Solveeit Logo

Question

Question: Statement \(1\) : Bromobenzene upon reaction with \(B{r_2}/Fe\) gives \(1,4 - \) dibromobenzene as t...

Statement 11 : Bromobenzene upon reaction with Br2/FeB{r_2}/Fe gives 1,41,4 - dibromobenzene as the major product.
Statement 22 : In bromobenzene, the inductive effect of the bromo group is more dominant than the mesomeric effect in directing the incoming electrophile.
A.Statement 11 is true, statement 22 is true, the statement 22 is the correct explanation for statement 11 .
B.Statement 11 is true, statement 22 is true, the statement 22 is not a correct explanation for statement 11.
C.Statement 11 is true and statement 22 is false.
D.Statement 11 is false and statement 22 is true.

Explanation

Solution

Bromobenzene is an unsaturated compound which can undergo addition reactions easily. In this bromine is an ortho and para directing group. there is only one type of effect which takes place in this unsaturated compound.

Complete answer:
A.Statement 11 : When bromobenzene reacts with Br2/FeB{r_2}/Fe it gives 1,41,4 - dibromobenzene as the major product.
The reaction is as follows:

Since bromine is ortho and para directing, there is a mesomeric effect.
1,21,2 - dibromobenzene is not possible because it will cause bulkiness and also there will be repulsion which will cause instability.
Whereas 1,41,4 - dibromobenzene are symmetric to each other and will cause very less repulsion.
That is why we get 1,41,4 - dibromobenzene as the major product.
Therefore, the statement 11 is true.
B.Statement 22 : in bromobenzene, the inductive effect of the bromo group is more dominant than the mesomeric effect in directing the incoming electrophile.
The statement 22 is false because in bromobenzene it is due to mesomeric effect which directs incoming electrophile to attack on ortho and para position.
Mesomeric effect depends on the functional groups or substituents present in a chemical compound.
Inductive effect is the difference in the electronegativity between the two atoms in the bond.
So the mesomeric effect is more dominant than the inductive effect in the case of bromobenzene . Therefore the correct answer is option (C) Statement 11 is true and statement 22 is false.

Note: Inductive effect takes place in saturated compounds and mesomeric effect takes place in unsaturated compounds that have conjugated systems. Inductive effect is the permanent state of polarization and mesomeric effect is caused due to delocalization of electrons.