Electrophilic addition of bromine, Br2, to alkenes yields a 1,2-dibromoalkane. The reaction proceeds through a cyclic intermedia
te known as a bromonium ion. The reaction occurs in an anhydrous solvent such as CH2Cl2. In the second step of the reaction, bromide is the nucleophile and attacks at one of the carbons of the bromonium ion to yield the product. Due to steric clashes, the bromide ion always attacks the carbon from the opposite face of the bromonium ion so that a product with anti stereochemistry is formed. Draw curved arrows to show the movement of electrons in this step of the mechanism.
The reaction involves the heterolytic fission of the Br-Br bond in the bromine molecule to yield a bromine cation which attacks the but-1-ene to form a cyclic intermediate called the brominium ion. The bromine anion must now attack from the opposite face of the brominium ion due to steric clashes to form a product of a 1,2-dibromoalkane having the anti- stereochemistry.
The distillation of coal tar can obtain aromatic compounds like benzene and toluene, and also phenolic compounds like phenol. Hence, the only option here that cannot be obtained from the distillation of coal tar is coke.