved in hot water F in alkaline alizarin gives a positive red lake test. The
cations present in the precipitate E and solution F respectively are:

A. Ag+; Fe3+
B. Hg2+; Ba2+
C. Pb2+; Al3+
D. Pb2+; Zn2+
 Answer (C)

Sol.
Salt + Water + dil. HCl → White ppt (soluble in hot water)
PbCl2 is soluble in hot water
Cation present in E - Pb2+
Salt + Water + dil. HCl → White ppt
Al3+ + Water + dil. HCl → AlCl3 (ppt)
Al3+ + alizarin → complex formation of alizarin (red colour)
Cation present in F - Al3+

25. Br2 disproportionates to Br – and BrO3– in a hot alkaline solution as:

3Br2 + 6OH– → 5Br – + BrO3– + 3H2O
The equivalent weight of Br2 is: (M = molar mass of Br2)

A. M/5
B. M/6
C. 3M/5
D. 5M/3

Answer (C)

Sol.
Equivalent weight = molecular weight of Br2/n-factor
Br2→ BrO3–
Δn = 5 × 2 = 10
Br2 → Br –
Δn = 2 × 1 = 2
1/n-factor = 1/10 + 1/2 = 6/10
n = 5/3
Equivalent weight = molecular weight of Br2 × ⅗

26. The number of all the possible geometrical isomers for trigonal bipyramidal OsO 2F3+ cation is:

A. 2
B. 3
C. 1
D. 4

Answer (B)

Sol.
OsO2F3+ (trigonal bipyramidal)
27. The correct order for the wavelength of absorption in the following complex ions is:

A. [Ni(NO2)6]4- < [Ni(NH3)6]2+ < [Ni(H2O)6]2+

B. [Ni(NO2)6]4- < [Ni(H2O)6]2+ < [Ni(NH3)6]2+
C. [Ni(H2O)6]2+ < [Ni(NH3)6]2+ < [Ni(NO2)6]4-
D. [Ni(NH3)6]2+ < [Ni(H2O)6]2+ < [Ni(NO2)6]4-

Answer (A)

Sol.
Spectrochemical series: NO2– > NH3 > H2O
NO2– - Strong ligand, large splitting, more energy gap, less wavelength

28. Mixing of an aqueous salt solution containing nitrate ion with ferrous ion followed by gentle addition of
conc. sulphuric acid from the sides of the test tube, results in brown colouration at the interface is due to:

A. interaction of ferrous ion with nitric oxide

B. interaction between the resulting nascent oxygen, ferrous ion and nitrate ion
C. formation of ferrous ion and nitrogen dioxide
D. complex formation between ferrous ion and nitrate ion

Answer (A)

Sol.
Brown ring tests confirm nitrate ion is present.
2NO3– + 4H2SO4 + 6Fe2+→ 6Fe3+ + 2NO+ 4SO42– + 4H2O.
Fe2+ + NO + 5H2O→ [Fe(H2O)5NO]2+ (brown ring).

29. Aqueous solutions of hydrogen sulphide and sulphur dioxide when mixed together gives:

A. bisulphite ion and water

B. hydrogen and sulphurous acid
C. sulphur and water
D. hydrogen peroxide and sulphur

Answer (C)

Sol.
2H2S + SO2 → 2H2O + 3S

30. The ion with least coagulation value for arsenous sulphide sol is:

A. SO42–
B. PO43–
 C. Al3+
D. Ba2+

Answer (C)

Sol.
Larger the valency less is the coagulating value
As2S3 is a negative sol, so positive ion will coagulate.
Order of coagulation value: Al3+ < Ba2+

31. The correct order of catenation property among the following is:

A. Pb > Si > Ge > Sn

B. Pb > Sn > Ge > Si
C. Si > Sn > Ge > Pb
D. Si > Ge > Sn > Pb

Answer (D)

Sol.
Si > Ge > Sn > Pb

32. An agriculturist wants to use different concentrations of phosphorus as a fertilizer using P4O10. The correct
expression to calculate P from P 4O10 is:

A. P4O10 × 2.29
B. P × 0.44
C. P × 2.29
D. P4O10 × 0.44

Answer (D)

Sol.
Molecular mass of P4O10 = (31 × 4) + (16 × 10) = 284
4
So, P in P4O10 = 31 × × W(P4O10) = 0.44 × W(P4O10)
284

33. Given below are some names of the compounds.

(p) Acetals; (q) silicones; (r) ferrocene; (s) glyoxal; (t) ethyl acetate; (u) gammaxene
The set which is not having a double bond between an element and O(E=O where E is any element in
the periodic table) as a functional group is:

A. p, s, u, t
B. p, q, r, s
C. q, r, s, t
D. p, q, r, u

Answer (D)

Sol.
 Since, acetal, silicones, ferrocene and gammaxene does not have double bond
oxygen.

