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ORGANIC CHEMISTRY
PYQ 2020-21-22
Table of Contents
3. Isomerism 10-13
7. Hydrocarbon 37-48
(1) 3-amino-4-hydroxymethyl-5-nitrobenzaldehyde
(2) 2-nitro-4-hydroxymethyl-5-aminobenzaldehyde
(3) 4-amino-2-formyl-5-hydroxymethylnitrobenzene
(4) 5-amino-4-hydroxymethyl-2-nitrobenzaldehyde
ANSWER KEY
ANSWER KEY
3. The number of sp3 hybridised carbons in an acyclic neutral compound with molecular
formula C4H5N is __________.
4. The correct decreasing order of priority of functional groups in naming an organic compound
as per IUPAC system of nomenclature is
(1) –COOH > –CONH2 > –COCl > – CHO (2) –SO3H > –COCl > –CONH2 > –CN
(3) –COOR > –COCl > –NH2 > (4) –COOH > –COOR > –CONH2 > –COCl
ANSWER KEY
1. The increasing order of pKb for the following compounds will be:
(1) (A) < (B) < (C) (2) (C) < (A) < (B)
(3) (B) < (A) < (C) (4) (B) < (C) < (A)
(1) (C) > (B) > (A) (2) (C) > (A) > (B)
(3) (B) > (C) > (A) (4) (B) > (A) > (C)
3. Arrange the following compounds in increasing order of C—OH bond length: methanol,
phenol, p–ethoxyphenol
(1) phenol < methanol < p-ethoxyphenol
(2) phenol < p-ethoxyphenol < methanol
(3) methanol < p-ethoxyphenol < phenol
(4) methanol < phenol < p-ethoxyphenol
(1) (a) < (b) < (c) (2) (b) < (c) < (a)
(3) (c) < (b) < (a) (4) (a) < (c) < (b)
5. The increasing order of basicity for the following intermediates is (from weak to strong)
(1) (v) < (i) < (iv) < (ii) < (iii) (2) (iii) < (i) < (ii) < (iv) < (v)
(3) (v) < (iii) < (ii) < (iv) < (i) (4) (iii) < (iv) < (ii) < (i) < (v)
(1) (I) > (III) > (IV) > (II) (2) (III) > (I) > (II) > (IV)
(3) (III) > (II) > (I) > (IV) (4) (II) > (III) > (IV) > (I)
8. Among the following compounds, which one has the shortest C—Cl bond?
(1) I < IV < III < II (2) IV < I < II < III (3) I < III < IV < II (4) III < I < II < IV
ANSWER KEY
11.
14. Which purification technique is used for high boiling organic liquid compound (decomposes
near its boiling point)
(1) Steam distillation (2) Simple distillation
(3) Fractional distillation (4) Reduced pressure distillation
15. Which one of the following compounds will liberate CO2, when treated with NaHCO3?
(1) (CH3 )4 NOH (2) (CH3 )3 NHC I
16. Which one among the following resonating structures is not correct?
(1) (2)
(3) (4)
17. Identify the species having one -bond and maximum number of canonical forms from the
following :
(1) CO23 (2) O2 (3) SO2 (4) SO3
18. The correct decreasing order of densities of the following compounds is:
(1) (D) > (C) > (B) > (A) (2) (C) > (B) > (A) > (D)
(3) (C) > (D) > (A) > (B) (4)(A) > (B) > (C) > (D)
24. The compound/s which will show significant intermolecular H-bonding is/are :
(1) (c) only (2) (b) only (3) (a) and (b) only (4) (a), (b) and (c)
ANSWER KEY
(1) (2)
(3) (4)
2. The major product ‘A’ of the following given reaction has_____sp2 hybridized carbon atoms.
H
2,7-Dimethyl1-2, 6 –octadiene A
Major Product
(1) A, B, C and D (2) Only A and B (3) Only A and C (4) Only B, C and D
(1) A > B > C > D (2) B > A > C > D (3) D > C > A > B (4) D > C > B > A
8. 65. Given below are two statements : one is labelled as Assertion A and, the other is labelled
as Reason R.
Assertion A : [6] Annulene, [8] Annulene and cis-[10] Annulene, are respectively aromatic,
not-aromatic and aromatic.
s
Reason R : Planarity is one of the requirements of aromatic systems
In the light of the above statements, choose the most appropriate answer from the options
given below.
(1) Both A and R are correct and R is the correct explanation of A.
(2) Both A and R are correct but R is NOT the correct explanation of A
(3) A is correct but R is not correct
(4) A is not correct but R is correct
9. Among the following marked proton of which compound shows lowest pKa value ?
(1) (2)
(3) (4)
ANSWER KEY
2. The number of chiral carbons present in the molecule given below is _____ .
ANSWER KEY
CH3
(3) (4)
3. Which one of the following molecules does not show stereo isomerism ?
(1) 3, 4-dimethylhex-3-ene (2) 4-Methylhex-1-ene
(3) 3-Methylhex-1-ene (4) 3-Ethylhex-3-ene
4. The number of acyclic structural isomers (including geometrical isomers) for pentene are
_____.
6. The dihedral angle in staggered form of Newman projection of 1,1,1-Trichloro ethane is______
degree. (Round off to the nearest integer)
(1) II < III < IV < I (2) I < III < IV < II (3) I < IV < III < II (4) II < IV < III < I
(A) (B)
(C) (D)
(A) (B)
(C) (D)
6. Optical activity of an enantiomeric mixture is +12.6° and the specific rotation of (+) isomer
is °. The optical purity is ________%.
