Q 1 :    

Which one of the following reactions does not give benzene as the product?         [2025]

  • H-CC-H at 873 Kred hot iron tube 

     

  •  

  •  

  •  

(2)

 



Q 2 :    

Consider the following compounds/species:

The number of compounds/species which obey Huckel’s rule is _______.          [2023]

  • 2

     

  • 5

     

  • 4

     

  • 6

     

(3)

These compounds obey Huckel's rule as these contain (4n+2)π electrons.
 

 



Q 3 :    

Which compound amongst the following is not an aromatic compound?        [2022]

  •  

  •  

  •  

  •  

(4)

Compound (4) is not an aromatic compound as reflected by the non-planarity of the methylene bridge (—CH2—) with respect to other atoms. However, tropylium cation is aromatic due to planarity.

 



Q 4 :    

Among the following the reaction that proceeds through an electrophilic substitution is             [2019]

  •  

  •  

  •  

  •  

(3)

The attacking species in the reaction given in option (3) is an electrophile i.e., Clδ+. Therefore, it is an electrophilic substitution reaction.

 



Q 5 :    

Which of the following can be used as the halide component for Friedel–Crafts reaction?            [2016]

  • Chlorobenzene

     

  • Bromobenzene

     

  • Chloroethene

     

  • Isopropyl chloride

     

(4)

Friedel–Crafts reaction:

Chlorobenzene, bromobenzene and chloroethene are not suitable halide components as C–X bond acquires some double bond character due to resonance of lone pair of electrons with π-bond.



Q 6 :    

In which of the following molecules, all atoms are coplanar?               [2016]

  •  

  •  

  •  

  •  

(1)

Biphenyl is coplanar as all C-atoms are sp2 hybridised.

 



Q 7 :    

In pyrrole the electron density is maximum on             [2016]

  • 2 and 3

     

  • 3 and 4

     

  • 2 and 4

     

  • 2 and 5

     

(4)

Pyrrole has maximum electron density on 2 and 5. It generally reacts with electrophiles at the C-2 or C-5 due to the highest degree of stability of the protonated intermediate.

Attack at position 3 or 4 yields a carbocation that is a hybrid of structures (I) and (II). Attack at position 2 or 5 yields a carbocation that is a hybrid not only of structures (III) and (IV) (analogous to I and II) but also of structure (V). The extra stabilization conferred by (V) makes this ion the more stable one. Also, attack at position 2 or 5 is faster because the developing positive charge is accommodated by three atoms of the ring instead of only two.



Q 8 :    

In the given reaction,  the product P is                 [2016]

  •  

  •  

  •  

  •  

(3)



Q 9 :    

Consider the nitration of benzene using mixed conc. H2SO4 and HNO3. If a large amount of KHSO4 is added to the mixture, the rate of nitration will be     [2016]

  • unchanged  

     

  • doubled 

     

  • faster  

     

  • slower

     

(4)

Mechanism of nitration is: 

HNO3+2H2SO4  NO2++2HSO4-+H3O+

If a large amount of KHSO4 is added, then conc. of HSO4- ions increases and the reaction will be shifted in backward direction. Hence, the rate of nitration will be slower.



Q 10 :    

The oxidation of benzene by V2O5 in the presence of air produces          [2015]
 

  • maleic anhydride  

     

  • benzoic acid  

     

  • benzaldehyde 

     

  • benzoic anhydride 

     

(1)