
What is the product formed in the following reaction \[({C_6}{H_5}OH + CC{l_4} \xrightarrow[(ii)H^{+}]{(i)NaOH}) \]
A. p-hydroxybenzoic acid
B. o-hydroxybenzoic acid
C. Benzaldehyde
D. Salicylaldehyde
Answer
161.1k+ views
Hint: The reaction between phenol and carbon tetrachloride in presence of sodium hydroxide is a type of nucleophilic substitution reaction. Here, carbon tetrachloride is used as a solvent.
Complete Step by Step Solution:
The reaction between phenol and carbon tetrachloride in presence of sodium hydroxide takes place in four steps.
Step 1: In the first step the lone pair of hydroxide ions of sodium hydroxide abstract the proton of phenol to form phenoxide ion and water.

Image: Formation of sodium phenolate
Step 2: In the second step, the phenoxide ion attack the carbon of carbon tetrachloride is form a complex.

Image: Reaction of phenoxide ion and carbon tetrachloride
Step 3: In the third step the complex reacts with sodium hydroxide. Here, a nucleophilic substitution reaction takes place. First, the halide group (leaving group) is detached from the carbon and then the hydroxide ion (nucleophile) attacks the carbon to form an unstable complex.

Image: Formation of unstable complex
Step 4: In the fourth step, the water molecule is removed to form a stable compound with a carboxylic group forming a benzoic acid and hydroxy group at the ortho position. The compound name of o-hydroxy benzoic acid.

Image: Formation of o-hydroxy benzoic acid
Therefore, the correct option is B.
Note: In the given reaction, NaOH should be taken in excess amount because phenoxide ion is formed first. The nucleophilic substitution involved is SN1 which takes place in two-step and the reaction rate depends on one reactant.
Complete Step by Step Solution:
The reaction between phenol and carbon tetrachloride in presence of sodium hydroxide takes place in four steps.
Step 1: In the first step the lone pair of hydroxide ions of sodium hydroxide abstract the proton of phenol to form phenoxide ion and water.

Image: Formation of sodium phenolate
Step 2: In the second step, the phenoxide ion attack the carbon of carbon tetrachloride is form a complex.

Image: Reaction of phenoxide ion and carbon tetrachloride
Step 3: In the third step the complex reacts with sodium hydroxide. Here, a nucleophilic substitution reaction takes place. First, the halide group (leaving group) is detached from the carbon and then the hydroxide ion (nucleophile) attacks the carbon to form an unstable complex.

Image: Formation of unstable complex
Step 4: In the fourth step, the water molecule is removed to form a stable compound with a carboxylic group forming a benzoic acid and hydroxy group at the ortho position. The compound name of o-hydroxy benzoic acid.

Image: Formation of o-hydroxy benzoic acid
Therefore, the correct option is B.
Note: In the given reaction, NaOH should be taken in excess amount because phenoxide ion is formed first. The nucleophilic substitution involved is SN1 which takes place in two-step and the reaction rate depends on one reactant.
Recently Updated Pages
Two pi and half sigma bonds are present in A N2 + B class 11 chemistry JEE_Main

Which of the following is most stable A Sn2+ B Ge2+ class 11 chemistry JEE_Main

The enolic form of acetone contains a 10sigma bonds class 11 chemistry JEE_Main

The specific heat of metal is 067 Jg Its equivalent class 11 chemistry JEE_Main

The increasing order of a specific charge to mass ratio class 11 chemistry JEE_Main

Which one of the following is used for making shoe class 11 chemistry JEE_Main

Trending doubts
JEE Main 2025 Session 2: Application Form (Out), Exam Dates (Released), Eligibility, & More

JEE Main 2025: Derivation of Equation of Trajectory in Physics

Electric Field Due to Uniformly Charged Ring for JEE Main 2025 - Formula and Derivation

Displacement-Time Graph and Velocity-Time Graph for JEE

Degree of Dissociation and Its Formula With Solved Example for JEE

Free Radical Substitution Mechanism of Alkanes for JEE Main 2025

Other Pages
JEE Advanced Marks vs Ranks 2025: Understanding Category-wise Qualifying Marks and Previous Year Cut-offs

JEE Advanced 2025: Dates, Registration, Syllabus, Eligibility Criteria and More

JEE Advanced Weightage 2025 Chapter-Wise for Physics, Maths and Chemistry

NCERT Solutions for Class 11 Chemistry In Hindi Chapter 1 Some Basic Concepts of Chemistry

NCERT Solutions for Class 11 Chemistry Chapter 7 Redox Reaction

JEE Advanced 2025 Notes
