Aromaticity DPP 1

CHEMISTRY FOR YOU DPP-1 AROMATICITY
Syllabus(Aromaticity)
CSIR-NET/JRF –
 Aromaticity: Introduction of Benzenoid compounds (benzene and its derivatives) ,
Polynuclear benzenoid compounds (Napthalene , anthracene and its derivatives) their
generation and its reaction .
 Aromaticity: Introduction of Non benzenoid compounds {Annulenes , Fulvene ,
fulvalene(Quasi-aromatic compounds)} and polynuclear fused ring system their
generation and its reaction.
 Spectroscopic properties
 Aromaticity of heterocyclic and Inorganic compounds.
IIT-GATE -
 Aromaticity :Introduction their generation and its application/Reaction.
Q1. Consider the statement regarding the aromatic compounds:

(A) All aromatic compounds must be Monocyclic.
(B) All monocyclic compounds are aromatic .
(C) All aromatic compounds are completely conjugated.
(D) All completely conjugated compounds are aromatic .
(a) A & B (B) A & C (c) B & D (d) All are true
Q2. Consider the statement:
(A) The structure of benzene was proposed by August kekule .
(B) Resonance energy is the dominating factor in the stability of aromatic compounds.
(C) In a nut-shell benzene extra stability is due to resonance and resonance energy .
(D) Aromatic compound don’t show Addition reaction ,but in drastic condition (high
Temp and catalyst ) shows hydrogenation reaction.
(a) A & B (B) A & C (c) B & D (d) All are true
(A) All aromatic molecule have resonance ,but not all molecule with resonance
are aromatic .
(B) Aromatic ring must be planar, yet they are more stable and less reactive
then their non- aromatic counter parts .
(C) For to be an aromatic compound molecule must have continuous loop of p-orbitals
that is all the atoms in the loop must be sp or sp2 hybridised .
(D) Aromatic ring must be planar yet they are more stable and more reactive
then their non- aromatic counter parts .
(a) A & B (B) A & C (c)A, B & C (d) All are
Q4. Among A-C, the aromatic compounds are [NET Dec. 2011]
(a) A , B and C (b) A and B only (c)B and C only (d)A and C only
Q5. The correct match for the products of the reactions in Column–A with the properties in
column–B is [NET Dec. 2016]
Coloumn –A Column –B
(a) (i)-P, (ii)-S, (iii)-R, (iv)-Q (b) (i)-P, (ii)-R, (iii)-Q, (iv)-S(c) (i)-
Q, (ii)-R, (iii)-S, (iv)-P (d) (i)-S, (ii)-Q, (iii)-R, (iv)-P
Q6. Among the following compounds, the one that is non- aromatic, [GATE 2015]
Q7. Which statement regarding Huckel Rule(anti-aromatic compound) is false

(a) Each of the π electron(monocyclic) must be associated with a conjugated double bond
(b) They must follow (4n + 2) π electron rule
(c)The compound must be planar
(d) it should be completely conjugated
Q8.The value of huckel number (n) in the following compound is-
(a) 6 (b) 7 (c) 4 (d) 3

Q9. The compound is -
(a) Aromatic (b) Antiaromatic (c) Non-Aromatic (d) Homoaromatic

Q10. Number of Internal & External Hydrogen atoms in [12] annulene are
(a) 9 internal & 3 external Hydrogen’s are Non aromatic
(b) 3 internal & 9 external Hydrogen’s are anti aromatic
(c) 3 internal & 12 external Hydrogen’s are aromatic
(d) 3 internal & 9 external Hydrogen’s are Non aromatic
1
Q11. H NMR of [18] annulene shows : [GATE 2005]
(a) only one peak at ẟ(7.2) (18H) (b)only one peak at ẟ(5.0) (18H)
(c) Two peak at ẟ(9.2) (18H) (-3.0) (6H) (d)Two peak at ẟ(9.0) & (-3.0) 12H
Q12. The compound that is not aromatic is: [GATE 2008]
Q13. Major product B is :
(a) [16]- Methano [10] Annulene

(b) [14]- Annulene
(c) Dehydro [14] Annulene
(d) [10] Annulene
Q14. For [18]- annulene which option is /are correct.
(i) [18]- annulene shows paramagnetic ring current in H1- NMR spectrum
(ii) [18]- annulene shows Diamagnetic ring current in H1- NMR spectrum
(iii) [18]- annulene is an aromatic compound because it follow Huckel un π electron rule
(iv) [18]- annulene internal hydrogen atom shows upfield shift & external
Hydrogen atom shows downfield shift in H1- NMR spectrum
Select the correct answer
(a) only (ii) (b) (ii) & (iv) only (c) (i), (iii), (iv) only (d)(iv) only
(a) Trans cis trans cis cis cyclo deca penta ene is an Non aromatic compound due to
repulsion between internal hydrogen .
(b) Trans cis trans cis cis cyclo deca penta ene is an Non aromatic compound due to
angle strain.
(c)Trans cis trans cis cis cyclo deca penta ene is an aromatic compound.
(d) Trans cis trans cis cis cyclo deca penta ene is an anti aromatic compound.
(a) The value of effective magnetic field in aromatic compounds
experienced by outer proton is (Beff = Bo+Bi)
(b) The value of effective magnetic field in aromatic compounds experienced
by outer proton is (Beff = Bo-Bi)
(c) The value of effective magnetic field in anti aromatic compounds
experienced by outer proton is (Beff = Bo+Bi)
(d) The value of effective magnetic field in anti aromatic compounds
experienced by outer proton is (Beff = Bo-Bi)
(a) A & B (b) A & C (c) A & D (d)B & C
Q17. The number of 𝜎 & 𝜋 bonds in a molecule of Benzene Gate 1991
(a) 6𝜎 & 9𝜋 (b) 9𝜎 & 3𝜋 (c) 12𝜎 & 3𝜋 (d) 6𝜎 & 6𝜋
Q18.The Ratio of 𝜎 & 𝜋 bond in Benzene is BHU 1995
(a)2 (b)4 (c)6 (d)8
Q19. In the following reaction
Which option are correct

(i) A is a dication & aromatic (ii) A is aromatic with 6 π electron
(iii) A is dianoin and aromatic (iv) A follow Huckel (4n +2 ) π electron rule

Aromaticity DPP 1

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CHEMISTRY FOR YOU DPP-1 AROMATICITY

Q1. Consider the statement regarding the aromatic compounds:

Q7. Which statement regarding Huckel Rule(anti-aromatic compound) is false

(a) 6 (b) 7 (c) 4 (d) 3

(a) Aromatic (b) Antiaromatic (c) Non-Aromatic (d) Homoaromatic

Q13. Major product B is :

(a) [16]- Methano [10] Annulene

Which option are correct

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