In the light of the above statement, choose the most appropriate answer from the options
given below
(1) Both Statement I and Statement II are correct.
(2) Both Statement I and Statement II are incorrect.
(3) Statement I is correct but Statement II is incorrect.
(4) Statement I is incorrect but Statement II is correct.
ANSWER KEY
Where
Ks and ke, are, respectively, the rate constants for the substitution and elimination, and
ks
= , the correct options is–
ke
(1) B > A and ke(B) > ke(A) (2) B > A and ke(A) > ke(B)
(3) A > B and ke(B) > ke(A) (4) A > B and ke(A) > ke(B)
(1) (2)
(3) (4)
(1) (2)
(3) (4)
(1) (IV) > (II) > (III) > (I) (2) (II) > (III) > (IV) > (I)
(3) (II) > (III) > (I) > (IV) (4) (III) > (II) > (IV) > (I)
11. The decreasing order of reactivity of the following organic molecules towards AgNO3 solution
is:
(1) (A) > (B) > (D) > (C) (2) (A) > (B) > (C) > (D)
(3) (C) > (D) > (A) > (B) (4) (B) > (A) > (C) > (D)
12. Which of the following compounds will form the precipitate with aq. AgNO3 solution most
readily?
(a)
(b)
(c)
(1) C < A < B (2) B < C < A (3) A < B < C (4) A < C < B
ANSWER KEY
(A) (B)
(C) (D)
What is ‘A’ ?
What is ‘A’
5.
6. Ammonolysis of Alkylhalides followed by the treatment with NaOH solution can be used to
prepare primary, secondary and tertiary amines. The purpose of NaOH in the reaction is:
(A) to remove basic impurities
(B) to activate NH3 used in the reaction
(C) to increase the reactivity of alkyl halide
(D) to remove acidic impurities
12. In Carius method, halogen containing organic compound is heated with fuming nitric acid in
the presence of:
(1) AgNO3 (2) HNO3 (3) BaSO4 (4)CuSO4
(1) (2)
(3) (4)
(1) (2)
(3) (4)
16. Given below are two statements: one is labelled as Assertion (A) and the other is labelled
as Reason (R).
Assertion (A): Synthesis of ethyl phenyl ether may be achieved by Williamson synthesis.
Reason (R): Reaction of bromobenzene with sodium ethoxide yields ethyl phenyl ether. In
the light of the above statements, choose the most appropriate answer from the options
given below:
(A) Both (A) and (R) are correct and (R) is the correct explanation of (A)
(B) Both (A) and (R) are correct but (R) is NOT the correct explanation of (A)
(C) (A) is correct but (R) is not correct
(D) (A) is not correct but (R) is correct
(1) (2)
(3) (4)
18. The major product (A) formed in the reaction given below is:
(1) (2)
(3) (4)
19. The correct of reactivity of the given chlorides with acetate in acetic acid is:
(1)
(2)
(3)
(4)
ANSWER KEY
(1) (2)
(3) (4)
(1) A > C > B (2) A > B > C (3) C > B > A (4) C > A > B
4. Phenol on reaction with dilute nitric acid, gives two products. Which method will be most
efficient for large scale separation?
(1) Chromatographic separation (2) Fractional Crystallisation
(3) Steam distillation (4) Sublimation
7. Oxidation of toluene to Benzaldehyde can be easily carried out with which of the following
reagents?
(1) CrO3/acetic acid, H3O+ (2) CrO3 acetic anhydride, H3O+
(3) KMnO4/HCl, H3O+ (4) CO/HCl, anhydrous AlCl3
(1) (2)
(3) (4)
(1) (2)
(3) (4)
15. Given below are two statements : one is labelled as Assertion A and the other is labelled as
Reason R
Assertion A: Aniline on nitration yields ortho, meta & para nitro derivatives of aniline.
Reason R: Nitrating mixture is a strong acidic mixture.
In the light of the above statements, choose the correct answer from the options given
below
(1) Both A and R are true and R is the correct explanation of A
(2) Both A and R are true but R is NOT the correct explanation of A
(3) A is true but R is false
(4) A is talse but R is true
NH Br
16. ' A ' C 8H6Cl 2O
3 C H ClNO
8 8
2
NaOH
Consider the above reaction, the compound ‘A’ is
(1) (2)
(3) (4)
17.
(1) (2)
(3) (4)
(1) (2)
(3) (4)
20. An organic compound ‘A’ on reaction with NH3 followed by heating gives compound B. Which
on further strong heating gives compound C(C8H5NO2). Compound C on sequential reaction
with ethanolic KOH, alkyl chloride and hydrolysis with alkali gives a primary amine. The
compound A is:
21. In base vs. acid titration, at the end point methyl orange is present as
(A) quinonoid form (B) heterocyclic form (C) phenolic form (D) benzenoid form
(A) (A) > (B) > (C) > (D) (B) (A) > (C) > (D) > (B)
(C) (C) > (A) > (D) > (B) (D) (C) > (D) > (B) > (A)
(1) HNO2, Fe/H+, HNO2, KI, H2O/H+ (2) HNO2, KI, Fe/H+, HNO2, H2O/warm
(3) HNO2, KI, HNO2, Fe/H+, H2O/H+ (4) HNO2, Fe/H+, KI, HNO2, H2O/warm
The % yield for reaction I is 60% and that of reaction II is 50%. The overall yield of the
complete reaction is ____ %. [nearest integer]
2 H
(B) H3C—CN
H3C—CHO (II) Etard reaction
PdBaSO4
26.
