To perform the conversions mentioned, specific reagents and conditions are required:
- Benzene to Nitrobenzene:
This conversion is achieved through a process known as nitration. The primary reagents used for this reaction are concentrated nitric acid (HNO3) and concentrated sulfuric acid (H2SO4). The sulfuric acid acts as a catalyst to generate the nitronium ion (NO2+), which is the active electrophile that will react with benzene to form nitrobenzene. The reaction is typically conducted at low temperatures to minimize the formation of further nitrated products.
- 1,4-Dichlorobenzene to 2-Bromo-1,4-Dichlorobenzene:
This transformation generally requires a bromination reaction. One common method to achieve this is by using bromine (Br2) in the presence of a Lewis acid catalyst, such as iron(III) bromide (FeBr3). Under these conditions, the bromine can substitute one of the hydrogen atoms in the aromatic ring, resulting in the formation of 2-bromo-1,4-dichlorobenzene. The presence of the dichloro groups directs the bromination to the meta position relative to the existing substituents.
- Benzene to 1-Bromo-4-Chlorobenzene:
For this conversion, a two-step process is typically used. Initially, benzene is reacted with chlorine (Cl2) in the presence of a catalyst, such as iron(III) chloride (FeCl3). This results in the formation of chlorobenzene. In the subsequent step, the chlorobenzene undergoes bromination using bromine (Br2) in the presence of a Lewis acid like FeBr3. The positional selectivity is influenced by the existing chlorine substituent, which directs the bromine to the para position, yielding 1-bromo-4-chlorobenzene.
In summary, the correct selection of reagents and catalysts is crucial for achieving these specific aromatic substitutions efficiently.