Vidyamandir Classes: Innovating for Your Success

Advanced Level Problem Solving-2206

JEE 2022 | Chemistry
OCOC-I, Organic Halides & Organic Concepts, p-Block Element-II,
Practical Organic Chemistry & Polymer
*Mark questions are more than one options correct type

1. Match the product formed in the following reaction.

Column-I Column-II

(A) A (p)

(B) B (q)

(C) C (r)

(D) D (s)

VMC | Chemistry 1 ALPS-2206| JEE-2022

 Vidyamandir Classes: Innovating for Your Success

2.

Which of the following Cl is substituted on treatment with NaOMe in MeOH?

3. Which of the following hydrogen halide is most volatile?
(A) HF (B) HCl (C) HBr (D) HI
4. Alcohols and phenols can be distinguished by
(A) NaHCO3 solution (B) Neutral ferric chloride solution
(C) Tollen’s test (D) Ester test
5. Match the product of Column-I with the Grignard’s synthesis from column-II.
Column-I Column-II

(A) (p) PhMgBr + 3-pentanone followed by hydrolysis

(B) (q) Ph — CO — C2 H5  C2 H5 MgBr followed by hydrolysis

(C) (r) Acetophenone + C 2 H5 MgBr followed by hydrolysis

(D) (s) PhMgBr + butanone followed by hydrolysis

(t) PhCOOC 2 H 5  C 2 H5 MgBr (excess) followed by hydrolysis

(u) Oxirane + CH3 MgBr followed by hydrolysis

(v) Acetone + CH3 MgBr followed by hydrolysis

6. How many of the given species are aromatic in character ?

VMC | Chemistry 2 ALPS-2206| JEE-2022

 Vidyamandir Classes: Innovating for Your Success

7. The bond energies of F2 , Cl2 , Br2 and I 2 are 155, 244, 193 and 151 kJ/mol. The weakest bond will be :
(A) Br2 (B) Cl2 (C) F2 (D) I2
8. 59 g of an amide obtained from a carboxylic acid, RCOOH on hydrolysis gave 17 g ammonia. The acid is:
(A) formic acid (B) acetic acid (C) propionic acid (D) butyric acid

9. Match the column :

Column-I (Reaction) Column-II (Product)

(A) (p)

(B) (q) EtOH

(C) (r)

(D) (s) CH 3OH

10. List the following compounds in the order of their decreasing boiling point.

Report the sum of numbers pertaining to compounds with lowest & highest boiling point.
11. Which of the following statement is not true about noble gases?
(A) Their ionization energies are very high
(B) Their electron affinities are nearly zero
(C) They don’t form any chemical compounds
(D) They are not easily liquefied
12. A compound contains 38.7% carbon, 16.13% hydrogen and 45.17% nitrogen. The formula of the
compound would be :
(A) CH3NH2 (B) CH3CN (C) C2H5CN (D) CH2(NH2)2

VMC | Chemistry 3 ALPS-2206| JEE-2022

 Vidyamandir Classes: Innovating for Your Success

13. Match the column :

Column-I Column-II
(A) Phenol + Neutral FeCl3 (p) No reaction

(B) Phenol + Br2 (aq.) (q) Violet colour

(C) Phenol + NaHCO 3 (r) White ppt

(D) Picric acid + NaHCO 3 (s) CO 2 gas is evolved

14. Which is planar molecule?

(A) XeO 4 (B) XeF4 (C) XeOF4 (D) XeO 2 F2

15. Benzoic acid and 2, 4-dinitrophenol can be distinguished by the reagent :

(A) Aqueous NaHCO3 (B) Fehling’s solution
(C) Litmus test (D) Cerric ammonium nitrate solution

16. Match the following.

Column-I Column-II

(A) (p) Involve carbocation formation

(B) (q) Acyl cleavage

(C) (r) Recemic mixture

(D) (s) Product gives haloform test

17. When same amount of zinc is treated separately with excess of sulphuric acid and excess of sodium
hydroxide solution, the ratio of volumes of hydrogen evolved is :
(A) 1:1 (B) 1:2 (C) 2:1 (D) 9:4

18. An organic compound weighing 20g is subjected to combustion with oxygen and it gave 10 g of water.
The percentage of hydrogen in the organic compound is :
(A) 67.2% (B) 33.33% (C) 2.85% (D) 5.55%