In the above reaction, 5g of toluene is converted into benzaldehyde with 92% yield. The
amount of benzaldehyde produced is _________ × 10–2g. (Nearest integer)
(1) (2)
(3) (4)
29. Compound I is heated with Conc. HI to give a hydroxy compound A which is further heated
with Zn dust to give compound B. Identify A and B.
(1) (2)
(3) (4)
30.
(1) (2)
(3) (4)
3. Among the compounds A and B with molecular formula C9H18O3, A is having higher boiling
point than B. The possible structures of A and B are:
(1) (2)
(3) (4)
5. When neopentyl alcohol is heated with an acid, it slowly converted into an 85: 15 mixture of
alkenes A and B, respectively. What are these alkenes?
(1) (2)
(3) (4)
(1) (2)
(3) (4)
ANSWER KEY
(1) (2)
(3) (4)
2.
The structure of X is :
4. Main Products formed during a reaction of 1-methoxy naphthalene with hydroiodic acid are:
6. Which of the following compounds will provide a tertiary alcohol on reaction with excess of
CH3MgBr followed by hydrolysis?
(1) (2)
(3) (4)
(i)DIBAL H
8. R —CN
(ii) H O
R — Y
2
10. Which one of the following is the major product of the given reaction?
(1) (2)
(3) (4)
dry ethanol
Mg
ether
[A] P
(Major Pr oduct)
(1) (2)
(3) (4)
12.
(1) (2)
(3) (4)
H PO (BH )
14. 3 4
120ºC A 3
2 P
Major Pr oduct H O /OH, H O
2 2 2 Major Pr oduct
(1) (2)
(3) (4)
conc.H SO
2 4
a few drops
Major product
(1) (2)
(3) (4)
ANSWER KEY
(1) (2)
(3) (4)
ANSWER KEY
Ag NH
O3 3 2
x
Zn/H2O
A
X will be:
(1) (2)
CH CH
O O
CH
CH CH
(3) (4)
CH CH
O O
ANSWER KEY
(1)
(2)
(3)
(4)
ANSWER KEY
1. (2) 2. (2)
ANSWER KEY
1. (2) 2. (08.00)
(1) (2)
(3) (4)
(1) (2)
(3) (4)
ANSWER KEY
(1) (2)
(3) (4)
5.
7.
For above chemical reactions, identify the correct statement from the following:
(1) Compound’A’ is dicarboxylic acid and compound ‘B’ is diol
(2) Compound ‘A’ is diol and compound ‘B’ is dicarboxylic acid
(3) Both compound ‘A’ and compound ‘B’ are diols
(4) Both compound ‘A’ and compound ‘B’ are dicarboxylic acids
8. An Organic compound ‘A’ C4H8 on treatment with KMnO4/H+ yields compound ‘B’ C3H6O.
Compound ‘A’ also yields compound ‘B’ an ozonolysis. Compound ‘A’ is :
(1) But-2-ene (2) 2-Methylpropene (3) Cyclobutane (4) 1-Methylcyclopropane
9.
Consider the above chemical reaction. The total number of stereoisomers possible for
product ‘P’ is _____________.
10. Presence of which reagent will affect the reversibility of the following reaction, and change
it to a irreversible reaction :
hv
CH4 I2
CH3 I HI
Re versible
11. Which one of the following set of elements can be detected using sodium fusion extract?
(1) Halogens, Nitrogen, Oxygen,Sulfur (4) Sulfur, Nitrogen, Phosphorous,Halogens
(3) Nitrogen, Phosphorous, Carbon,Sulfur (4) Phosphorous, Oxygen, Nitrogen,Halogens
14. Among the following compounds I-IV, which one forms a yellow precipitate on reacting
sequentially with (i) NaOH (ii) dil. HNO3 (iii) AgNO3?
(1) III (2) IV (3) II (4) I
15. Given below are two statements : one is labelled as Assertion (A) and the other is labelled
as Reason (R).
Assertion (A) : Treatment of bromine water propene vields 1-bromopropan-2-ol.
Reason (R) : Attack of water on bromonium ion follows Markovnikov rule and results in 1-
bromopropan-2-ol.
In the light of the above statements, choose the most appropriate answer from the options
given below.
(1) Both (A) and (R) are true but (R) is NOT the correct explanation of (A).
(2) (A) is false but (R) is true.
(3) (A) is true but (R) is false.
(4) Both (A) and (R) are true and (R) is the correct explanation of (A).
16. The stereoisomers that are formed by electrophilic addition of bromine to trans-but-2-ene
is /are :
(1) 2 enantiomers (2) 2 enantiomers and 2 mesomers
(3) 2 identical mesomers (4) 1 racemic and 2 enantiomers
ANSWER KEY
3.
Consider the above reaction. The number of electrons present in the product ‘P ‘_______
is
(1) (2)
(3) (4)
5. Amongst the following, the major product of the given chemical reaction is
1 O3
(Q)
2 Zn H O 5-oxohexanal
2
10. The major product (P) of the given reaction is (where, Me is -CH3)
12. Two isomers ‘A’ and ‘B’ with molecular formula C4H8 give different products on oxidation
with KMnO4 in acidic medium. Isomer ‘A on reaction with KMnO4 /H+ results in effervescence
of a gas and gives ketone. sThe compound ‘ A ‘ is
(1) But-1-ene. (2) cis-But-2-ene. (3) trans-But-2-ene. (4) 2-methyl propene.
