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NCERT Exemplar · Q18

Q.Electrophiles are electron seeking species. Which of the following groups contain only electrophiles? (Note: more than one of the given options may be correct.)

(i) BF3, NH3, H2O
(ii) AlCl3, SO3, NO2^+
(iii) NO2^+, CH3^+, CH3—C^+=O
(iv) C2H5^-, •C2H5, C2H5^+
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Electrophiles are electron-deficient species that accept electron pairs. Only groups (ii) and (iii) contain exclusively electrophiles: AlCl3\text{AlCl}_3, SO3\text{SO}_3, NO2+\text{NO}_2^+ in (ii); and NO2+\text{NO}_2^+, CH3+\text{CH}_3^+, CH3–C+=O\text{CH}_3\text{–C}^+=\text{O} in (iii).

An electrophile is a species that seeks electrons because it has either a positive charge, an incomplete octet, or a highly polarised atom that can accommodate additional electron density. The defining feature is the ability to accept an electron pair from a nucleophile during bond formation.

The key is to recognise what makes a species electron-deficient:

  • Positive charge creates an obvious electron deficit.
  • Incomplete octets (fewer than eight valence electrons around a central atom) leave room for electron acceptance.
  • Highly polarised multiple bonds with electron-withdrawing atoms can act as electrophilic centres.

Conversely, species with lone pairs or negative charges are nucleophiles (electron donors), and free radicals, while reactive, are not classified as electrophiles because they seek a single electron, not an electron pair.

Let's examine each group:

  1. Option (i): BF3\text{BF}_3, NH3\text{NH}_3, H2O\text{H}_2\text{O}

    BF3\text{BF}_3 has boron with only six valence electrons—a classic Lewis acid and electrophile. However, NH3\text{NH}_3 has a lone pair on nitrogen and acts as a nucleophile (it donates electrons). Similarly, H2O\text{H}_2\text{O} has two lone pairs on oxygen and is also a nucleophile. This group is mixed.

  2. Option (ii): AlCl3\text{AlCl}_3, SO3\text{SO}_3, NO2+\text{NO}_2^+

    AlCl3\text{AlCl}_3 has aluminum with only six valence electrons around it—a strong Lewis acid and electrophile. SO3\text{SO}_3 has sulphur bonded to three oxygens; the sulphur is highly electron-deficient due to the electron-withdrawing oxygens and can accept electron density (it acts as an electrophile in sulfonation reactions). NO2+\text{NO}_2^+ (the nitronium ion) carries a positive charge and is a powerful electrophile in nitration. All three are electrophiles.

  3. Option (iii): NO2+\text{NO}_2^+, CH3+\text{CH}_3^+, CH3–C+=O\text{CH}_3\text{–C}^+=\text{O} …

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