Given below are two statements:
Statement I: Phenol on treatment with
/aq. KOH under refluxing condition, followed by acidification produces
-hydroxy benzaldehyde as the major product and
-hydroxy benzaldehyde as the minor product.
Statement II: The mixture of
-hydroxybenzaldehyde and
hydroxybenzaldehyde can be easily separated through steam distillation.
In the light of the above statements, choose the correct answer from the options given below
Text Solution
Verified by ExpertsB
Statement I: The reaction of phenol with
and aqueous KOH is the Reimer-Tiemann reaction. In this reaction, the major product is
-hydroxybenzaldehyde (salicylaldehyde) due to the formation of a stable sixmembered chelate ring via intramolecular hydrogen bonding.
-hydroxybenzaldehyde is formed as the minor product. Thus, Statement I is false.
Statement II:
-hydroxybenzaldehyde (salicylaldehyde) has intramolecular hydrogen bonding, making it more volatile (steam volatile).
-hydroxybenzaldehyde has intermolecular hydrogen bonding, which leads to association between molecules and a higher boiling point, making it non-steam volatile. Therefore, the mixture can be easily separated by steam distillation. Thus, Statement II is true.
Conclusion: Statement I is false but Statement II is true.
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