34. Hybridisation of S in CH3SH molecule is:

A. dsp3
B. sp2
C. sp3
D. sp3d

Answer (C)

Sol.
S(16) → [Ne]103s23p4

Two lone pair + 2 bond pairs around sulphur, hence sulphur is sp3 hybridised.

35. Using different reaction conditions, nickel reacts with (p) Cl –, (q) CN–, (r) CO and (s) small amount of Al.
Choose the incorrect statement.

A. (p), (q) and (r) respectively can result in tetrahedral, octahedral and square planar geometries around
nickel.
B. Ligand (p) and (q) leads to homoleptic complex formation wherein final electronic configuration shows
maximum multiplicity in case of (p).
C. Ligand (r) reacts only in reducing medium to form organometallic compound.
D. In case of (s), formation of spongy product with large surface drive reduction of C=C compounds.
Answer (A)

Sol.
As the complexes of Ni with CO are tetrahedral (sp 3) not square planar (dsp2). So,
Option A. is an incorrect statement.

36. Optically pure 2-butanol has a specific rotation of +13.52 degrees. A synthesised and a purified sample
of 2-butanol has the observed specific rotation of +6.76 degrees. The correct statement based on this
observation is:

A. The sample is completely racemised.

B. 25% of the sample is racemic.
C. 50% of the sample is racemic.
D. 6.76% of the sample is racemic.

Answer (C)

Sol.
Specific rotation of pure 2-butanol = +13.52 degrees
Observed specific rotation of sample of 2-butanol = +6.76 degrees
So optical purity = observed rotation/rotation of pure enantiomer x 1000
So optical purity = 6.76/13.52 x 1000 = 50%
So optical purity = 50% which is sometimes also expressed as enantiomeric excess
(ee)
So enantiomeric excess of 2-Butanol = 50%
50 % is racemic mixtures
So, not 75% (+), 25% (-)

37. Certain organic reactions proceed through formation of intermediates which are highly strained and
reactive. Given the following reaction, the correct statement about the mechanism of the reaction is:

A. Intramolecular SN2 attack by -COO– to from an intermediate followed by the attack by HO – via SN2
pathway on the intermediate
B. Intramolecular SN2 attack by -COO– to form an intermediate followed by the attack of HO – via SN1
pathway on the intermediate
C. HO– attacks via SN1 pathway on the reactant
D. HO– attacks via SN2 pathway on the reactant

Answer (A)
Sol.
 This is an example of SNNGP reaction (neighbouring group participation)
Two SN2 occurs which leads to retention.
Hence, Option A is correct.

38. Which of the following compound is not named correctly according to the IUPAC nomenclature?

A. 3,3-Dimethyl cyclopentanecarbaldehyde

B. 3-Cholrobenzaldehyde

C. 3-Methyl-1-penten-4-one

D. Butane-1,2,4-tricarbaldehyde

Answer (C)

Sol.

(5-Methylhex-5-en-2-one)
As ketone (C=O) will get higher priority as compared to alkene (C=C)

39. Which of the following compound contains the maximum number of sp 2 hybridised Carbon atoms?

A. 1,4-Cyclohexadiene
B. 2,5-dimethyl-2,3,4-hexatriene
C. Benzaldehyde
D. 1,1-diallyl-3,3-divinylcyclopentane
Answer (D)

Sol.

1,4-Cyclohexadiene - Number of sp2 hybridised carbon = 4

2,5-dimethyl-2,3,4-hexatriene - Number of sp2 hybridised carbon = 2
Benzaldehyde - Number of sp2 hybridised carbon = 7
1,1-diallyl-3,3-divinylcyclopentane - Number of sp2 hybridised carbon = 8

40. The number of products from the following, which cannot be formed on nitration of 1-3-dichlorobenzene
with a mixture of concentrated nitric acid and sulphuric acid is:

(i) (ii) (iii) (iv) (v)

(vi)

A. Four
B. Three
 C. Two
D. One

Answer (C)

Sol.
Since Cl- is attached to benzene is ortho, para directing, so it forms ortho para substituted nitro product,
not meta substituted product.