13. A compound ‘A’ on reaction with ‘X’ and ‘Y’ produces the same major product but different
by product ‘a’ and ‘b’. Oxidation of ‘a’ gives a substance produced by ants.
(1) (2)
(3) (4)
15. The total number of monobromo derivatives formed by the alkanes with molecular formula
C5H12 is (excluding stereo isomers)___________.
16. The dark purple colour of KMnO4 disappears in the titration with oxalic acid in acidic medium.
The overall change in the oxidation number of manganese in the reaction is :
(1) 5 (2) 1 (3) 7 (4) 2
20. In the titration of KMnO4 and oxalic acid in acidic medium, the change in oxidation number
of carbon at the end point is ________
22. Identify the correct statement for the below given transformation.
24. Which among the following pairs of the structures will give different products on ozonolysis?
(Consider the double bonds in the structures are rigid and not delocalized.)
(1) (2)
(3) (4)
26. When enthanol is heated with conc. H2SO4, a gas is produced. The compound formed, when
this gas is treated with cold dilute aqueous solution of Baeyer’s Question: reagent, is
(1) formaldehyde (2) formic acid (3) glycol (4) ethanoic acid
27. Some gases are responsible for heating of atmosphere (green house effect). Identify from
the following the gaseous species which does not cause it.
(1) CH4 (2) O3 (3) H2O (4) N2
28. Given below are two statements: one is labelled as Assertion A and the other is labelled as
Reason R
Assertion A : Polluted water may have a value of BOD of the order of 17 ppm.
Reason R : BOD is a measure of oxygen required to oxidise both the biodegradable and
nonbiodegradable organic material in water.
In the light of the above statements, choose the most appropriate answer from the options
given below.
(1) Both A and R are correct and R is the correct explanation of A.
(2) Both A and R are correct but R is NOT the correct explanation of A.
(3) A is correct but R is not correct.
31. Sulphur dioxide is one of the components of polluted air. SO2 is also a major contributor to
acid rain. The correct and complete reaction to represent acid rain caused by SO2 is :
(1) 2SO2 + O2 2SO3 (2) SO2 + O3 SO3 + O2
(3) SO2 + H2O2 H2SO4 (4) 2SO2 + O2 + 2H2O 2H2SO4
33. The acid that is believed to be mainly responsible for the damage of TajMahal is
(1) Sulfuric acid (2) Hydrofluoric acid (3) Phosphoric acid (4) Hydrochloric acid
37. Number of grams of bromine that will completely react with 5.0 g of pent-1-ene is _____×10–
2
g. (Atomic mass of Br=80 g/ mol ) (Nearest Integer)
40. 0.25 g of an organic compound containing chlorine gave 0.40 g of silver chloride in Carius
estimation. The percentage of chlorine present in the compound is ______. [in nearest
integer] (Given: Molar mass of Ag is 108 g mol–1 and that of Cl is 35.5 g mol–1)
41. Which one of the following techniques is not used to spot components of a mixture
separated on thin layer chromatographic plate?
(1) I2 (Solid)
(2) U.V. Light
(3) Visualisation agent as a component of mobile phase
(4) Spraying of an appropriate reagent
43. In Carius method of estimation of halogen, 0.45 g of an organic compound gave 0.36 g of
AgBr. Find out the percentage of bromine in the compound.
(Molar masses : AgBr = 188 g mol–1 ; Br = 80g mol–1)
(1) 34.04 % (2) 40.04% (3) 36.03% (4) 38.04%
45. Given below are two statements: One is labelled as Assertion A and the other is labelled as
Reason R
Assertion A : Thin layer chromatography is an adsorption chromatography.
Reason R : A thin layer of silica gel is spread over a glass plate of suitable size in thin layer
chromatography which acts as an adsorbent.
In the light of the above statements, choose the correct answer from the options given
below
(1) Both A and R are true and R is the correct explanation of A
(2) Both A and R are true but R is NOT the correct explanation of A
(3) A is true but R is false
(4) A is false but R is true
ANSWER KEY
2. [P] on treatment with Br2/FeBr3 in CCl4 produced a single isomer C8H7O2 Br while heating [P]
with sodalime gave toluene. The compound [P] is:
(1) (2)
(3) (4)
4. The major product [C] of the following reaction sequence will be:
(1) (2)
(3) (4)
7. A solution of phenol in chloroform when treated with aqueous NaOH gives compound P as
a major product. The mass percentage of carbon in P is________. (to the nearest integer)
(Atomic mass : C = 12; H = 1; O = 16)
(a) (b)
(c) (d)
10. In the following sequence of reactions the maximum number of atoms present in molecule
'C' in one plane is _________.
(A is a lowest molecular weight alkyne) Which of these will produce the highest yield in
Friedel Crafts reaction?
11. Which of these will produce the highest yield in Friedel Crafts reaction?
ANSWER KEY
(1) (iv) < (i) < (iii) < (ii) (2) (iv) < (i) < (ii) < (iii)
(3) (i) < (ii) < (iii) < (iv) (4) (iv) < (iii) < (ii) < (i)
2. The diazonium salt of which of the following compounds will form a coloured dye on reaction
with -Naphthol in NaOH ?
3. What is the correct sequence of reagents used for converting nitrobenzene into m-
dibromobenzene ?
(1)
(2)
(3)
(4)
(1) (2)
(3) (4)
6. Which of the following compound gives pink colour on reaction with phthalic anhydride in
conc.H2SO4 followed by treatment with NaOH ?
