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NCERT Exemplar · Q51

Q.Match the terms mentioned in Column I with the terms in Column II. (More than one correlation is possible.)
Column I

(i) Carbocation
(ii) Nucleophile
(iii) Hyperconjugation
(iv) Isomers
(v) sp hybridisation
(vi) Electrophile
Column II
(a) Cyclohexane and 1-hexene
(b) Conjugation of electrons of C–H σ bond with empty p-orbital present at adjacent positively charged carbon.
(c) sp2 hybridised carbon with empty p-orbital
(d) Ethyne
(e) Species that can receive a pair of electrons
(f) Species that can supply a pair of electrons
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Match fundamental organic chemistry concepts with their definitions and examples: carbocations are sp2sp^2 centres with empty p-orbitals; nucleophiles donate electrons; hyperconjugation stabilises carbocations through σ–p overlap; isomers share molecular formulas but differ in structure; spsp hybridisation appears in alkynes; electrophiles accept electrons.

The question tests your understanding of core organic chemistry vocabulary. Each term in Column I represents either a reactive species, a structural feature, or a stabilisation mechanism. The key is to recognise what defines each concept at the electronic and structural level.

Let me work through each term systematically.

Matching each term

1. Carbocation (i)

A carbocation is a positively charged carbon species. The positive carbon has only three bonds (having lost an electron pair), so it adopts sp2sp^2 hybridisation with a planar geometry. The unhybridised p-orbital remains empty.

Matches: (c) sp2sp^2 hybridised carbon with empty p-orbital

This is the textbook definition of a carbocation's electronic structure.


2. Nucleophile (ii)

The name itself tells the story: "nucleus-loving." A nucleophile is electron-rich and seeks out positive centres. It must possess a lone pair or π-electrons that it can donate to form a new bond.

Matches: (f) Species that can supply a pair of electrons

Examples include OHX−\ce{OH^-}, NHX3\ce{NH3}, CNX−\ce{CN^-}, and alkenes.


3. Hyperconjugation (iii)

This stabilisation mechanism involves the overlap of a filled σ-bond (usually C–H) with an adjacent empty or partially filled p-orbital. In carbocations, the electrons in the C–H σ-bond delocalise slightly into the empty p-orbital of the positively charged carbon, spreading out the positive charge and lowering the energy.

Matches: (b) Conjugation of electrons of C–H σ bond with empty p-orbital present at adjacent positively charged carbon

This is the precise description of hyperconjugation in carbocations. The more C–H bonds adjacent to the carbocation centre (more α-hydrogens), the greater the stabilisation: tertiary > secondary > primary.


4. Isomers (iv)

Isomers are compounds with the same molecular formula but different structures. They can differ in connectivity (structural isomers) or spatial arrangement (stereoisomers).

Matches: (a) Cyclohexane and 1-hexene

Both have the formula CX6HX12\ce{C6H12}. Cyclohexane is a saturated ring; 1-hexene is an open-chain alkene. They are structural isomers.


5. spsp hybridisation (v)

When a carbon forms two σ-bonds, it uses spsp hybrid orbitals (50% s, 50% p character), leaving two unhybridised p-orbitals perpendicular to the bond axis. These p-orbitals form two π-bonds, giving a triple bond overall. The geometry is linear with bond angles of 180°. …

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