In the compound below, which nitrogen is protonated first when treated with HCl?

see full answer

Talk to JEE/NEET 2025 Toppers - Learn What Actually Works!

Real Strategies. Real People. Real Success Stories - Just 1 call away

An Intiative by Sri Chaitanya

1 is protonated because it is sp² hybridised

2 is protonated because it is sp³ hybridized

2 is protonated because its lone pair is not involved in aromaticity

1 is protonated because its lone pair is not involved in aromaticity

answer is C.

(Unlock A.I Detailed Solution for FREE)

Ready to Test Your Skills?

Check your Performance Today with our Free Mock Test used by Toppers!

Take Free Test

Detailed Solution

Lone pair of electron on nitrogen labelled 2 is part of aromatic delocalization, not available for donation to H⁺ while lone pair on nitrogen labelled 1 is not the part of aromatic system, protonated more easily as:

Result Producing online coaching for JEE/NEET of south India

Largest All India Test Series for JEE/NEET

Best Books for IIT JEE

Best Books for NEET

How to Join IIT after 10th

Best Courses for You

JEE

NEET

Foundation JEE

Foundation NEET

CBSE

Get Expert Academic Guidance – Connect with a Counselor Today!

Result Producing online coaching for JEE/NEET of south India

Largest All India Test Series for JEE/NEET

Best Books for IIT JEE

Best Books for NEET

How to Join IIT after 10th