What is the product of Riemer-Timer Reaction?
Concept:
The Reimer-Tiemann reaction is a classic organic chemistry reaction used to form aldehydes from phenols. This reaction introduces a formyl group (-CHO) at the ortho position of the aromatic ring of phenol, forming salicylaldehyde as the major product.
Reaction Conditions:
• Phenol is treated with chloroform (CHCl₃)
• In the presence of aqueous sodium hydroxide (NaOH)
• Followed by acidic hydrolysis to complete the reaction
Chemical Reaction:
C₆H₅OH (phenol) + CHCl₃ + 3NaOH → C₆H₄(OH)(CHO) (salicylaldehyde) + 3NaCl + 2H₂O
Mechanism Summary:
1. **Generation of Dichlorocarbene (:CCl₂)** from chloroform under basic conditions.
2. The reactive intermediate attacks the electron-rich ortho position of the phenoxide ion.
3. Rearrangement and hydrolysis produce the final aldehyde group at the ortho position.
Product Formed:
The major product is salicylaldehyde, an aromatic compound with both a hydroxyl group (–OH) and an aldehyde group (–CHO) on adjacent carbon atoms.
Conclusion:
In the Reimer-Tiemann reaction, phenol reacts with chloroform and aqueous sodium hydroxide to form salicylaldehyde as the major product. This reaction is widely used in laboratories and industry to synthesize aromatic aldehydes.
Therefore, the correct option is: (A) Salicylaldehyde.
The order of acidity of the following compounds is:
(i) o-Nitrophenol
(ii) Phenol
(iii) o-Cresol
(iv) Ethanol
Given below are two statements:
Statement I: Dimethyl ether is completely soluble in water. However, diethyl ether is soluble in water to a very small extent.
Statement II: Sodium metal can be used to dry diethyl ether and not ethyl alcohol.
In the light of the given statements, choose the correct answer from the options given below: