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Question

Which of the following is not an electrophile ?

This question was previously asked in
BPSC 70th 2024 Prelims General Studies Re-Exam Question Paper (04-Jan-2025)
The correct answer is

Na+

 The sodium ion is not an electrophile — option 1.

What an electrophile is. The word means “electron-loving”. An electrophile is a species that is electron-deficient and that attacks a region of high electron density, accepting a pair of electrons to form a new covalent bond. It is therefore a Lewis acid. The last part of that definition is what matters here.

SpeciesElectron countElectrophile ?
Na+2, 8 — a complete noble-gas octetNo — it is already stable and forms ionic, not covalent, bonds
BF3Boron has only 6 electrons — an incomplete octetYes — the classic neutral electrophile and Lewis acid
H+Zero electrons — a bare protonYes — the simplest electrophile of all

Why a positive charge is not enough. This is the point of the question. Na+ carries a full positive charge and is therefore attracted to negative charge — but attraction is not the same as bonding. Having achieved the neon configuration by losing its single valence electron, sodium has no vacant low-energy orbital in which to accept a pair, and the compounds it forms are held by electrostatic attraction between ions. In solution it is a spectator ion: in a reaction such as

\(\text{NaOH}+\text{HCl}\rightarrow\text{NaCl}+\text{H}_{2}\text{O}\)

the sodium ion takes no chemical part at all. The same is true of K+, Mg2+ and Ca2+.

The contrast. BF3 and H+ both have somewhere to put an incoming pair — an empty p orbital on boron, an empty 1s orbital on the proton — and both form covalent bonds by accepting one. Other common electrophiles are the nitronium ion NO2+ in nitration, AlCl3 in Friedel-Crafts reactions, carbocations, and the carbon of a carbonyl group.

The counterpart is the nucleophile — electron-rich, a Lewis base, which donates a pair: OH, CN, NH3, water.

Hence, the answer is Na+.

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Important Questions from Chemical Bond and Molecular Structure

  1. Ozone is:

  2. Out of the following which compound does not show sp 3hybridization ?

  3. The hybridization of oxygen in water is

  4. Which of the following molecules represent the type of hybridization sp 3, sp 2, sp 2, sp from left to right atoms?

  5. Which of the following has sp 3d hybridization?

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