(1) (2)
(3) (4)
(1) (2)
(3)
The number of sp2 hybridized carbon atom(s) present in the product is _______.
Ether
(3) 2CH3CH2Cl + 2Na C2H5– C2H5 + 2NaCl (iii) Fitting reaction
Ether
(4) 2C2H5Cl +2Na C6H5– C6H5 + 2NaCl (iv) Gatterman reaction
Choose the correct answer from the option given below:
(1) (1)-(ii), (2)-(i), (3)-(iv), (4)-(iii) (2) (1)-(iii), (2)-(iv), (3)-(i), (4)-(ii)
(3) (1)-(ii), (2)-(iv), (3)-(i), (4)-(iii) (4) (1)-(iii), (2)-(i), (3)-(iv), (4)-(ii)
(1) (2)
(3) (4)
14.
(1) (2)
(3) (4)
15. Benzene on nitration gives nitrobenzene in presence of HNO3 and H2SO4 mixture, where :
(1) HNO3 acts as an acid and H2SO4 acts as a base
(2) both H2SO4 and HNO3 act as a bases
(3) HNO3 acts as a base and H2SO4 acts as an acid
(4) both H2SO4 and HNO3 act as an acid
16.
(1) (2)
(3) (4)
19.
(1) (2)
(3) (4)
20.
(1) (2)
(3) (4)
22.
(1) (2)
(3) (4)
23. The correct options for the products A and B of the following reactions are :
(1) (2)
(3) (4)
(1) Bromine water (2) Br2 in CS2, 273 K (3) Br2/ FeBr3 (4) Br2 in CHCl3, 273 K
Choose the correct answer from the options given below:
(1) (1) and (3) only (2) (2), (3) and (4) only
(3) (1), (2) and (4) only (4) (2) and (4) only
JEE Mains (Previous Year Questions) 2020-21-22 56
26. The correct sequential addition of regents in the preparation of 3-nitrobenzoic acid from
benzene is :
(1) Br2/AlBr3,NaCN, H3O+,HNO3/H2SO4 (2) HNO3/H2SO4,Br2/AlBr3,Mg/ether,CO2, H3O+
(3) Br2/AlBr3,HNO3/H2SO4,Mg/ether,CO2, H3O+ (4) Br2/AlBr3,HNO3/H2SO4,NaCN,H3O+
27. The correct structures of A and B formed in the following reactions are :
(1) (2)
(3) (4)
28. The total number of regents from those given below, that can convert nitrobenzene into
aniline is _________.(Integer answer)
I. Sn – HCl II. Sn – NH4OH III. Fe – HCl
IV. Zn – HCl V. H2 – Pd VI. H2 – Raney Nickel
29. The major products A and B formed in the following reaction sequence are:
(1) (2)
(3) (4)
31. The structures of A and B formed in the following reaction are: [Ph = –C6H5]
(1) (2)
(3) (4)
ANSWER KEY
(1) (2)
(3) (4)
3. Halogenation of which one of the following will yield m-substituted product with respect to
methyl group as a major product?
7.
Consider the above reactions, the product A and product B respectively are
(1) (2)
(3) (4)
8.
(1) (2)
(3) (4)
12. The reaction of with bromine and KOH gives RNH2 as the end product. Which
(1) (2)
(3) (4)
15. Identify the major product formed in the following sequence of reactions:
16. A primary aliphatic amine on reaction with nitrous acid in cold (273 K) and there after raising
temperature of reaction mixture to room temperature (298 K), gives
(1) nitrile (2) alcohol (3) diazonium salt (4) secondary amine
17. The difference in the reaction of phenol with bromine in chloroform and bromine in water
medium is due to :
(1) Hyperconjugation in substrate (2) Polarity of solvent
(3) Free radical formation (4) Electromeric effect the substrate
(1) (2)
(3) (4)
Considering the above reaction, the compound ‘A’ and compound ‘B’ respectively are :
(1) (2)
(3) (4)
21. Hydrolysis of which compound will give carbolic acid ? [JEE-Mains (26-July_Shift-2)2022]
(1) Cumene (2) Benzenediazonium chloride
(3) Benzal chloride (4) Ethylene glycol ketal
22. The number of non-ionisable protons present in the product B obtained from the following
reaction is__________.
C2H5OH + PCl3 C2H5Cl + A
A + PCl3 B
23.
ANSWER KEY
(1) (2)
(3) (4)
(1) (2)
(3) (4)
6. The increasing order of the following compounds towards HCN addition is:
(1) (iii) < (iv) < (ii) < (i) (2) (iii) < (iv) < (i) < (ii)
(3) (iii) < (i) < (iv) < (ii) (4) (i) < (iii) < (iv) < (ii)
7. An organic compound 'A' (C9H10O) when treated with conc. HI undergoes cleavage to yield
compounds 'B' and 'C'. 'B' gives yellow precipitate with AgNO3 where as 'C' tautomerizes to
'D'. 'D' gives positive isoform test. 'A' could be:
(1) (2)
(3) (4)
8. The increasing order of the reactivity of the following compound in nucleophilic addition
reaction is:
Propanal, Benzaldehyde, Propanone, Butanone
(1) Butanone<Propanone<Benzaldehyde <Propanal
(2) Benzaldehyde<Butanone<Propanone <Propanal
(3) Propanal<Propanone<Butanone< Benzaldehyde
(4) Benzaldehyde<Propanal<Propanone< Butanone
(1) (2)
(3) (4)
ANSWER KEY
(1)
(2)
(3)
(4)
(1) (2)
(3) (4)
A (Major product )
(1) (2)
(3) (4)
Hydrolysis
7. A
373 K B
(C4H8Cl2 ) (C4H8O)
B reacts with Hydroxyl amine but does not give Tollen’s test. Identify A and B.
