Question:

In the reaction given below, the total number of atoms having sp2 hybridization in the major product P is ___.
hybridization

Updated On: June 02, 2025
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Correct Answer: 12

Solution and Explanation

Step 1: Understanding the reaction mechanism
The image depicts a reaction starting with a molecule (P) containing four carbon atoms (denoted by \( * \)), four nitrogen atoms, and four oxygen atoms. These atoms all exhibit sp2 hybridization. The steps include reactions with ozone (O3) followed by zinc and water (Zn/H2O), and then an excess of NH2OH (hydroxylamine).
Step 2: Reaction with Ozone
Initially, the molecule undergoes ozonolysis with excess ozone (O3), which typically cleaves double bonds. The reaction with ozone results in the formation of an intermediate with oxygen atoms inserted into the existing bonds, breaking the original carbon-carbon double bond.
Step 3: Zinc and Water Treatment
After ozonolysis, the product is treated with zinc (Zn) and water (H2O). Zinc is often used to reduce and remove oxygen groups that are attached to the carbon atoms. In this case, Zn/H2O helps reduce any oxygenated intermediates, likely leading to the formation of a more stable product.
Step 4: Reaction with Hydroxylamine (NH2OH)
Next, the molecule reacts with excess hydroxylamine (NH2OH), which typically reacts with carbonyl groups (as part of the process of forming oximes). The reaction results in the addition of NH2OH groups to the molecule at the sites where carbonyl groups were present, forming a structure with multiple NH2OH groups.
Step 5: Product Structure
The final product consists of four nitrogen atoms, four oxygen atoms, and four carbon atoms, all exhibiting sp2 hybridization. The resulting structure has four hydroxylamine groups (-NH2OH) attached to the carbon atoms, completing the product. The total atom count is 12: four carbon atoms, four nitrogen atoms, and four oxygen atoms.
Step 6: Conclusion
The reaction sequence shows how ozonolysis, followed by reduction and hydroxylamine addition, leads to a product with sp2 hybridized atoms. The final structure contains four nitrogen atoms, four oxygen atoms, and four carbon atoms, all exhibiting sp2 hybridization.

Product (P) contains four carbon atoms denoted by (*), along with four nitrogen and four oxygen atoms, totaling 12 atoms, all exhibiting sp2 hybridization.
hybridization
 

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JEE Advanced Notification

Concepts Used:

Hybridisation

Hybridization refers to the concept of combining atomic orbitals in order to form new hybrid orbitals that are appropriate to represent their bonding properties. Hybridization influences the bond length and bond strength in organic compounds

Types of Hybridization:

sp Hybridization

sp hybridization is observed while one s and one p orbital inside the identical principal shell of an atom mix to shape two new equal orbitals. The new orbitals formed are referred to as sp hybridized orbitals.

sp2 Hybridization

sp2 hybridization is observed whilst ones and p orbitals of the same shell of an atom blend to shape three equivalent orbitals. The new orbitals formed are referred to as sp2 hybrid orbitals.

sp3 Hybridization

When one ‘s’ orbital and 3 ‘p’ orbitals belonging to the identical shell of an atom blend together to shape 4 new equal orbitals, the sort of hybridization is referred to as a tetrahedral hybridization or sp3.

sp3d Hybridization

sp3d hybridization involves the joining of 3p orbitals and 1d orbital to form 5 sp3d hybridized orbitals of identical energy. They possess trigonal bipyramidal geometry.

sp3d2 Hybridization

With 1 s three p’s and two d’s, there is a formation of 6 new and identical sp3d2 orbitals.