19. Match the possible product(s) of reactions given in column-I with column-II.
Column-I Column-II


2 4
H SO
(A)  (p) A pair of enantiomers

C H O
(B) 
2 5

 (q) A pair of diastereomers

VMC | Chemistry 4 ALPS-2206| JEE-2022

 Vidyamandir Classes: Innovating for Your Success

(C) (r) Single optically-active stereoisomer

(D) (s) A meso compound

20. Which of the following reactions is possible :

(A) 3Br2  5NaF 
 BrF5  5NaBr (B) I2 + NaCl 
 ICl  NaI
(C) I2 + 2NaCl 
 Cl2 + 2NaI (D) Cl2 + 2NaBr 
 Br2 + 2NaCl

21. The percentage of sulphur in the organic compound, when 0.2595g of a sulphur containing organic
compound in a quantitative analysis by Carius method yielded 0.35 g of barium sulphate is :
(A) 14.52% (B) 16.52% (C) 18.52% (D) 19.52%

22. (A)

Maximum number of moles of Ac 2 O consumed by reactant (A) is :

23. The bleaching action of moist chlorine is due to the formation of :

(A) HCl (B) HOCl (C) HClO 3 (D) HClO 4

24. 6g of the organic compound on heating with NaOH gave NH 3 , which is neutralized by 200 ml of 1 N
HCl. Percentage of nitrogen in the organic compound would be :
(A) 12% (B) 60% (C) 26.67% (D) 46.67%

VMC | Chemistry 5 ALPS-2206| JEE-2022

 Vidyamandir Classes: Innovating for Your Success

25. How many products obtained in below reaction ?

26. The geometry of ICl2 is :

(A) Trigonal (B) Trigonal bipyramidal
(C) Octahderal (D) Square planar
27. Natural silk is a polymer of
(A) Amino acids (B) Nucleoside (C) Nucleotide (D) Adipic acid

28. Value of x is :

29. A white solid reacts with dil. HCl to give colourless gas that decolourises aqueous bromine. The solid is
most likely to be :
(A) Sodium carbonate (B) Sodium chloride
(C) Sodium acetate (D) Sodium thiosulphate
30. Vulcanised rubbers are polymers of the type _______.
(A) Linear (B) Cross-linked (C) Branch-chain (D) All of these

31.

If x = moles of anhydride consumed, what is the value of ‘x’ ?

32. Inter halogen compounds are :
(A) Ionic compound (B) Co-ordinate compound
(C) Nonpolar molecular compounds (D) Covalent compounds
33. Which of the following compound cannot be a monomer ?
(A) CH3  CHOH  CH 2 OH (B) NH 2  CH 2  NH 2
(C) CH3  CH 2  NH 2 (D) NH  CH  CH  CH 2  NH 2
|
NH2
34. An unknown compound (A) (molar mass = 180) on acylation gives a product (molar mass = 390) then
find the number of hydroxyl group present in compound (A).

35. Which of the following molecular species having 16th group element as central atom is NOT known ?
(A) SF3Cl (B) SeF3Cl (C) TeF3Cl (D) OF3Cl

36. Which of the following sets contain only addition polymers ?

(A) Polyethylene, polypropylene, terylene (B) Polyethylene, PVC, orlon
(C) Buna-S, nylon, polybutadiene (D) Bakelite, PVC, polyethylene
VMC | Chemistry 6 ALPS-2206| JEE-2022
 Vidyamandir Classes: Innovating for Your Success

37. The number of resonance structures for N is :

38. Which element is used to form cross links between the strands of latex rubber?
(A) Fe (B) N (C) P (D) S

39. Compounds I and II can be distinguished by using reagent.

I. 4-Amino-2-methylbut-3-en-2-ol II. 4-Amino-2, 2-dimethylbut-3-yn-1-ol
(A) NaNO 2 / HCl (B) Br 2 / H 2 O
(C) HCl / ZnCl 2 (anhydrous) (D) Cu 2 Cl2 / NH 4 OH

