JEE Main · 2025 · Shift-IhardAMIN-005

Total number of nucleophiles from the following is: NH3, PhSH, (H3C)2S, H2C=CH2, OH, H3O+, (CH3)2CO, NCH3…

Amines · Class 12 · JEE Main Previous Year Question

Question

Total number of nucleophiles from the following is:

\ceNH3\ce{NH3}, \cePhSH\ce{PhSH}, (\ceH3C)2\ceS(\ce{H3C})_2\ce{S}, \ceH2C=CH2\ce{H2C=CH2}, \ceOH\overset{\ominus}{\ce{OH}}, \ceH3O+\ce{H3O^+}, (\ceCH3)2\ceCO(\ce{CH3})_2\ce{CO}, >\ceNCH3>\ce{NCH3} (N-methylamine with lone pair)

Options
  1. a

    5

  2. b

    4

  3. c

    7

  4. d

    6

Correct Answera

5

Detailed Solution

Step 1 — Definition of nucleophile

A nucleophile donates an electron pair to an electrophile. Species with lone pairs or π\pi bonds qualify.

Step 2 — Evaluate each species

  1. \ceNH3\ce{NH3}: lone pair on N → nucleophile
  2. \cePhSH\ce{PhSH}: lone pair on S → nucleophile
  3. (\ceH3C)2\ceS(\ce{H3C})_2\ce{S}: lone pair on S → nucleophile
  4. \ceH2C=CH2\ce{H2C=CH2}: π\pi electrons → nucleophile
  5. \ceOH\ce{OH^-}: lone pair + negative charge → nucleophile
  6. \ceH3O+\ce{H3O^+}: positively charged proton donor → electrophile
  7. (\ceCH3)2\ceCO(\ce{CH3})_2\ce{CO}: O lone pairs delocalized into C=O → poor nucleophile
  8. >\ceNCH3>\ce{NCH3}: lone pair on N → nucleophile

Step 3 — Count: 5 nucleophiles → Option (a)

Key Points to Remember:

  • Nucleophiles: species with available lone pairs or π\pi bonds
  • \ceH3O+\ce{H3O^+}: electrophile (Lewis acid)
  • Carbonyl O lone pairs are delocalized → poor nucleophile
  • π\pi bonds (alkenes) act as nucleophiles in electrophilic addition

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Total number of nucleophiles from the following is: NH3, PhSH, (H3C)2S, H2C=CH2, OH, H3O+,… (JEE Main 2025) | Canvas Classes