Favorable position for +NO2

So, as in these two meta positions is occupied by NO2, hence which is not favorable and hence will not
be formed.

41. Optically pure 3-phenyl-2-butanone (X) with the following structure is treated with methyl magnesium
iodide in anhydrous ether. The product formed after acidic hydrolysis is:

(X) 3-phenyl-2-butanone
A. Diastereomeric mixture of alcohols
B. Optically pure alcohol
C. Racemic mixture of alcohols
D. Optically inactive alcohol

Answer (B)

Sol.

The product formed after acidic hydrolysis will be as follows:

Hence, we obtain optically pure alcohol as a product.

42. Aldehydes react with carbonyl compounds in the presence of bases by a mechanism similar to aldol
condensation. Given below is the reaction of benzaldehyde with3-methyl-2-butanone in the presence of
lithium diisopropylamide (LDA), a strong bulky base and triethylamine (TEA), a weak base. The correct
structures of the major products, I and II formed in the following reactions are respectively.

A.

B.

C.

D.

Answer (A)

Sol.
LDA is a strong bulky base, it forms kinetically stable enolate.
 TEA is a weak base, hence forms thermodynamically stable enolate.

43. The correct order of the given reagents to convert benzene to m-Chlorobromobenzene is:

1. Sulphuric 2. Cl2 + 3. NaNO2 + 4. H2, Pt 5. Mg in ether

acid (conc.) FeCl3 H3O+ 0oC catalyst
and heat and heat

6. PBr3 7. H3PO2 8. HNO3 (conc.) 9. Cu2Br2 + 10.

(aq) + H2SO4 (conc.) HBr (CH3CO)2O
and heat + pyridine

A. 1, 2, 5, 7 and 6
B. 2, 8, 4, 3 and 9
C. 8, 4, 10, 2, 3 and 9
D. 8, 2, 4, 3 and 9

Answer (D)

Sol.
44. A chiral hydrocarbon (Molecular formula C6H12) undergoes catalytic hydrogenation to yield an achiral
product (Molecular formula C6H14). The chiral hydrocarbon is:

A. cis–2–hexene
B. 3–methyl–2–pentene
C. 4–methyl–2–pentene
D. 3–methyl–1–pentene

Answer (D)

Sol.

45. The structure of multistriatin, a pheromone of the elm bark beetle, is shown beside. The open chain
ketodiol that on dehydrative cyclisation gives multistriatin, bicyclic ketal (ignore stereo chemical aspects)
is:

Multistriatin

A. B.
 C. D.

Answer (B)

Sol.

46. A monobasic acid (0.100 g) on complete combustion gave 0.252 g of CO 2 and 0.044 g of H2O. For
complete neutralisation of 0.122 g of the acid, 10.0 mL of 0.1 M NaOH a solution was required.
Molecular formula of the acid is:

A. C7H6O2
B. C6H7O2
C. C7H7O2
D. C6H6O2

Answer (A)

Sol.
Equivalent of acid = equivalent of base
Moles x n-factor = M x n-factor x V
0.122/M.M. x 1 = 0.1 M x 1 x 10/1000
M.M. = 122 g
CXHYOZ + (X + Y/4 - Z/2)O2 → XCO2 + Y/2H2O
X × moles of CXHYOZ = 1 × nCO2
X × 0.1/122 = 1 × 0.252/44
X = 0.0057/0.00081 = 7
Y × moles of CXHYOZ = 2 × nH2O
Y = 2 × 0.0244/0.00081 = 2 × 3 = 6
CXHYOZ : (X × 12) + (Y × 1) + (Z × 16) = 122
(7 × 12) + 6 + 16Z = 122
90 + 16Z = 122
16Z = 32
Z=2
X = 7, Y = 6, Z = 2; C7H6O2

47. Acidity of acidic compounds depends on the stability of their conjugate bases. The correct order of acidity
of the underlined H in the following compound is: (Note: Assume that all the compounds exist in the keto
 form)

A. (ii) > (iii) > (iv) > (i)

B. (iv) > (iii) > (i) > (ii)
C. (iii) > (ii) > (iv) > (i)
D. (i) > (iii) > (iv) > (ii)

Answer (B)

Sol.

