
The product of acid-catalysed hydration of $2-phenylpropene$ is
A. $3-phenyl-2-propanol$
B. $1-phenyl-2-propanol$
C. $2-phenyl-2-propanol$
D. $2-phenyl-1-propanol$
Answer
162.9k+ views
Hint: Acid-catalysed hydration is the addition of water to an alkene that forms alcohol. This is one kind of electrophilic hydration and here the $-OH$ group is attached across the two carbon atoms of a double bond. Here we have a substituted alkene undergoing acid-catalysed hydration to give an alcohol.
Complete Step by Step Answer:
As we know alcohol gets dehydrated to form an alkene, in the same way, alkenes are hydrated to form alcohol. Acid-catalysed hydration of alkenes produces alcohol according to Markownikov’s rule. This process involves the breaking of the pi bond in the alkene and hydroxyl bond ($-OH$) in the water molecule.
$2-phenyl$propene undergoes acid-catalysed hydration to give alcohol by the following step. The first step involves the protonation of alkenes to form the most stable carbocation by the electrophilic attack ${{H}_{3}}{{O}^{+}}$. Here two carbocations are formed but benzylic carbocations are more stable. This is because conjugation with phenyl rings gives them stability.

In the second step, water acts as an incoming nucleophile and hence attacks carbocation.

The final and last step is the deprotonation step. Alcohol named as $2-phenyl-2-propanol$is formed as the major product by deprotonation and $2-phenyl-1-propanol$is the minor product.

Therefore, the product of acid-catalysed hydration $2-phenyl-propanol$.
Thus, option (C) is correct.
Note: The acid-catalysed hydration of alkene is regioselective in nature and also follows Markovnikov’s rule. The regioselectivity of acid-catalysed hydration shows that the hydroxyl group ($-OH$) gets attached to the more substituted carbon in an alkene.
Complete Step by Step Answer:
As we know alcohol gets dehydrated to form an alkene, in the same way, alkenes are hydrated to form alcohol. Acid-catalysed hydration of alkenes produces alcohol according to Markownikov’s rule. This process involves the breaking of the pi bond in the alkene and hydroxyl bond ($-OH$) in the water molecule.
$2-phenyl$propene undergoes acid-catalysed hydration to give alcohol by the following step. The first step involves the protonation of alkenes to form the most stable carbocation by the electrophilic attack ${{H}_{3}}{{O}^{+}}$. Here two carbocations are formed but benzylic carbocations are more stable. This is because conjugation with phenyl rings gives them stability.

In the second step, water acts as an incoming nucleophile and hence attacks carbocation.

The final and last step is the deprotonation step. Alcohol named as $2-phenyl-2-propanol$is formed as the major product by deprotonation and $2-phenyl-1-propanol$is the minor product.

Therefore, the product of acid-catalysed hydration $2-phenyl-propanol$.
Thus, option (C) is correct.
Note: The acid-catalysed hydration of alkene is regioselective in nature and also follows Markovnikov’s rule. The regioselectivity of acid-catalysed hydration shows that the hydroxyl group ($-OH$) gets attached to the more substituted carbon in an alkene.
Recently Updated Pages
JEE Atomic Structure and Chemical Bonding important Concepts and Tips

JEE Amino Acids and Peptides Important Concepts and Tips for Exam Preparation

JEE Electricity and Magnetism Important Concepts and Tips for Exam Preparation

Chemical Properties of Hydrogen - Important Concepts for JEE Exam Preparation

JEE Energetics Important Concepts and Tips for Exam Preparation

JEE Isolation, Preparation and Properties of Non-metals Important Concepts and Tips for Exam Preparation

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

Displacement-Time Graph and Velocity-Time Graph for JEE

Types of Solutions

Degree of Dissociation and Its Formula With Solved Example for JEE

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

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

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

NEET 2025 – Every New Update You Need to Know

Verb Forms Guide: V1, V2, V3, V4, V5 Explained
