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C Ch-22 Hydrocarbons
C Ch-22 Hydrocarbons
C Ch-22 Hydrocarbons
Hydrocarbons
1. The main product of the following reaction is 5. The major organic compound formed by the
reaction of 1, 1, 1-trichloroethane with silver powder
conc.H 2SO 4
C 6H5 CH 2 CH(OH)CH(CH 3 )2 o? is [JEE (Main)-2014]
[AIEEE-2010] (1) Acetylene (2) Ethene
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CH3O
CH2Cl
(i) AlCl3 (anhyd.)
(1)
(ii) H 2O
[JEE (Main)-2019]
OCH 3
CH3
(1)
CH3O
(2)
(2)
CH3O
(3)
CH 3
CH3 CH2 CH CH
G J E D
(E)
(4)
[JEE (Main)-2019]
(1) J-hydrogen
(2) D-hydrogen
11. Which of the following compounds is not aromatic? (3) G-hydrogen
[JEE (Main)-2019] (4) E-hydrogen
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Cl
[JEE (Main)-2019] (3)
O NO2
(1)
N
H
(2) O2N HO
O
(4)
N
H
O OH
(1) (2) OH
(4) O2N N
H O
CH3
15. Which compound(s) out of following is/are not OH
aromatic? O
(3) O
(4)
CH3
(1) (B), (C) and (D) (2) (A) and (C) [JEE (Main)-2019]
(3) (C) and (D) (4) (B) (1) CH3CH2C { CH
16. The major product of the following reaction is
(2) CH3CH = CHCH2NH2
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(1) (2)
(I) (II) (III)
CO2H Cl
O [JEE (Main)-2019]
O (1) I < III < II
CO2H Cl (2) III < II < I
(3) (4)
(3) II < I < III
Cl
O O (4) III < I < II
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27. W hich of these factors does not govern the 31. Heating of 2-chloro-1-phenylbutane with EtOK/EtOH
stability of a conformation in acyclic compounds? gives X as the major product. Reaction of X with
[JEE (Main)-2019] Hg(OAc)2/H2O followed by NaBH4 gives Y as the
major product. Y is: [JEE (Main)-2019]
(1) Angle strain
(2) Steric interactions OH
Cl
Hc – C – C – Hs dihedral angle is
[JEE (Main)-2019]
H
H3C O H Hc 29°
H
(1)
CH3
H 3C O CH CH3
CH2 CH
(2)
Hs
H
H 3C O CH2 [JEE (Main)-2019]
(3) CH2 CH CH2
(1) 120° (2) 58°
CH3 (3) 151° (4) 149°
(a)
29. The major product of the following addition reaction
is
Cl2 /H2O
H3C CH CH2 o
[JEE (Main)-2019]
O
(b)
(1) H 3C CH 3 (2) CH 3–CH–CH 2
Cl OH
O
(3) H 3C (4) H 3C–CH–CH 2
OH Cl
30. But-2-ene on reaction with alkaline KMnO4 at elevated
temperature followed by acidification will give :
(c)
[JEE (Main)-2019]
(1) 2 molecules of CH3CHO
(2) 2 molecules of CH3COOH
(3) CH3–CH–CH–CH 3
OH OH (d)
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Which of these reactions are possible? 36. Which of these will produce the highest yield in
Friedel Crafts reaction? [JEE (Main)-2020]
[JEE (Main)-2020]
(1) (b) and (d) (2) (a) and (d) CONH2
(3) (a) and (b) (4) (b), (c) and (d) OH
(1) (2)
34. The major products A and B in the following
reactions are
NH2 Cl
CN Peroxide
[A] (3) (4)
Heat
[A] + B
37. The correct order of heat of combustion for following
[JEE (Main)-2020]
alkadienes is
CN
(1) A and B CN
(a)
CN
CN
(2) A and B
(b)
(1) (c) < (b) < (a) (2) (a) < (c) < (b)
(3) (b) < (c) < (a) (4) (a) < (b) < (c)
CN
(4) A and B CN 38. The number of sp2 hybrid orbitals in a molecule of
benzene is [JEE (Main)-2020]
35. The major product in the following reaction is (1) 24 (2) 18