(1) 1, 1-Dichlorobutane and 2-Butanone (2) 2, 2- Dichlorobutane and Butan-2-one
(3) 2, 2- Dichlorobutane and Butanal (4) 1, 1- Dichlorobutane and Butanal
O
dil. NaOH H , Heat
8. " X "
" Y "
Consider the above reaction, the product ‘X’ and ‘Y’ respectively are:
(1) (2)
(3) (4)
Ethylene Glycol
9. A (Major Product)
H
The product “A” in the above reaction is:
(1) (2)
(3) (4)
10. The total number of C—C sigma bond/s in mesityl oxide (C6H10O) is ……
(Round off to the Nearest Integer).
Which among the above compound/s does/do not form Silver mirror when treated with
Tollen’s reagent?
(1) Only (II) (2) (I), (III) and (IV) only
(3) (III) and (IV) only (4) Only (IV)
14.
15. A reaction of benzonitrile with one equivalent CH3MgBr followed by hydrolysis produces a
yellow liquid “P”. The compound “P” will give positive.
(1) Tollen’s test (2) Schiff’s test (3) Ninhydrin’s test (4) Iodoform test
EtOH excess t
16.
dry HCl gas
“A” (major product) BuO
K “B” (major product)
(1) (2)
(3) (4)
(1) (2)
(3) (4)
(i) DIBALH
18. R—CN
R—Y
(ii) H2O
Consider the above reaction and identify “Y”
(1) –CHO (2) –CONH2 (3) –CH2NH2 (4) –COOH
19. The major products formed in the following reaction sequence A and B are:
(1)
(2)
(3)
(4)
(CH CO) O
3 2 P (Major Product)
22.
(1) (2)
(3) (4)
23. The structure of the starting compound P used in the reaction given below is:
24. The major products A and B in the following set of reactions are:
(1) (2)
(3) (4)
27. In the following sequence of reactions a compound A, (molecular formula C6H12O2) with a
straight chain structure gives a C4 carboxylic acid. A is.
LiAlH
4 Oxidation
A
B C4 Carboxylic acid
H3O
ANSWER KEY
1.
4. Which of the following ketone will NOT give enamine on treatment with Question: secondary
amines? [where t-Bu is C(CH3)3]
5. Among the following structures, which will show the most stable enamineformation?
(Where Me is- CH3)
(1) (2)
(3) (4)
6. Oxidation of toluene to benzaldehyde can be easily carried out with which of the Question:
following reagents?
(1) CrO3/acetic acid, H3O+ (2) CrO3/acetic anhydride, H3O+
(3) KMnO4HCl, H3O+ (4) CO/HCl, anhydrous AlCl3
(1) (2)
(3) (4)
(1) (2)
(3) (4)
10. L-isomer of a compound ‘ A’ (C4H8O4) gives a positive test with [Ag(NH3)2]+ .Treatment of ‘ A’
with aceticanhydride yields triacetate derivative. Compound ‘ A ‘ produces an optically active
compound (2) and an optically inactive compound (3) on treatment with bromine water and
HNO3 respectively. Compound (1) is:
12. The correct structure of product ‘A’ formed in the following reaction,
(1) (2)
(3) (4)
(Where Et is –C2H5)
(1) (2)
(3) (4)
(1) (2)
(3) (4)
ANSWER KEY
(1) (2)
(3) (4)
3. An organic compound [A], molecular formula C10H20O2 was hydrolyzed with dilute sulphuric
acid to give a carboxylic acid [B] and alcohol [C]. Oxidation of [C] with CrO3—H2SO4 produced
[B]. Which of the following structures are not possible for [A]?
(1) (CH3)3 CCOOCH2C(CH3)3 (2) CH3CH2CH2COOCH2CH2CH2CH3
(3) (4)
5. An organic compound (A) (molecular formula C6H12O2) was hydrolysed with dil. H2SO4 to give
a carboxylic acid (B) and an alcohol (C). 'C' give white turbidity immediately when treated
with anhydrous ZnCl2 and conc. HCl. The organic compound (A) is:
(1) (2)
(3) (4)
ANSWER KEY
2.
3. Compound A is converted to B on reaction with CHCl3 and KOH. The compound B is toxic
and can be decomposed by C. A, B and C respectively are :
(1) secondary amine, nitrile compound, conc. NaOH
(2) primary amine, isonitrile compound, conc. HCl
(3) secondary amine, isonitrile compound, conc. NaOH
(4) primary amine, nitrile compound, conc. HCl
4.
Maleic anhydride
Maleic anhydride can be prepared by :
(1) Treating cis-but-2-enedioic acid with alcohol and acid
(2) Heating cis-but-2-enedioic acid
(3) Treating trans-but-2-enedioic acid with alcohol and acid
(4) Heating trans-but-2-enedioic acid
(1) (2)
(3) (4)
(A) (B)
(C) (D)
9. Which one of the following gives the most stable Diazonium salt?
(C) (D)
2. Given below are two statements: one is labelled as Assertion A and the other is labelled as
Reason R.
Assertion A : A mixture contains benzoic acid and napthalene. The pure benzoic acid can be
separated out by the use of benzene.
Reason R : Benzoic acid is soluble in hot water.
In the light of the above statements, choose the most appropriate answer from the options
given below.
(1) Both A and R are true and R is the correct explanation of A.
