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Lakshya JEE 2.0 (2024)

Hydrocarbon DPP-13

4. An aromatic hydrocarbon (A) reacts with methyl

1. ⎯⎯⎯⎯⎯
CH3 -Cl(excess)
AlCl3 , Δ
→ A. chloride and anhy. AlCl3 to give an another
hydrocarbon (B) whose vapour density is 46. (B) on
A is a trisubstituted benzene. The structure of 'A' is oxidation gives a compound (C) which on
decarboxylation forms (A). Compound (A), (B) and
(C) are -
(1) C6H6, C6H5CHCl2, C6H5CHO
(1) (2) (2) C6H6, C6H5CH2Cl, C6H5CHO
(3) C6H6, C6H5CH3, C6H5COOH
(4) C6H6, C6H5CHO, C6H5COOH
5. Which of the following does give Friedel-Crafts
reaction?

(3) (4)
(1) (2)

2. In the given sequence of reactions ‘X’ would be

–
X ⎯⎯⎯⎯⎯
CH3Cl/AlCl3
(1)
→ ⎯⎯⎯⎯⎯→
HNO3 +H 2SO 4
(2)
⎯⎯⎯⎯⎯
KMnO4 ,OH
H O, 100°C
→
2
(3) (3) (4)

6. Major product is

(1) Benzaldehyde
(2) Benzoic acid
(3) Cumene (Isopropylbenzene)
(A) (B)

(4)

(C) (D)
3. Which of the following reactions is called
Gattermann-Koch aldehyde synthesis -
(1) C6H6 + C6H5COCl ⎯⎯⎯
3
→ CH3COC6H5
AlCl
7. In which of the following reaction t-butylbenzene is
formed:
(2) 2C6H6 + CrCl3 ⎯⎯⎯ → C6H6CrC6H6
3 AlCl
(1) Benzene + iso-butyl chloride, AlCl3
BF .HF
(3) C6H6 + CrCl3 ⎯⎯⎯ → C6H5CHO (2) Benzene + (CH3)2C = CH2 ⎯⎯⎯⎯→
3 AlCl 3

H SO
(3) Benzene + t-butyl alcohol ⎯⎯⎯⎯
2 4→
(4) C6H6 + CO + HCl ⎯⎯⎯ → C6H5CHO
3 AlCl
AlCl
(4) Benzene + (CH3)2 C= CH2 ⎯⎯⎯
3
→
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8. Fomecin A(C8H8O5) is an antibacterial fungal 10. C can be prepared from reaction of Benzene
metabolite it is soluble in dilute NaOH. A is sulphonic acid with NaOH followed by acidification.
converted into B on reaction with acetic anhydride as
shown. What is A? C ⎯⎯⎯⎯⎯⎯
Pthalic Anhydride
+ → Indicator (D). C & D are -
H

(1)
Fomecin A ⎯⎯⎯⎯⎯
acetic anhydride
Pyridine
→

(1) (2)

(2)

(3)
(3)

(4)

9. Arrange in order of decreasing reactivity in

electrophilic addition
(I) Ph CH = CH COOH
(II) p–NO2–C6H4–CH=CH COOH (4)
(III) p–MeO C6H4CH = CH COOH
(IV) p–ClC6H4CH = CHCOOH
(1) II >I > IV > III (2) III > IV > I > II
(3) III > I > IV > II (4) II > IV > I > III
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Note: Kindly find the Video Solution of DPPs Questions in the DPPs Section.

Answer Key
1. (4)
2. (3)
3. (4)
4. (3)
5. (1)
6. (3)
7. (1, 2, 3 4)
8. (2)
9. (3)
10. (3)

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