Question

Salol prepared from:
A. Salicylic acid and methyl alcohol
B. Salicylic acid and phenol
C. Both 1 and 2
D. Aspirin and phenol

Answer 1

Hint: Salol is a benzoate ester and a member of salicylates and phenols. The chemical formula of salol is ${{\text{C}}_{13}}{{\text{H}}_{10}}{{\text{O}}_{3}}$. It is also used to manufacture polymers, waxes and polishes. Its IUPAC name is phenyl-2-hydroxybenzoate. Write the products formed by the reactants given in the options.

Complete step by step answer:
Let us discuss the products formed by the options:
A. Salicylic acid and methyl alcohol: Salicylic acid contains carboxylic acid, that’s why it is called as an acid. It also contains hydroxyl group at ortho position with respect to carboxylic acid group. It is mono-hydroxy benzoic acid. It has a chemical formula ${{\text{C}}_{7}}{{\text{H}}_{6}}{{\text{O}}_{3}}$.
Methyl alcohol contains hydroxyl groups attached to one carbon atom and rest valencies are filled by hydrogen atoms. It has a chemical formula $\text{C}{{\text{H}}_{3}}\text{OH}$.
The reaction of salicylic acid and methyl alcohol is an esterification reaction, which takes place in presence of ${{\text{H}}^{+}}$, which leads to formation of methyl salicylate or oil of wintergreen.

B. Salicylic acid and phenol: Salicylic acid contains carboxylic acid, that’s why it is called as an acid. It also contains hydroxyl group at ortho position with respect to carboxylic acid group. It is mono-hydroxy benzoic acid. It has a chemical formula ${{\text{C}}_{7}}{{\text{H}}_{6}}{{\text{O}}_{3}}$.
Phenol is an alcohol, in which hydroxyl group attached to benzene ring. The chemical formula of phenol is ${{\text{C}}_{6}}{{\text{H}}_{5}}\text{OH}$.
The reaction of salicylic acid and phenol is an esterification reaction, which takes place in presence of ${{\text{H}}^{+}}$, which leads to formation of phenol salicylate or salol.

D. Aspirin and phenol:
Aspirin is also known as acetylsalicylic acid. The IUPAC name of aspirin is 2-acetoxy benzoic acid. The chemical formula of aspirin is ${{\text{C}}_{9}}{{\text{H}}_{8}}{{\text{O}}_{4}}$.
Phenol is an alcohol, in which the hydroxyl group is attached to a benzene ring. The chemical formula of phenol is ${{\text{C}}_{6}}{{\text{H}}_{5}}\text{OH}$.
There is no reaction between aspirin and phenol.
Salol prepared from Salicylic acid and phenol, which is option ‘b’.

Additional Information: Uses of Salol are:
(1) It is used as an analgesic to relieve pain.
(2) It is used for treating inflammation in the lower urinary tract.
(3) It is used as an antiseptic with antipyretic and antibacterial effects for treatment of fever.

Note: Esterification reactions are reversible reactions. On reaction of carboxylic acids $\left( \text{RCOOH} \right)$ with alcohols $\left( \text{ROH} \right)$ in presence of acids like sulphuric acid $\left( {{\text{H}}_{2}}\text{S}{{\text{O}}_{4}} \right)$, gives the forward reaction of ester $\left( \text{RCOOR} \right)$ formation. If ester $\left( \text{RCOOR} \right)$ undergoes hydrolysis, then backward reaction is favoured. It gives back corresponding carboxylic acid $\left( \text{RCOOH} \right)$ and alcohol $\left( \text{ROH} \right)$.