How phenol is prepared from chlorobenzene.?
How phenol is prepared from chlorobenzene.?
Preparation of Phenol from Chlorobenzene
Phenol can be prepared from chlorobenzene through a series of chemical reactions. The process involves the following steps:
1. Nitration of Chlorobenzene:
Chlorobenzene is first treated with a mixture of concentrated nitric acid (HNO3) and concentrated sulfuric acid (H2SO4) to undergo nitration. Nitration is the process of introducing a nitro group (-NO2) into an organic compound. In this reaction, one of the hydrogen atoms in chlorobenzene is replaced by the nitro group, resulting in the formation of nitrochlorobenzene.
2. Reduction of Nitrochlorobenzene:
The nitrochlorobenzene obtained from the nitration step is then reduced to aminochlorobenzene. This reduction reaction is typically carried out using a reducing agent such as iron (Fe) and hydrochloric acid (HCl). The nitro group is converted into an amino group (-NH2) in this process.
3. Conversion to Diazonium Salt:
Aminochlorobenzene is then converted into a diazonium salt by reacting it with sodium nitrite (NaNO2) and hydrochloric acid (HCl). This reaction is known as diazotization. In this step, the amino group is replaced by a diazonium group (-N2+Cl-) to form the diazonium salt.
4. Coupling Reaction:
The diazonium salt is then subjected to a coupling reaction with water, phenol, or its derivatives to yield phenol. The most common method is the Sandmeyer reaction, where the diazonium salt reacts with water to form phenol. This reaction is generally carried out at low temperatures and under acidic conditions.
5. Isolation and Purification:
After the formation of phenol, it is isolated and purified using various techniques such as distillation, extraction, and crystallization. These processes help remove impurities and obtain high-quality phenol.
Overall Reaction:
The overall reaction can be represented as follows:
Chlorobenzene + HNO3 + H2SO4 → Nitrochlorobenzene
Nitrochlorobenzene + Fe + HCl → Aminochlorobenzene
Aminochlorobenzene + NaNO2 + HCl → Diazonium Salt
Diazonium Salt + H2O → Phenol
Note:
It is important to follow proper safety precautions and handle the chemicals involved in these reactions with care, as they can be hazardous. It is recommended to perform these reactions under controlled laboratory conditions.
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