O (3) 12 (4) 6
+
39. The major product in the following reaction is
+ H3O
H 3C CH = CH 2
CH3 +
H 3O
[JEE (Main)-2020]
Heat
O O
[JEE (Main)-2020]
(1) (2)
OH OH
CH3 CH 3 H 3C
HO CH3
(1) (2) CH3
CH 3
OH OH OH
+
(3) (4) H 3C CH 3
CH 3
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40. The major product [R] in the following sequence of 42. The major product formed in the following reaction
reactions as: is
HBr
(I) LiNH2/ether
[P] CH3CH == CHCH(CH3)2 o
HC CH
(ii) H 3C
[JEE (Main)-2020]
CH – Br
(CH 3)2CH (1) Br(CH2)3CH(CH3)2
(i) HgSO4 /H2S O4 Conc. H2SO 4 (2) CH3CH(Br)CH2CH(CH3)2
[Q] [R]
(ii) NaBH 4 ' (3) CH3CH2CH(Br)CH(CH3)2
[JEE (Main)-2020] (4) CH3CH2CH2C(Br)(CH3)2
H 3C 43. The major products of the following reaction are
(1) C CH — CH 3 CH3
(CH3)2CH ~
(i) KOtBu/ '
H 2C CH3 CH CH CH3 o
(ii) O3 /H2O2
CH 2 CH 3
~
(2) C OSO2CH3
CH(CH 3)2 [JEE (Main)-2020]
H3C CH 3
(3) C C(CH3)2 (1) + CH 3COOH
CH 3 O
H 3CCH2
CH3
H3C
(2) + CH 3CHO
(4) CH CH CH2 CH3 O
CH 3
(CH3)2CH
(3) + HCOOH
41. In the following reaction sequence the major CH 3 COOH
products A and B are:
CH3
O
(4) + HCHO
anhydrous 1. Zn – Hg/HCl CH 3 CHO
+ O A B
AlCl 3 2. H3 PO4 44. The major product of the following reaction is
CH3
O
[JEE (Main)-2020]
O 2HBr
(1) A = ;B=
NO2
CO2H
O [JEE (Main)-2020]
O
CH3
Br CH3
(2) A = ;B= Br
[JEE (Main)-2020]
In the above reaction, 3.9 g of benzene on nitration
OCH3
O gives 4.92 g of nitrobenzene. The percentage yield
of nitrobenzene in the above reaction is
(1) _________%.
[JEE (Main)-2021]
(b) + HBr B CH3
(1) CH3 – C – CH – CH 3
(c) + HBr C
I CH3
[JEE (Main)-2020]
(2) CH3 – CH – CH – CH 2 – CH3
(1) A < C < B (2) C < A < B
CH 3 I
(3) B < C < A (4) A < B < C
CH3
47. In the following sequence of reactions the
maximum number of atoms present in molecule (3) CH3 – C – CH – CH 2I
‘C’ in one plane is __________. CH3H
(4) CH3 – C – CH – CH 3
(A is a lowest molecular weight alkyne)
CH3 I
[JEE (Main)-2020]
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52. Which one of the following carbonyl compounds 56. For the given reaction :
cannot be prepared by addition of water on an 1. NaNH2 (A)
alkyne in the presence of HgSO4 and H2SO4? CH = CHBr
2. Red hot iron tube, 873K (major product)
[JEE (Main)-2021] CH3
O O
(3) CH3 – C – H (4) CH3 – CH2 – C – H H 3C CH3
H2 SO4
CH2CH 2CH3 CH2CH 3
NO 2
59. Which of the following is Lindlar catalyst ?
NO 2
[JEE (Main)-2021]
(1) (2)
(1) Cold dilute solution of KMnO4
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[JEE (Main)-2021]
(1) Carbocation A is more stable and formed KMnO
4 o 'B'
relatively at slow rate H2O, 273 K major product
(2) Carbocation A is more stable and formed
relatively at faster rate For above chemical reactions, identify the correct
statement from the following. [JEE (Main)-2021]
(3) Carbocation B is more stable and formed
relatively at slow rate (1) Compound ‘A’ is dicarboxylic acid and
compound ‘B’ is diol.
(4) Carbocation B is more stable and formed
relatively at faster rate (2) Compound ‘A’ is diol and compound ‘B’ is
dicarboxylic acid.
