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Advanced Level Problem Solving-2204

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

1.

(I) CH3MgBr / H (II) KMnO 4 (cold dil.)

(III) CrO 3 (IV) H /
For the above conversion the correct order of reagents used is–
(A) (I)  (II)  (III)  (IV) (B) (I)  (IV)  (III)  (II)
(C) (I)  (IV)  (II)  (III) (D) (II)  (III)  (IV)  (I)

2. KI in acetone, undergoes SN2 reaction with each P, Q, R and S. The rates of the reaction vary as :

(A) P  Q  R  S (B) S  P  R  Q (C) P  R  Q  S (D) R  P SQ

3. Which of the following interhalogen compound is not square pyramidal?

(A) BrF5 (B) IF5 (C) IF3 (D) None of these

4. Which of the following pair is epimer ?

(A) glucose-fructose (B) -D glucose &-D-glucose
(C) glucose-Mannose (D) glucose & s orbital

5.

Find missing reagents :

(A) x  LiAlH 4 , y  NaBH 4 (B) x  LiAlH 4 / AlCl3 , y  LiAlH 4
(C) x  LiAlH 4 , y  LiAlH 4 / AlCl3 (D) x  H 2 / Ni, y  H 2 /Pt

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6. The following compound on hydrolysis in aqueous acetone will give :

It mainly gives
(A) K and L (B) only K (C) L and M (D) only M

Orange solid  S1  

7.  diamagnetic gas + only green residue

Orange solid  S2  

 paramagnetic gas + green solid + yellow solid
S1 and S2 are respectively:
(A)  NH4 2 Cr2O7 ,KNO3 (B) Na 2 Cr2 O7 , K 2 Cr2 O7

(C) K2Cr2O7 ,  NH4 2 Cr2O7 (D)  NH4 2 Cr2O7 ,K2Cr2O7

8. Thymine is held by two hydrogen bonds with the base :
(A) guanine (B) cytosine (C) adenine (D) thymine

9.

(A) SN 1 (B) SN 2 (C) SN — NGP (D) SN — Ar

10. The compound, which undergoes SN1 reaction most rapidly is :

(A) (B) Br (C) Br (D) Br

Br
11. Interhalogen compound which exists in dimeric form, is:
(A) BrF5 (B) IF7 (C) ICl (D) ICl3

12. What is the number of asymmetric carbon atoms present in -D-glucopyranose molecule ?
(A) Two (B) Three (C) Four (D) Five

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13.

(A) (B)

(C) (D)

CH3 h
14. CHCH2CH3 + Cl2  ‘N’ isomers of C5H11Cl
CH3 Fractional distillation

‘n’ distilled products

The values of ‘N’ and ‘n’ are :
(A) 6, 6 (B) 6, 4 (C) 4, 4 (D) 3, 3

15. Which gas produces brown colouration when passed in aq. solution of FeSO 4 ?
(A) NO (B) CO (C) NH 3 (D) H 2S

16. Identify the unknown products (A) and (B) in the given reaction :
H / 
Glucose + 3 C6H5NH–NH2  Osazone + (A) + (B) + 2H2O
(A) C6H5NH2 and NH3 (B) C6H5NH2 and NH2OH
(C) C6H5NH—NHOH and NH3 (D) NH2OH and H2O

17. (A) ; Product (A) is :

(A) (B)

(C) (D)

18. Which of the following alkyl halide would be most likely to give a rearranged product under S N1
conditions?

(A) (B)

(C) (D)

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19. Select CORRECT order of dissociation constant  K a  in aqueous solution at 298 K:

(A) H 2 O  H 2S  H 2Se  H 2Te (B) H 2 Te  H 2Se  H 2S  H 2O
(C) H 2 Te  H 2 O  H 2Se  H 2S (D) H 2 O  H 2 Te  H 2Se  H 2S

*20. Alanine forms Zwitter ion which exists as :