48. Reaction of para–chloroaniline with acetic anhydride in pyridine gave a crude mixture of 94% of para-
chloroacetanilide and 6% unreacted amine. From the following, the best treatment suitable for
purification of para-chloroacetanilide is:

A. Treating the reaction mixture with methyl iodide

B. Washing an ether solution of the crude product with concentrated brine (aq. NaCl)
C. Washing an ether solution of the crude product with 5% cold aqueous sulfuric acid
D. washing an ether solution of the crude product with 5% aqueous sodium carbonate

Answer (A)

Sol.

The unreacted amine impurity can be separated by converting it into quaternary salt
and making it water soluble and decanting off.
49. The correct statement/s about the pyranose form of a sugar (X) given below is/are:

A. It exists in two anomeric pyranose forms.

B. It reacts with Tollens' reagent to give a silver mirror.
C. The penta-O-methyl derivative of (X) is non reducing.
D. It resists reduction with aqueous sodium borohydride.

Answer (A, B & C)

Sol.
A. Correct, it exists in two anomeric forms α and β
B. Correct, as it reduces the Tollens’ reagent.
C. Correct, as penta-O-methyl derivative of X can not convert into open chain form of carbohydrates.
So, it is non-reducing.
D. Incorrect, it can be reduced by NaBH4
50. Given below are isomeric amines. The incorrect statement/s about them from the following is/are:

(p) (q) (r) (s)

A. (p) and (q) both will give unstable products respectively with NaNO 2 in HCl at 268 K.
B. Reaction of all amines with HCl is exothermic.
C. Reaction of benzene sulphonyl chloride with (s) gives a solid product that is soluble in NaOH
D. (q) has the highest basicity among these

Answer (A & C)

Sol.
Option A is incorrect, because p will give a stable aromatic diazonium product, q will give unstable
aliphatic diazonium products.
51. Which one/s of the reduction techniques mentioned below is/are not suitable for the following chemical
transformation?

A. NaBH4 based reduction

B. LiAlH4 based reduction
C. DIBAL–H based reduction
D. B2H6 based reduction

Answer (B, C & D)

Sol.
LiAlH4 can reduce ketones and carboxylic acid to alcohols. While DIBAL-H can reduce ester, nitriles and
acid chlorides to aldehydes. NaBH4 reduces aldehydes, ketones and acid chlorides to alcohols but does
not reduce carboxylic acids. B2H6 selectively reduces carboxylic acids to alcohols.

52. Following is a qualitative plot that can represent kinetic data obtained with a reactant R where [R] o and
[R] represent the concentrations of R, at t = 0 and t = t respectively. 'Y' and 'X' are suitable parameters
 on the x-and y-axes.

The correct representation of the curve is:

X Y Order X Y Order

A. [R]o - [R] time Zero Rate time First

B. [R]o - [R] time Zero Initial rate [R]o First

C. Rate [R] Zero t1/2 [R] First

D. t1/2 [R]o Zero ln{[R]o/[R]} t First

Answer (B & D)

Sol.
For a zero order reaction, Ro - R = kt … (1)
Ro - kt = R … (2)
At t1/2, R = Ro/2, substitute in equation (1)
Ro- Ro/2 = kt1/2
Ro/2 = kt1/2
t1/2 = Ro/2k

For a first order reaction, ln(RO/R) = kt

1 𝑅
t =𝑘 × ln( 𝑅0 )
1 𝑅
t = 𝑘 × ln( 𝑅0 )

53. A given amount of an ideal gas undergoes the cyclic process ABCA as given below.
 The equivalent representation/s of the same process is/are:

A. B.

C. D.

Answer (A & C)

Sol.

