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Reaction of phenol with chloroform and sodium hydroxide to give o-hydroxybenzaldehyde involves the formation of
- a)Dichlorocarbene
- b)Trichlorocarbene
- c)Chlorine atoms
- d)Chlorone molecules
Correct answer is option 'A'. Can you explain this answer?
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Reaction of phenol with chloroform and sodium hydroxide to give o-hydr...
Phenol is a special type of alcohol that reacts differently than other alcohols. It undergoes electrophilic substitution reactions instead of nucleophilic substitution reactions. One such reaction is the reaction of phenol with chloroform and sodium hydroxide to give o-hydroxybenzaldehyde. This reaction involves the formation of dichlorocarbene.
Formation of dichlorocarbene:
When chloroform is treated with sodium hydroxide, it undergoes deprotonation to form the chloroformate ion. This ion reacts with hydroxide ion to give dichlorocarbene.
CHCl3 + NaOH → Cl3CCO2Na + H2O
Cl3CCO2Na + NaOH → Cl2C:Na + NaCl + CO2 + H2O
Reaction of dichlorocarbene with phenol:
Dichlorocarbene is a highly reactive intermediate and can undergo addition reactions with unsaturated compounds. In the presence of phenol, dichlorocarbene undergoes addition to the aromatic ring to give a cyclopropane intermediate. This intermediate rearranges to give o-hydroxybenzaldehyde.
Cl2C: + C6H5OH → Cl2C:C6H5OH
Cl2C:C6H5OH → o-Hydroxybenzaldehyde
Conclusion:
Thus, the reaction of phenol with chloroform and sodium hydroxide to give o-hydroxybenzaldehyde involves the formation of dichlorocarbene as an intermediate. This reaction is an example of electrophilic substitution reaction of phenol.
Formation of dichlorocarbene:
When chloroform is treated with sodium hydroxide, it undergoes deprotonation to form the chloroformate ion. This ion reacts with hydroxide ion to give dichlorocarbene.
CHCl3 + NaOH → Cl3CCO2Na + H2O
Cl3CCO2Na + NaOH → Cl2C:Na + NaCl + CO2 + H2O
Reaction of dichlorocarbene with phenol:
Dichlorocarbene is a highly reactive intermediate and can undergo addition reactions with unsaturated compounds. In the presence of phenol, dichlorocarbene undergoes addition to the aromatic ring to give a cyclopropane intermediate. This intermediate rearranges to give o-hydroxybenzaldehyde.
Cl2C: + C6H5OH → Cl2C:C6H5OH
Cl2C:C6H5OH → o-Hydroxybenzaldehyde
Conclusion:
Thus, the reaction of phenol with chloroform and sodium hydroxide to give o-hydroxybenzaldehyde involves the formation of dichlorocarbene as an intermediate. This reaction is an example of electrophilic substitution reaction of phenol.
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Reaction of phenol with chloroform and sodium hydroxide to give o-hydroxybenzaldehyde involves the formation ofa)Dichlorocarbeneb)Trichlorocarbenec)Chlorine atomsd)Chlorone moleculesCorrect answer is option 'A'. Can you explain this answer?
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