(A) CH3 – CH CHCOO– (when pH = 12) (B) CH3 – CH COOH (when pH = 4)
+ +
NH3 NH3
(C) CH3 – CH – COO– (when pH = 13) (D) CH3 – CH – COO– (when pH = 2)
NH3 NH3

21. Major product :

(A) (B)

(C) (D)

22. A compound (A) of formula C3H6Cl2 on reaction with alkali can give compound (B) of formula C3H6O
or compound (C) of formula C3H4 depending upon the conditions employed. Compound (B) on
oxidation gave a compound of the formula C 3H6O2. Compound (C) with dilute H2SO4 containing Hg2+
ion gave compound (D) of formula C3H6O, which on reaction with bromine and NaOH gave the sodium
salt of C2H4O2. The most probable structure of compound (A) would be
(A) ClCH2CH2CH2Cl (B) CH3CCl2CH3
(C) CH3CH2CHCl2 (D) CH3CHClCH2Cl

23. Which of the following is not an example of disproportionation reaction?

(A) S8 react with conc. KOH solution (B) Cl 2 reacts with hot and conc. NaOH
(C) XeO3 undergo reaction with HO  (D) H 2S is passed in H 2SO 3

*24. Glucose reacts with methanol in presence of dry HCl gas to form :
(A) pentamethyl derivative (B) tetramethyl derivative
(C) -methyl glucoside (D) -methyl glucoside

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25.

(A) (B) (C) (D)

26.

The product A is :

(A) (B)

(C) (D)

27. Consider the following sequence of reaction:

Ba  OH  / 
P4 
2  X 
H2SO4
 Y  oxyacid  

A
salt 

In the above sequence of reactions Y and A are respectively:

(A) H 3 PO 2 and H 3 PO 4 (B) H 3 PO 4 and H 4 P2 O7
(C) H 3 PO 4 and HPO3 (D) H 3 PO 3 and H 3 PO 4

*28. Glucose reacts with methanol in presence of dry HCl gas to form :
(A) pentamethyl derivative (B) tetramethyl derivative
(C) -methyl glucoside (D) -methyl glucoside

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29.

Identify product D in this reaction:

(A) (B)

(C) CHI3 (D)

30. Identify the set of reagents/reactions conditions X and Y in the following set of transformations-
CH3  CH 2  CH 2 Br 
X
 Pr oduct 
Y
 CH 3  CH  CH 3
|
Br
(A) X=dilute aqueous NaOH, 20°C, Y = HBr/acetic acid, 20°C
(B) X = concentrated alcoholic NaOH, 80°C, Y = HBr/acetic acid, 20°C
(C) X = dilute aqueous NaOH, 20°C, Y = Br 2/CHCl3, 0°C
(D) X = concentrated aqueous NaOH, 80°C, Y = Br 2/CHCl3, 0°C

31. Consider the following reactions:

(i) NH 4 Cl 
NaOH

 Product (containing nitrogen)

(ii) PH 4 I 
NaOH

 Product (containing phosphorus)

(iii) P4 
NaOH

 Product (containing phosphorus in negative oxidation state)
The order of change in bond angle:
(A) (i) > (ii) > (iii) (B) (ii) > (iii) > (i)
(C) (iii) > (ii) > (i) (D) (ii) > (i) > (iii)

*32. Which of the following statement(s) is/are true ?

(A) Except glycine all -amino acids are optically active.
(B) All -amino acids have primary structure
(C) At isoelectric point -amino acid mostly exist in zwitterionic form
(D) Reactions of amino acids are similar to primary amines and carboxylic acids

33. A, A is :

(A) (B)

(C) (D)

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Br
O
34. The nucleophilic substitution of (S) –CH3 – CH – C with dilute OH– followed by acidification
OH
gives :
OH OH
O O
(A) (R)-CH3 – CH – C (B) (S)-CH3 – CH – C
OH OH
OH OH
O O
(C) (R)-CH3 – CH – C –
(D) (S)-CH3 – CH – C
O O–

35. Select CORRECT order of oxidizing strength.

(A) Conc. H 2SO 4  Cl 2  Br2  I 2 (B) Cl2  conc.H 2SO 4  Br2  I 2
(C) Cl2  Br2  conc.H 2SO 4  I 2 (D) Cl2  Br2  I 2  conc.H 2SO 4

*36. Which one of the following statements is/are correct ?

