General Organic Chemistry: Correct Explanation For STATEMENT-1

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GENERAL ORGANIC CHEMISTRY

Statement answers type questions:


(A) STATEMENT–1 is True, STATEMENT–2 is True; STATEMENT–2 is a Correct
explanation for STATEMENT–1
(B) STATEMENT–1 is True, STATEMENT–2 is True; STATEMENT–2 is NOT a
Correct explanation for STATEMENT–1
(C) STATEMENT–1 is True, STATEMENT–2 is False
(D) STATEMENT–1 is False, STATEMENT–2 is True
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1 Statement I : Stability: CH 3 − CH ⊕ − C − H > CH 3 − CH ⊕ − CH 3
Statement II : Carbocation stabilized by + I groups
2. Statement -1 :n-Hexanol does not dissolve in water whereas ethanol
dissolves.
Statement -2: + I group present on oxygen decreases strength of
intermolecular hydrogen bonding.
3. Statement - 1: Chloroacetic acid is more acidic than bromoacetic acid.
Statement - 2: group present in acid decreases acidity of the compound
4. Statement I : ⊕ CF3 is more stable than ⊕ CH 3
Statement II : F is an electron withdrawing group
5. Statement-1: 2, 3 dichloropentane has four stereoisomers.
And
Statement-2: It contains two chiral carbon atoms
6. Statement 1 – C6 H 5COOH is more acidic than CH 3COOH
Statement 2 – C6 H 5COO − is more stabilized by resonance than CH 3COO − .
7. Statement 1 : Phenol and cyclohexa - 2,4 - di – ene – 1 – one are resonance
structures
Statement 2 : Relative positions of atoms change.
8. Statement 1 : p-CH3OC6 H 4CH 2 • is more stable than p-O 2 NC6 H 4CH 2 •
Statement 2 : + I effect of OCH3 group destabilizes free radicals while- I effect
of NO 2 stabilizes radicals.

9. STATEMENT1: The carbocation is more stable than


STATEMENT 2: The Cation is stabilised by the +M effect of the –OCH3
substitute.
10. STATEMENT 1: 4- Nitro phenol is a much stronger acid than pheno1
STATEMENT 2: NO2 ( -I,-M effecting group ) stabilizes the phenoxide ion.

11. STATEMENT 1: The cation is resonance stabilized, the cation


CH2 = CH Me3 is not.

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STATEMENT 2: ,
Pentavalency is not possible for Nitrogen.
12. Statement I : Picric acid is more acidic than p- nitrophenol
Statement II : Greater the number of electron with drawing groups, greater is
the acidic character
of phenols.
13. Statement – 1: Sulphanilic acid (p-Aminobenzene sulphonic acid) is stronger
acid than sulphonic acid.
Statement – 2: Sulphanilic acid exists as zwitter ion and H ⊕ ion is lost from
− NH 3 group.
14. Statement – 1: The resonating structure of acylium ion R − C ≡ O + is more stable
than R − C + = O&& : .
Statement – 2: The octet of all atoms is complete in R − C ≡ O + : .
15.
NO2 NO2
CH3 CH3

CH3 CH3
NH2 NH2
(I) (II)
STATEMENT-1: Compound I is more basic than compound II.
STATEMENT-2: In compound II, NH2 group becomes out of the plane due to
steric crowd.
16. Statement 1 : p – Fluorophenol is less acidic than p-chlorophenol
Statement 2 : The conjugate base of p-chlorophenol is more resonance
stablised due to the involvement of d-orbitals of chlorine in
resonance
17. Statement – I :- Ortho hydroxybenzoic acid is more acidic than benzoic acid

Statement – II :- No ortho effect in ortho hydroxybenzoic acid.

18.
NO2 NO2
CH3 CH3

CH3 CH3
NH2 NH2
(I) (II)
STATEMENT-1: Compound I is more basic than compound II.
STATEMENT-2: In compound II, NH2 group becomes out of the plane due to
steric crowd.

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GENERAL ORGANIC CHEMISTRY – KEY SHEET
Statement Answers
1 D 2 A 3 C 4 B 5 A 6 A
7 D 8 C 9 A 10 A 11 A 12 A
13 D 14 A 15 C 16 A 17 C 18 C

GENERAL ORGANIC CHEMISTRY - SOLUTIONS


Statement solutions
1. Conceptual
2. Solubility decreases w.r.t hydrophobic group.
3. groups increases acidic character.
4. Lone pair on flourine back donates to p orbital on carbocation. Stabilizing
Carbocation
5. No of isomers =
6. Conceptual
7. Phenol and cyclohexan (2,4) di – ene – 1 – one are tautomers
8. Conceptual
9. Conceptual
10. Conceptual
11. Conceptual
12. Conceptual
13. Conceptual
14. Conceptual
15. (c)
Compound I is more basic than compound II because NO2 group in
compound I becomes out of the plane due to steric crowd.
16.
O-

Cl

is more stable due to d-orbital resonance of chlorine


17. Conceptual
18. (c)
Compound I is more basic than compound II because NO2 group in
compound I becomes out of the plane due to steric crowd.

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