(2) Both A and R are true but R is NOT the correct explanation of A.
(3) A is true but R is false.
(4) A is false but R is true.
3. Decarboxylation of all six possible forms of diaminobenzoic acids C6H3(NH2)2 COOH yields
three products A,B and C. Three acids give a product ‘A’, two acids gives a product ‘B’ and
one acid give a product ‘C’.
The melting Question: point of product ‘C’ is
(1) 63°C (B) 90°C (C) 104°C (D) 142°C
(1) (2)
(3) (4)
ANSWER KEY
4. A, B and C are three biomolecules. The results of the tests performed on them are given
below:
Molisch's Barfoed Biuret
Test Test Test
A Positive Negative Negative
B Positive Positive Negative
C Negative Negative Positive
A, B and C are respectively:
(1) A = Glucose, B = Fructose, C = Albumin
(2) A = Lactose, B = Fructose, C = Alanine
(3) A = Lactose, B = Glucose, C = Alanine
(4) A = Lactose, B = Glucose, C = Albumin
y eq. of
Ni/H2
(ii) Glucose
A acetyl derivative
(CH3CO)2 O
z eq. of
(iii) Glucose
acetyl derivative
(CH3CO)2 O
3. Seliwanoff test and Xanthoproteic test are used for the identification of _______ and
________ respectively
(1) ketoses, proteins (2) proteins, ketoses
(3) aldoses, ketoses (4) ketoses, aldoses
5. Which among the following pairs of Vitamins is stored in our body relatively for longer
duration?
(1) Ascorbic acid and Vitamin D (2) Thiamine and Ascorbic acid
(3) Vitamin A and Vitamin D (4) Thiamine and Vitamin A
(A) (B)
(C) (D)
11. The correct structure of Rhumann’s Purple, the compound formed in the reaction of
ninhydrin with proteins is:
(A) (B)
(C) (D)
12. Which one of the following statements is not true about enzymes?
(1) Enzymes work as catalysts by lowering the activation energy of a biochemical reaction.
(2) The action of enzymes is temperature and pH specific.
(3) Almost all enzymes of proteins.
(4) Enzymes are non–specific for a reaction and substrate.
15.
16. Which one among the following chemical tests is used to distinguish monosaccharide from
disaccharide?
(1) Barfoed test (2) Seliwanoff’s test (3) Tollen’s test (4) Iodine test
18. Out of following isomeric forms of uracil, which one is present in RNA?
20. Which one of the following compounds contains -C1-C4 glycosidic linkage?
(1) Lactose (2) Sucrose (3) Maltose (4) Amylose
ANSWER KEY
2. When sugar ‘X’ is boiled with dilute H2SO4 in alcoholic solution, two isomers ‘A’ and ‘B’ are
formed. ‘A’ oxidation with HNO3 yields saccharic acid where as’ B is laevorotatory. The
compound ‘X’ is:
(1) Maltose (2) Sucrose (3) Lactose (4) Strach
6. A sugar ‘X’ dehydrates very slowly under acidic condition to give furfural which on further
reaction with resorcinol gives the coloured product after sometimes.
(1) Aldopentose (2) Aldotetrose
(3) Oxalic acid (4) Ketotetrose
8. For the below given cyclic hemiacetal (X), the correct pyranose structure is:
11. During the denaturation of proteins, which of these structures will remain intact?
(1) Primary (2) Secondary (3) Tertiary (4) Quaternary
12. In a linear tetrapeptide (Constituted with different amino acids), (number of amino acids) -
(number of peptide bonds) is:
ANSWER KEY
ANSWER KEY
(1) (2)
(3) (4)
ANSWER KEY
(1) (2)
(3) (4)
13. Given below are two statements, one is Assertion (A) and other is Reason (R).
Assertion (A) : Natural rubber is a linear polymer of isoprene called cis-polyisoprene with
elastic properties.
Reason (R) : The cis-polyisoprene molecules consist of various chains held together by
strong polar interactions with coiled structure.
Question: In the light of the above statements, choose the correct one from the options
given below:
(1) Both (A) and (R) are true and (R) is the correct explanation of (A).
(2) Both (A) and (R) are true but (R) is not the correct explanation of (A).
(3) (A) is true but (R) is false.
(4) (A) is false but (R) is true.
14. The polymer, which can be stretched and retains its original status on releasing the force is
(1) Bakelite. (2) Nylon 6,6. (3) Buna-N. (4) Terylene.
15. Given below are two statements: one is labelled as Assertion A and the other is labelled as
Reason R.
Assertion A : Dacron is an example of polyester polymer.
Reason R : Dacron is made up of ethylene glycol and terephthalic acid monomers. In the
light of the above statements, choose the most appropriate answer from the Question:
options given below.
(1) Both A and R are correct and R is the correct explanation of A.
(2) Both A and R are correct but R is NOT the correct explanation of A.
(3) A is correct but R is not correct.
(4) A is not correct but R is correct.
JEE Mains (Previous Year Questions) 2020-21-22 92
2. A chromatography column, packed with silica gel as stationary phase, was used to separate
a mixture of compounds consisting of (A) benzanilide (B) aniline and (C) acetophenone. When
the column is eluted with a mixture of solvents, hexane: ethyl acetate (20 : 80), the sequence
of obtained compounds:
(1) (B), (C) and (A) (2) (C), (A) and (B) (3) (A), (B) and (C) (4) (B), (A) and (C)
3. A flask contains a mixture of isohexane and 3-methylpentane. One of the liquids boils at
63°C while the other boils at 60°C. What is the best way to seprate the two liquids and
which one will be distilled out first?