(A) The phenomenon of mutarotatinreferes to the change in specific rotation of either of the two
anomers in solution with time and attains a constant equilibrium value.
(B) -D-glucose or -D-glucose areepimers.
(C) Ring structures of sugars can be broken by periodic acid.
(D) -D glucose in water attains a constant specific rotation of 112.2º

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37. The acidic hydrolysis of ether (X) shown below is fastest when :

(A) One phenyl group is replaced by a methyl group

(B) One phenyl group is replaced by a para-methoxyphenyl group
(C) Two phenyl groups are replaced by two para-methoxyphenyl groups
(D) No structural change is made to X
Hence, (C) is the correct choice

38.

Product (B) is :

(A) (B) (C) (D)

39. Which of the following diagram is CORRECT of the change of Sulphur compounds?

(A) (B)

(C) (D)

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40. Match the following columns :

Column I (Carbohydrate) Column II (Products of hydrolysis)
(A) Sucrose (p) (D)Glucose
(B) Maltose (q) (D)Galactose
(C) Lactose (r) (D)Fructose
(D) Cellulose (s) (D)Glucose

41. The major product of the following reaction is :

(A) A hemiacetal (B) An acetal (C) An ether (D) An ester

42. How many stereoisomers are possible for 1, 3-dibromocyclopentane ?

(A) 6 (B) 4 (C) 3 (D) 2

43. Which of the following diagrams is CORRECT related to Xe?

(A) (B)

(C) (D) All are correct

44. Which of the following gives identical osazones.

(i) Glucose (ii) mannose (iii) fructose
(iv) Galactose (v) Sucrose (vi) Invertose

45. Which one of the following will most readily be dehydrated in acidic condition ?

(A) (B) (C) (D)

46. Equal amount of a RCl (C4H9Cl) is reacted at the same temperature with equal volume of 0.2M and
0.4M solution of KOH, respectively, in two separate experiments. The time taken for the reaction of
50% of (C4H9Cl) was found to be same, the alkyl halide is :
Cl
(A) Me (B)
Me

(C) Me Cl (D)

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47. Select CORRECT about acidic strength of oxide.

(A) (B)

(C) (D)

48. , PI will be :

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49. The compound which reacts fastest with Lucas reagent at room temperature is :
(A) Butan-2-ol (B) Butan-1-ol
(C) 2-methyl propan-1-ol (D) 2-methyl propan-2-ol

50. In the given reaction

The compound (X) is :

Cl OCH3 Cl OCH 3
Cl Cl OCH3 Cl
(A) (B) (C) (D)
O OCH3 O OCH3 O Cl O Cl

51. Which of the following reacting sequence is CORRECT regarding conversion of phosphorus
compounds?

(A) (B)

(C) (D)

52. How many H-bonds present between Cytocin& Guanine in DNA ?

53. For the identification of  -naphthol using dye test, it is necessary to use :
(A) Dichloromethane solution of  -naphthol
(B) Acidic solution of  -naphthol
(C) Neutral solution of  -naphthol
(D) Alkaline solution of  -naphthol

54. The correct stability order for the following species is :

(A) (II) > (I) > (IV) > (III) (B) (I) > (II) > (III) > (IV)
(C) (II) > (I) > (IV) > (III) (C) (I) > (III) > (II) > (IV)

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55. The pair in which phosphorus atoms have a formal oxidation state of +3 is:
(A) pyrophosphorus and pyrophosphoric acids
(B) orthophosphorus and pyrophosphorus acids
(C) pyrophosphorus and hypophosphoric acids
(D) orthophosphorus and hypophosphoric acids

56. The major product of the following reaction is :

(A) (B) (C) (D)


57. (I) Me — I + OH  MeOH + I (II) Me — I + NH3  MeNH3


+ I  
(III) Me2S — Me + OH  MeOH + (IV) Me2S — Me + NH3  MeNH3 +
In whichMe Me2Sincreases on increasing the polarity of the
S above given SN2 reactions, rate of the reaction
of 2the
solvent ?
(A) (I) (B) (II) (C) (III) (D) (IV)

58.