A → B is isochoric.
B → C is isothermal.
C → A is isobaric.
According to ideal gas equation PV = nRT
If we convert above diagram into PV diagram:
 As A → B is isochoric, volume is constant, V1 = V2, ΔV = 0
P∝T
A to B → P is increasing and volume constant
B to C → T is constant so Boyle’s law
P ∝ 1/V, as in B to C pressure is decreasing so volume will increase.
From C to A isobaric; P1 = P2;ΔP = 0
Pressure is constant but temperature decreases so Charles law
V ∝ T,So volume also decrease.
And its corresponding TV diagram will be:

54. The correct statements among the following is/are:

A. When equal volumes of a solution containing Sr 2+ (0.01 M) and another containing F– (0.001 M) are
mixed at 25ºC, SrF2 will be precipitated (Ksp of SrF2 = 8.0 × 10–10 at 25ºC)
B. When equal volumes of a solution containing Ba 2+ (1.0 × 10–4 M) and another containing F– (1.0 × 10–
2
M) are mixed at 25ºC, BaF2 will be precipitated (Ksp of BaF2 = 1.0 × 10–6 at 25ºC)
C. The solubility product (Ksp) and the molar solubility(s) of La(IO 3)3 are related as Ksp= 27s4
D. The solubility product and the molar solubility of Ca 3(PO4)2 are related as 27s4

Answer (A & C)

Sol.
If ionic product (IP) is more than K SP, then ppts are formed, otherwise not.
A. SrF2 ⇌ Sr2+ + 2F−
IP = [Sr2+][F− ]2
On mixing, equal volumes of two solutions, volume doubles up and molarity
becomes half of each solution
So, new concentration of Sr2+ = 0.01/2
So, new concentration of F- = 0.001/2
IP of SrF2 = (0.01/2) × (0.001/2)2 = 1/8 × 10-8 = 1.25 × 10-9
IP = 1.25 × 10-9 is more than KSP = 1.3 x 10-10, so ppt will be formed.

B. BaF2 ⇌ Ba2+ + 2F-

 IP of BaF2 = (10-4/2) × (10-2/2)2 = 1/8 × 10-8 = 1.25 × 10-9
IP is less than KSP = 1 × 10-6, so no ppt will be formed.

C. La(IO3)3 ⇌ La3+ + 3IO3-

KSP = [La3+][IO3-]3 = s(3s)3 = 27s4

D. Ca3(PO4)2 ⇌ 3Ca2+ + 2PO43-

KSP = [Ca2+]3[PO43-]2 = (3s)3(2s)2 = 108s5

55. For the phenomenon of adsorption, the correct statement/s among the following is/are:

A. According to Freundlich model, mass of N2 gas adsorbed per g of silica surface will increase with the
temperature of adsorption.
B. If S is the surface area of an adsorbent, and 'A','m' and 'M' are the cross-sectional area, mass
𝑚
adsorbed and molar mass of the adsorbate respectively, then S = (𝑀 )ANA (NA = Avogadro’s number)
C. The number of gas molecules physisorbed on unit mass of an adsorbent will be the same for two
different gases at the same temperature.
D. Adsorption of H2 on Ni surface with Ea = 96 kJ mol–1 can be termed as chemisorption.

Answer (B & D)

Sol.
A. According to Freundlich or physisorption, with increase in temperature, adsorption decreases, as
kinetic energy increases and bonds between adsorbate and adsorbed breaks.

𝑚 𝐺𝑖𝑣𝑒𝑛 𝑚𝑜𝑙𝑒𝑐𝑢𝑙𝑒𝑠 𝑚
B. 𝑀 = moles of adsorbate = given molecules = 𝑀 × NA molecules
𝑁𝐴 𝑚𝑜𝑙𝑒𝑐𝑢𝑙𝑒𝑠
𝑚
If A is cross sectional area of one molecule, then 𝑀
× NA × A = area of given molecules

C. Physisorption depends upon intermolecular hydrogen bonds or van der Waals bonds and will be
different in different gases.

D. For physisorption energy is 50 kJ or below it and for chemisorption energy is

nearly 100 kJ or more.

56. When excess KMnO4 is added to concentrated H2SO4, an oily green coloured covalent compound Y is
formed. Which of the following statements is/are true for the above reaction?

A. Compound Y is formed by a dehydration reaction.

B. In compound Y Mn is octahedrally surrounded by oxygen atoms.
C. Y is the highest oxide of Manganese.
D. Compound Y has a Mn-O-Mn bridge.

Answer (A, C & D)

Sol.
2KMnO4 + H2SO4 → Mn2O7 + K2SO4 + H2O
Mn2O7
 Mn is tetrahedrally bonded to oxygen and the oxidation number of Mn is +7.