63. Given below are two statements :
(3) Both compound ‘A’ and compound ‘B’ are
Statement I : 2-methylbutane on oxidation with
KMnO4 gives 2-methylbutan-2-ol. dicarboxylic acids.
Statement II : n-alkanes can be easily oxidised to (4) Both compound ‘A’ and compound ‘B’ are
corresponding alcohols with KMnO4. diols.
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OH
(2) Br2/ AlBr3, HNO3/H2SO4, Mg/ ether, CO2, H3O+
OH (3) Br2/ AlBr3, NaCN, H3O+, HNO3/H2SO4
(4) (4) Br2/ AlBr3, HNO3/H2SO4, NaCN, H3O+
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Cl OH
(2)
NO 2 NO2 NH2
Br Cl Cl
O
NO 2 NO2 Cl
(3)
(3) A= ,B= ,C=
O Cl OH
NO2
NO 2 Cl Cl NH2
(4)
(4) A= ,B= ,C=
Br
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79. The structures of A and B formed in the following 82. Given below are two statements.
reaction are : [Ph = –C6H5] [JEE (Main)-2021]
O
Statement I: The presence of weaker S-bonds
make alkenes less stable than alkanes.
AlCl3(2 eq) Zn/Hg
+ O A B Statement II: The strength of the double bond is
HCl
Ph
(1) Both Statement I and Statement II are
(2) OH OH correct.
A= , B = Ph
O
(2) Both Statement I and Statement II are
Ph Ph incorrect.
(3) A = , B= (3) Statement I is correct but Statement II is
O OH
incorrect.
O O
(4) Statement I is incorrect but Statement II is
Ph Ph correct.
(4) OH OH
A= , B=
O
80. In the given reaction sequence, the major product 83.
‘C’ is:
HNO Br
alcoholic
C8H10
H SO
3
o A
'
2
o B o
KOH
C Consider the above reaction. The number of S
2 4
is:
(2)
[JEE (Main)-2022]
(3) (1)
(2)
(4)
81. The major product ‘A’ of the following given reaction (3)
has ________ sp2 hybridized carbon atoms.
H
2, 7-Dimethyl-2, 6-octadiene o A
Major Pr oduct (4)
[JEE (Main)-2022]
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85. Number of grams of bromine that will completely 89. Halogenation of which one of the following will
react with 5.0 g of pent-1-ene is ______ × 10 g.
–2 yield m-substituted product with respect to methyl
group as a major product?
(Atomic mass of Br = 80 g/mol) [Nearest integer]
[JEE (Main)-2022]
[JEE (Main)-2022]
86. Amongst the following, the major product of the
given chemical reaction is
(1) (2)
[JEE (Main)-2022]
(3) (4)
3
1 O
A
2 Zn H2 O o Ethane-1, 2-dicarbaldehyde +
Glyoxal/Oxaldehyde
(3) (4)
3
1 O
B
2 Zn H2 O o 5 oxohexanal
[JEE (Main)-2022]
[JEE (Main)-2022]
(1)
(1) (2)
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Phase-II
(3) 95. 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.
(4)
is
‘X’ and ‘Y’ respectively are
[JEE (Main)-2022]
[JEE (Main)-2022]
(1) KMnO4/H and dil. KMnO4, 273 K
+
(3) (4)
93. Two isomers ‘A’ and ‘B’ with molecular formula C4H8
[JEE (Main)-2022]
give different products on oxidation with KMnO4/H+
results in effervescence of a gas and gives ketone.
The compound ‘A’ is
[JEE (Main)-2022] (1)
94. (2)
(4)
(3) CH3 – CH– CH3 (4)
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97. In the presence of sunlight, benzene reacts with CI2 100. Choose the correct option for the following reactions.
to give product X. The number of hydrogens in X
is _________.
[JEE (Main)-2022]
98. W hich of the following is not an example of
benzenoid compound? [JEE (Main)-2022]
[JEE (Main)-2022] (1) ‘A’ and ‘B’ are both Markovnikov addition
products
(2) ‘A’ is Markovnikov product and ‘B’ is anti-
(1) Markovnikov product
(3) ‘A’ and ‘B’ are both anti-Markovnikov products
(4) ‘B’ is Markovnikov and ‘A’ is anti-Markovnikov
(2) product
(4)
[JEE (Main)-2022]
(2)
(1)
(2)
(3)
(3)
(4)
(4)
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