can acetophenone be conversion to benzoic acid through iodoform?
Acetophenone cannot be directly converted to benzoic acid through iodoform reaction. However, it can be indirectly converted to benzoic acid through a two-step process involving iodoform reaction and subsequent oxidation. Let's discuss the process in detail:
1. Iodoform Reaction:
The iodoform reaction is a reaction in which a methyl ketone reacts with iodine and a base to form a yellow precipitate of iodoform. Acetophenone can undergo this reaction to form iodoform (CHI3) in the presence of iodine (I2) and a strong base such as sodium hydroxide (NaOH) or potassium hydroxide (KOH). The reaction proceeds as follows:
Acetophenone + I2 + NaOH → CHI3 + NaOAc + H2O
2. Oxidation of Iodoform to Benzoic Acid:
Once iodoform is obtained from the iodoform reaction, it can be oxidized to benzoic acid. This oxidation can be achieved by treating iodoform with a strong oxidizing agent such as sodium hypochlorite (NaOCl) or potassium permanganate (KMnO4). The reaction proceeds as follows:
CHI3 + 6NaOCl → 3NaI + 3NaOAc + 3H2O + 3Cl2
3Cl2 + 6NaOH → 6NaCl + 3H2O
3NaOAc + 3H2O + 3Cl2 + 6NaOH → 3NaCl + 3NaHCO3 + 3NaCl + 3H2O
3NaHCO3 → 3NaOH + 3CO2
3NaOH + 3CO2 → 3NaHCO3
By balancing the above equations, we can see that the overall reaction is:
CHI3 + 6NaOCl + 6NaOH → 3NaI + 6NaCl + 6NaHCO3
The sodium bicarbonate (NaHCO3) produced in the reaction can be further treated with acid to obtain benzoic acid (C6H5COOH). The reaction proceeds as follows:
3NaHCO3 + 3HCl → 3NaCl + 3H2O + 3CO2
3C6H5COONa + 3HCl → 3C6H5COOH + 3NaCl
Therefore, by combining the iodoform reaction and subsequent oxidation of iodoform, acetophenone can be indirectly converted to benzoic acid.
In conclusion, acetophenone can be converted to benzoic acid through a two-step process involving iodoform reaction and subsequent oxidation. The iodoform reaction converts acetophenone to iodoform, and then the iodoform is oxidized to benzoic acid.
can acetophenone be conversion to benzoic acid through iodoform?