57. Read carefully all the three statements on defects in solids:

(i) In Frenkel defect, interstitial Ag + site is surrounded tetrahedrally by four Cl¯ ions and
four Ag+ ions, where interstitial Ag+ and Cl¯ interaction is covalent.
(ii) Addition of small amount of SrCl2 in NaCI yields solid solution with a formula of
Na1-2x Srx VNax Cl where V = valency
(iii) In general, Schottky defect increases the density of the substance.
Choose the correct alternative(s):

A. Statement (i) is correct

B. Statements (ii) and (iii) are correct
C. Statements (i) and (ii) are correct
D. Statements (i) and (iii) are correct

Answer (A & C)

Sol.
(i) In AgCl interactions are covalent and Ag + is surrounded tetrahedrally by four Cl- ions.
(ii) Addition of SrCl2 created cationic vacancies. 1Sr2+ ion creates one vacancies and charge balance
equation says, 1Sr2+ ⇌ 2Na+

1 Sr2+ removes 2 Na+

In NaCl, 1:1 ratio
If x Sr2+ ions have been doped then 2x Na + ions are removed.

58. Eriochrome black T (EBT) is an indicator in titrimetric estimation of calcium at pH 10.0 giving pink colour
to the solution. It has structure as shown below. Considering that the pH of solution is 10.0, which
statement(s) describe(s) thc complexation of EBT with Ca(ll) correctly?

EBT

pK𝑎2 = 6.3, pK𝑎3 = 11.5

A. On dissociation of EBT, Ca(ll) binds at SO 3– to form 1:2 complex

B. Both sulphonate and nitro groups are involved in 1:1 complexation with Ca(ll)
 C. EBT acts as a bidentate ligand to form a dianionic species, with deprotonation of one –OH, where
Ca(ll) binds to azide nitrogen and phenolic oxygen trans to –NO2 group in 1:2 ratio
D. There is a mixture of complexes of Ca(ll) with EBT acting as a bidentate and tridentate ligand.

Answer (C & D)

Sol.
EBT is an indicator and is used in determination of hardness of Ca 2+ etc in H2O, where Ca2+ are removed
first by indicator and then by EDTA. EBT is an acid-base as well as a metal-ion indicator.
At pH = 10, deprotonation of one -OH which is trans to the nitro group occurs. So, EBT acts as a bidentate
ligand i.e. via one deprotonated OH and the azide nitrogen and Ca (II) bind to EBT in 1:2 ratio. There are
also complexes of Ca (II) with EBT where EBT acts as a tridentate ligand via another -OH group but in a
very small amount.

59. The correct statement(s) regarding three EI3 molecules (where E=P, As or Sb) is/are:

A. These compounds are formed by mutual sharing of electrons and hence considered as covalent
compounds.
B. PI3 is most susceptible towards hydrolysis in water to give phosphorous acid.
C. SbI3 has the highest boiling point amongst all.
D. In AsI3, there is least repulsion between bond pair and lone pair and thus has the largest I-E-I angle.

Answer (A, B & C)

Sol.
A. Elements of group 15 with group 17 generally forms covalent compound due to
less E.N.
B. PI3 + 3H2O → H3PO3 + 3HI
C. Generally boiling point increases with increase in mass, surface area, dipole
moment, etc.
So, the boiling point of SbI3 is highest.
D. If central atom changes and surrounding atom remains same, so generally bond
angle decreases in following manner:
PI3 > AsI3 > SbI3, (bond angle)

60. Aldehydes and ketones can react with water in the presence of an acid or base to yield an equilibrium
mixture of the aldehyde/ketone and the corresponding hydrates (geminal diol). Among the following, the
aldehyde/ketones which will have a greater percentage of the hydrate at equilibrium are:

A. B. C. D.

Answer (A, B & C)

Sol.

Water is a poor nucleophile so it attacks on more +ve electrophile site, which can be next to EWG
(electron withdrawing group).

In cyclopropanone sp2 carbon should have bond angle 120 0 but actually it is 600, so when gem-diol is
formed, hybridisation changes to sp 3 where expected angle is 1090 28’ but actual able is 600 so less
deviation and less strain on sp3carbon of cyclopropane than the initial compound, so more stable.