(1) simple distillation, 3-methylpentane (2) simple distillation, isohexane
(3) fractional distillation, isohexane (4) fractional distillation, 3-methylpentane
4. Kjeldahl's method cannot be used to estimate nitrogen for which of the following
compounds?
Iodoform Test
Positive Negative
C and D respectively are:
(1)
(2)
(3)
(4)
The product 'P' gives positive ceric ammonium nitrate test. This is because of the presence
of which of these –OH group(s)?
(1) (c) and (d) (2) (b) only (3) (d) only (4) (b) and (d)
2. Which one among the following chemical tests is used to distinguish monosaccharide from
disaccharide?
(1) Barfoed test (2) Seliwanoff’s test
(3) Tollen’s test (4) Iodine test
3. Which one of the following tests used for the identification of functional groups in organic
compounds does not use copper reagent?
(1) Seliwanoff’s test (2) Barfoed’s test
(3) Biuret test for peptide bond (4) Benedict test
ANSWER KEY
2. Given below are two statements : one is labelled as Assertion A and the other is labelled
as Reason R.
Assertion A : Phenolphthalein is a pH dependent indicator, remains colourless in acidic
solution and gives pink colour in basic medium.
Reason R : Phenolphthalein is a weak acid. It doesn’t dissociate in basic medium. choose
the most appropriate answer from the options given below
(1) Both A and R are true and R is the correct explanation of A
(2) Both A and R are true but R is NOT the correct explanation of A
(3) A is true but R is false.
(4) A is false but R is true.
4. A compound ‘X’ is acidic and it is soluble in NaOH solution, but insoluble in NaHCO3
solution. Compound ‘X‘ also gives violet colour with neutral FeCl3 solution. The compound ‘
X ‘ is :
5. A compound ‘X‘ is a weak acid and it exhibits colour change at pH close to the equivalence
point during neutralization of NaOH with CH3COOH. Compound ‘X‘ Question: exists in
ionized form in basic medium. The compound ‘ X‘ is
(1) methyl orange (2) methyl red (3) phenolphthalein (4) erichrome Black T
ANSWER KEY
(1) (2)
(3) (4)
3. A non-reducing sugar "A" hydrolyses to give two reducing mono saccharides. Sugar A is-
(1) Fructose (2) Galactose (3) Glucose (4) Sucrose
ANSWER KEY
Question: Choose the correct answer from the options given below:
(1) A-III, B-I, C-II, D-IV (2) A-III, B-I, C-IV, D-II
(3) A-I, B-IV, C-II, D-III (4) A-I, B-III, C-II, D-IV
5. Using very little soap while washing clothes, does not serve the purpose of cleaning of
clothes, because:
(1) soap particles remain floating in water as ions.
(2) the hydrophobic part of soap is not able to take away grease.
(3) the micelles are not formed due to concentration of soap, below its CMC value.
(4) colloidal structure of soap in water is completely disturbed.
7. An antiseptic dettol is a mixture of two compounds ‘A’ and ‘B’ where A has 6\ Question:
electrons and B has 2 electrons. What is ‘B’?
(1) Bithionol (2) Terpineol (3) Chloroxylenol (4) Chloramphenicol
(1) (2)
(3) (4)
11. Which of the following compound does not contain sulfur atom?
(1) Cimetidine (2) Ranitidine (3) Histamine (4) Saccharin
12. Amongst baking soda, caustic soda and washing soda carbonate anion is present in:
(1) washing soda only
(2) washing soda and caustic soda only.
(3) washing soda and baking soda only
(4) baking soda, caustic soda and washing soda.
ANSWER KEY
1. The product formed in the first step of the reaction of with excess
(1) (2)
(3) (4)
2.
The structure of X is :
5. Which one of the following compounds will provide a tertiary alcohol on reaction with excess
of CH3MgBr followed by hydrolysis ?
(1) (2)
(3) (4)
6.
Consider the above reaction, the major product ‘p’ is :-
(1) (2)
(3) (4)
(1) (i) Fe, HCl (ii) NaNO2, HCl, 0°C (iii) H2O/H+ (iv) Cl2, FeCl3
(2) (i) Cl2, FeCl3 (ii) NaNO2, HCl, 0°C (iii) Fe, HCl (iv) H2O/H+
(3) (i) Fe, HCl (ii) Cl2, HCl (iii) NaNO2, HCl, 0°C (iv) H2O/H+
(4) (i) Cl2, FeCl3 (ii) Fe, HCl (iii) NaNO2, HCl, 0°C (iv) H2O/H+
9. Which one of the following reactions will not yield propionic acid?
(1) CH3CH2CH2Br+Mg,CO2 dry ether/H3O+ (2) CH3CH2CCl3+OH-/H3O+
(3) CH3CH2COCH3+Ol–/H3O+ (4) CH3CH2CH3+KMnO4(Heat), OH–/H3O+
ANSWER KEY
(1) benzyl bromide (2) bromobenzene (3) cyclohexyl bromide (4) methyl bromide
2. Which of the following conditions or reaction sequence will NOT give acetophenone as the
major product?
(1) (2)
(3) (4)
(1) (2)
(3) (4)
4.
6.
The correct structure of C is
(1) (2)
(3) (4)
7. Which reactant will give the following alcohol on reaction with one mole of phenyl
magnesium bromide (PhMgBr) followed by acidic hydrolysis ?
(3) (4)
ANSWER KEY