40. The number of hydroxyl group(s) in Q is :

Paragraph for Questions 41 - 43

Rather than carrying highly pressurized heavy oxygen cylinders, most aeroplanes rely on chemically generated
oxygen in the event of an emergency.
These generators are typically composed of a mixture of sodium chlorate (V), NaClO3 , iron fillings and barium
peroxide, BaO 2 . Once initiated, the sodium chlorate (V) undergoes thermal decomposition producing oxygen
gas. The iron combines with some of the oxygen to produce enough heat to sustain the reaction. The barium
peroxide removes toxic side products which include chlorine and chloric (I) acid, HClO. Barium chloride and
oxygen are common products in these two reactions.
When a mask is deployed for inhaling purpose, the flow rate of oxygen gas is designed to change over time as
the aeroplane arrives to a safe altitude. Shown below in graph is the typical specification for the flow rate from
one such oxygen generator.

Ten seconds after being activated, the flow rate is at its maximum of 3.6dm3 min 1 . This lasts for
approximately 50 seconds before falling as shown in the graph.

VMC | Chemistry 7 ALPS-2206| JEE-2022

 Vidyamandir Classes: Innovating for Your Success

A portable, self-contained closed circuit breathing apparatus contains a chemical supply of oxygen similar to that
in an aeroplane. It also contains a means to remove exhaled carbon dioxide. Very often potassium superoxide
(KO 2 ) is used for this. KO 2 reacts with water, liberating further oxygen, and the by-product of this reaction
absorbs the CO 2 .

41. The mass of sodium chlorate needed to produce nearly 60dm3 of oxygen under the condition at which

molar volume of a gas is 24dm3 , is :

(A) 365 g (B) 178 g (C) 399 g (D) 266 g

42. The approximate volume of oxygen produced by the generator by using the graph to estimate will be :
(A) 15dm3 (B) 18dm3 (C) 16dm3 (D) 12dm3

43. The correct balanced equation for the reaction between barium peroxide and chloric(I) acid is :
(A) BaO 2  2HClO  Ba(ClO) 2  H 2 O 2
1
(B) BaO2  2HClO  BaCl2  O2  H2O
2
1
(C) BaO2  2HClO  Ba(ClO)2  O2  H2O
2
1
(D) BaO2  2HClO  BaCl2  1 O2  H2O
2

44. The compound A gives following reactions.

Its structure can be :

(A) CH 2  CH  (CH 2 )2  C  CH 2 OH (B) OHC  (H 2 C) 2  HC  HC  COOH
||
O
OH OH
(C) (D)
O CHO

45. HCHO  'X ' HCOOH  CO 2 , find out the value of ‘X’.

VMC | Chemistry 8 ALPS-2206| JEE-2022

 Vidyamandir Classes: Innovating for Your Success

46. In compound A(C30H60O) following tests are observed negatively, A can be :

Br2 / H2O
Ve
2, 4 DNP
C30 H60 O Ve
(A)
Na metal
Ve
(A) An unsaturated ether (B) An epoxide
(C) A cyclic ketone (D) A cycloalkanol

47. Identify numbers of alcohol those will show rearrangement during dehydration with concentrate
H 2SO 4 .

*48. Chlorine is manufactured from :

(A) Electrolysis of brine solution
(B) Electrolysis of Fused KCl
(C) Electrolysis of bleaching powder
(D) Oxidation of HCl by O 2 using CuCl2 as catalyst.

VMC | Chemistry 9 ALPS-2206| JEE-2022

 Vidyamandir Classes: Innovating for Your Success

Paragraph for Questions 49 - 50

In 1953, Karl Ziegler and Giulio Natta found that the structure of a polymer could be controlled if the growing
end of the chain and the incoming monomer were co-ordinated with an aluminium-titanium intiator. These
initiators are now called Ziegler-Natta catalysts. Long, unbranched polymers with either the isotactic or the
syndiotactic depends on the particular Ziegler-Natta catalyst used. High-density polyethylene is prepared using a
Ziggler-Natta process.

