How will you convert phenol to benzene?
Answer
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Hint: Benzene in the laboratory is prepared from the process which involves the reduction of Phenol. The method is commercial and so chosen as a suitable procedure to produce Benzene.
Complete answer:
First, let us look at the structures of benzene and phenol. Benzene is a six membered ring with alternating double and single bonds; each carbon atom has one hydrogen atom attached to it. Phenol has a structure similar to benzene except one of the hydrogen atoms attached to carbon is replaced by a hydroxyl group. The skeleton structures are as follows:
Now, to form benzene from phenol, the commonly used industrial method is to reduce benzene using red hot zinc powder and distillation. The reaction is as follows:
($-OH$ group of the benzene nucleus is replaced by $-H$ in this reaction)
The above figure shows the conversion of phenol into benzene. Phenol gives out proton and forms phenoxy anion. This anion later gives out oxygen radical to form phenyl - free radical. On the other hand, zinc reacts with the oxygen radicals to form Zinc Oxide (ZnO). Finally, hydrogen free radical (formed from hydrogen ion) joins with phenyl - free radical to form Benzene.
Note:
The molecular formula of benzene is ${{C}_{6}}{{H}_{6}}$ this indicates that it is a highly unsaturated compound and is thus unstable. But a lot of stability is seen when benzene reacts with other substances; this happens due to a phenomenon called resonance. The resonance keeps the benzene ring stable. The formation of free radicals in this reaction will require a lot of energy, so the zinc has to be red hot so that the reaction can move forward.
Complete answer:
First, let us look at the structures of benzene and phenol. Benzene is a six membered ring with alternating double and single bonds; each carbon atom has one hydrogen atom attached to it. Phenol has a structure similar to benzene except one of the hydrogen atoms attached to carbon is replaced by a hydroxyl group. The skeleton structures are as follows:
Now, to form benzene from phenol, the commonly used industrial method is to reduce benzene using red hot zinc powder and distillation. The reaction is as follows:
($-OH$ group of the benzene nucleus is replaced by $-H$ in this reaction)
The above figure shows the conversion of phenol into benzene. Phenol gives out proton and forms phenoxy anion. This anion later gives out oxygen radical to form phenyl - free radical. On the other hand, zinc reacts with the oxygen radicals to form Zinc Oxide (ZnO). Finally, hydrogen free radical (formed from hydrogen ion) joins with phenyl - free radical to form Benzene.
Note:
The molecular formula of benzene is ${{C}_{6}}{{H}_{6}}$ this indicates that it is a highly unsaturated compound and is thus unstable. But a lot of stability is seen when benzene reacts with other substances; this happens due to a phenomenon called resonance. The resonance keeps the benzene ring stable. The formation of free radicals in this reaction will require a lot of energy, so the zinc has to be red hot so that the reaction can move forward.
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