Y and Z both are polar and neutral, X is nonpolar and acidic. Z gas is condensed and liquid formed
having pH = 7. The hybridization state of X, Y, Z are respectively:
(A) sp, sp 2 , sp3 (B) sp 2 , sp3 , sp3d (C) sp, sp, sp3 (D) sp 2 , sp 2 , sp3

59.

(A) C6 H5OC2 H5 (B) C2 H5OC2 H5 (C) C6 H5OC6 H5 (D) C6 H 5 I

60. Find the total number of monochlorinated products formed from the pure reactant given below :

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PARAGRAPH FOR QUESTIONS 61 - 63

In the following reaction sequence, products I, J and L are formed. K represents a reagent.

61. The structure of the product I is :

62. The structures of compounds J and K, respectively, are :

63. The structure of product L is :

64. Which of following compounds give paramagnetic gas on decomposition?

I. Pb  NO3 2 II. LiNO3 III. NaNO3 IV. NH 4 NO 2
(A) (I), (II), (III) (B) (II), (III) (C) (I), (II), (D) (III), (IV)

65. In the reaction of p-chlorotoluene with KNH 2 in liquid NH 3 , the major product is :
(A) o-toluidine (B) m-toluidine (C) p-toluidine (D) p-chloroaniline

*66. Mixture of gold and platinum when reacts with aqua regia it produces:
(A) AuCl 4 (B) PtCl62 (C) N 2O (D) NO

67. In the given reaction, C6 H5 — NH2 

Ac2O
Pyridine
 X 
Cl2
FeCl
 Y 
H2O
Z
3

The product Z will be :

(A) o-chloroaniline (B) Mixture of o- and p-chloroaniline
(C) 2, 4-dichloroaniline (D) 2, 4, 6-trichloroaniline

68. What is formula of first compound of Xe which is prepared by Neil Bartlett?

 2 
O2  PtF6  Xe  PtF6  Xe  PtF6 
 2 
(A) (B) (C) Xe F5 F (D)

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69. ?

(A) (B)

(C) (D)

PARAGRAPH FOR QUESTIONS 70 - 71

Any compound with a chiral centre can be represented by
(a) 2D – representations – Fischer & Newmann projections
(c) 3D- representation – Saw Horse projections.
In order to make the correct interpretations, the 2D-representations must be converted to 3D-representations and
then the physical parameter or chemical reactions are studied. Alcohols react with HX to form alkyl halides as
follows: R — OH  H — X  R — X  H 2O

70. Which of the following conformations have zero dipole moment?

(A) (B) (C) (D)

71.

The final product of the above reaction will be:

(A) Enantiomers (B) Diastereomers
(C) Meso form (D) Optically active form(s)

*72. An inorganic reagent (R) is a colourless, dense and oily liquid, produces reddish brown (G) with NaBr
but no gas with Na 3 PO 4 . Gas G disproportionates in water. Select CORRECT statement(s).
(A) R has reducing nature (B) gas G is Cl2
(C) R has dehydrating nature (D) R produces H 3 PO 4 with Na 3 PO 4

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73.

Compound C will be :

(A) (B)

(C) (D)

*74. Which of the following contain PX 4 type cation (X = halogen)?

(A) PF5  s  (B) PCl5  s  (C) PBr5  s  (D) PF3  s 

75. In the reaction the major product formed is :

(A) (B)

(C) (D)

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