49. Which of the following statement is incorrect about Ziegler-Natta polymerisation ?

(A) It is an example of condensation polymerisaiton
(B) It always give linear, stereo – regular polymers
(C) They make stronger and stiffer polymers
(D) The polymers formed have great resistance to cracking and heat

50. Which of the following option correctly represent the polymerisation process ?
 CH  CH   CH  CH n  CH  CH 
Ziegler  Natta
(A) HC  CH 
Catalyst
(acetylene)
(polyacetylene)

Ziegler  Natta
(B) 
Catalyst

1, 3-Butadiene monomers

Cl
|
Ziegler  Natta
(C) CH 2  C  CH  CH 2 
Catalyst

2chloro 1, 3 butadiene Cl n
neoprene
(D) All of these
Paragraph for Questions 51 - 52
Sodium sulphite (Na 2SO3 ) is added to meat as a preservative. The presence of Na 2SO3 can be detected by
adding dil. H 2SO 4 when the pungent smelling gas evolved turns the lime water milky. The gas evolved was
detected as sulphur dioxide. The SO 2 evolved was dissolved in water and it requires I 2 solution in order to

oxidize SO 2 to SO24 in titration.

 4H  SO42  2I

SO2  2H2O  I2 
In order to check the results of titration, excess barium chloride is added to the final solution. The resulting
precipitate is collected and weighed.

51. SO 2 and CO 2 both turns lime water milky. Which of the following reagent can be used to distinguish
these two gases ?
(I) K 2Cr 2O7 / H 2SO4 (II) KMnO4 / H (III) I 2 solution
(A) I, II, III correct (B) I, III only correct
(C) II, III only correct (D) III only correct
52. SO 2 gas is used as a bleaching agent. Its bleaching action is :
(A) Temporary and due to its oxidizing nature
(B) Temporary and due to its reducing action
(C) Permanent and due to its oxidizing action
(D) Permanent and due to its reducing action

VMC | Chemistry 10 ALPS-2206| JEE-2022

 Vidyamandir Classes: Innovating for Your Success

53. Which of the following compounds is formed, when Na 2SO3 is boiled with sulphur ?
(A) Na 2SO 4 (B) Na 2S2 O5 (C) Na 2S2 O6 (D) Na 2S2 O3

54.

The sum of carbon atoms in principal chain of X and Y is ________.

*55. Compound (X) C9 H10 O is inert to Br2 / CCl 4 . Vigorous oxidation with hot alkaline KMnO4 / OH
yields C6 H5COOH. (X) gives precipitate with 2, 4-dinitrophenyl hydrazine. How can these isomers be
distinguished by the usual chemical tests? Following are possible isomers of X.
I. C6 H5  CH 2  CH 2  CHO II. C6 H5  CH  CHO
|
CH3
O O
|| ||
III. C6 H5  CH 2  C  CH3 IV. C6 H5  C  CH 2  CH3
(A) I gives red ppt. with Fehling solution and II and III can be distinguished by iodoform test
(B) I and II can be distinguished by simple chemical method
(C) I and II give red ppt. with Fehling solution and III and IV can be distinguished by iodoform test
(D) II give red ppt. with Fehling solution and I and IV can be distinguished by iodoform test
1. CH CHO
56. Cyclobutyl bromide 
Mg
Dry Et O
(A) 
3
  (B) 
HBr
 (C) .
2 (75%) 2. H3O (85%) (95%)

What is overall percent yield of the organic product C ?

Paragraph for Questions 57 - 59

A and B are elements in the same group of the periodic table. In nature they are not found as free elements but
found as ions in various minerals and sea water. Ionic salts containing either A or B reacts with phosphoric acid
(H 3 PO 4 ) to give, H x A or H x B a gaseous product, respectively, on heating. Aqueous solution of H x A is
weakly acidic while of H x B is strongly acidic.
H x A can also be formed when the above reaction was carried out using sulfuric acid instead of H 3 PO 4 ,
however, ionic salts containing B gave B 2 under these conditions. Compound A 2 can be produced via
electrolysis of the molten salt KHA y whereas B 2 is stable in an aqueous medium.
Diatomic molecules A 2 and B 2 exist as a gas and a volatile solid, respectively, under normal conditions.
Reaction of A 2 with B 2 produces one of four compounds of the type BA n depending on the stoichiometry of
the reaction. All four are reactive species.

57. The elements ‘A’ and ‘B’ are :

(A) O and S (B) N and P (C) F and I (D) Cl and Br

58. Incorrect statement for A and B is :

(A) Electron gain enthalpy of B is less than that of A.
(B) Element B shows positive oxidation state in its compound.
(C) A 2 disproportionates in water or alkali.
(D) The hydracid of A is able to form glasses through itching.

