Question:
- What happen when phenol is treated with chloroform in presence of base.
- Prepare DDT , Benzene from chlorobenzene ,2 chloroacetophenone.
- Why phenol is more acidic than alcohol ? Give reason with structure.
Solution:
- Phenol in presence of base (sodium hydroxide) reacts with chloroform to form salicyladehyde. The reaction is known as Reimer-Tiemann reaction. Reaction
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DDT From Chlorobenzene:
DDT is prepared y heating chloral and cholorobenzene in 1:2 ratio in presence of Conc. H2SO4. Reaction:
Benzene from Chloro Benzene:
On reduction of chlorobenze with Nickel metal and Al/NaOH, benzene is formed. Reaction:
2-chlaroacetophenone Reaction:
- Phenol is more acidic than alcohol due to the presence of an electron withdrawing group (-OH) attached directly to the aromatic ring. This group stabilizes the conjugate base formed after losing a proton, making it easier to donate a proton.