VMC | Chemistry 11 ALPS-2206| JEE-2022

 Vidyamandir Classes: Innovating for Your Success

59. Shape of BA 3 molecules is :

(A) Triangular planar (B) Trigonal pyramidal
(C) T-shape (D) Tetrahedral

*60. Which is/are the correct method for separating a mixture of benzoic acid, p-methyl aniline and phenol ?
aq. NaHCO aq. NaHCO
   
  
3 aq. NaOH aq. HCl3
(A) (B)
aq. NaHCO
    

aq. NaOH
3 aq. NaOH aq. HCl
(C) (D)

VMC | Chemistry 12 ALPS-2206| JEE-2022

 Vidyamandir Classes: Innovating for Your Success

61. 2, 2-Dimethyl oxirane on reaction with H 2 O in presence of acid catalyst form a product ‘P’. Product ‘P’
on reaction with excess of CH 3COCl in the presence of pyridine form another compound ‘Q’. The mass
of organic compound ‘Q’ formed per mole of ‘P’ is ________.

62. Which of the following ions have single S–S linkage?

(A) S2O82– (B) S2O62– (C) S2O52– (D) S2O32–

*63. Which of the following are polyamide polymer ?

(A) protein (B) Nylon-6, 6 (C) Nylon-6 (D) Polystyrene

64. Compound 'X '(C5 H8O) does not reacts appreciably with Lucas reagent at 25°C but gives precipitate
with ammonical silver nitrate and with excess of MeMgBr, 0.42g of ‘X’ gives 224 mL of methane at
STP. Treatment of ‘X’ with H 2 in presence of Pt catalyst followed by boiling with excess HI gives
compound ‘Y’. Compound ‘Y’ on free radical dichlorination form ‘Z’ optically active dichloro
derivatives. The value of ‘Z’ is ________.

*65. The element which exist(s) in the liquid state at or near normal room temperature is(are) :
(A) Bromine (B) Mercury (C) Gallium (D) Lithium

*66. Preparation of nylon from hexamethylene diamine and adipic acid is an example of :
(A) addition polymerisation (B) homopolymerisation
(C) condensation polymerisation (D) copolymerization
1. HNO3 /H 2SO 4
2. CH3ONa/Heat

3. Sn/HCl
67. Bromobenzene 4. NaNO2 /HCl/0C
'Z'
5. H 2O/ NaOH
6. H 

Find the number of sp2 hybridized atoms in compound ‘Z’.

*68. Which among the following is/are paramagnetic?

(A) O2 (B) ClO 2 (C) S2 (D) KO 2

*69. Structures of some common polymers are given. Which are correctly presented ?
(A)
 
 
(B) Neoprene  CH 2  C  CH  CH 2  CH 2  
 | 
 
 Cl n

(C)

(D) Nylon  6, 6 –[ NH(CH 2 )6 NHCO(CH 2 ) 4  CO ]n

70. This reaction involved formation of an intermediate having X vinylic hydrogen atoms. The value of X
is________.

VMC | Chemistry 13 ALPS-2206| JEE-2022

 Vidyamandir Classes: Innovating for Your Success

*71. Which of the following is(are) not the characteristic of inter-halogen compounds ?
(A) They are more reactive than halogens
(B) They are quite unstable, but none of them is explosive
(C) They are covalent in nature
(D) They have low boiling point

*72. Which of the following are correctly matched ?

(A) Nylon-6, 6-Condensation (B) Cellulose triacetate-Natural polymer
(C) Polyisoprene-Homopolymer (D) Sucrose-Polysaccharide

73. Find out number of compounds that can give positive iodoform test.

(a) (b) (c) (d)

(e) CH3 — CH 2 — OH (f) (g) (h)

(i) (j) (k) (k)

*74. Which of the following is correct about the reaction?


3NaClO 
 NaClO3  2NaCl
(A) It is a disproportionation reaction
(B) Oxidation number of Cl decreases as well as increases in this reaction
(C) This reaction is used for the manufacture of halates
(D) It is a comproportionation reaction

*75. Correct statement about peptide linkage in a protein molecule is/are correct ?
(A) It is amide linkage
(B) It has partial double bond character
(C) It is hydrophilic in nature
(D) It connects protein molecules through H-bonds

VMC | Chemistry 14 ALPS-2206| JEE-2022