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1 ORGANIC CHEMISTRY MCQS

Which one of the following is not a nucleophile?

  • C₂H₅O⁻
  • SCN⁻
  • NH₃
  • CH₃⁺
Correct Answer: D. CH₃⁺

Detailed Explanation

In organic chemistry, a nucleophile is a species that donates an electron pair to form a chemical bond. Nucleophiles are usually negatively charged ions or neutral molecules with lone pairs of electrons. They attack positively charged or electron-deficient centers, such as carbocations or polar bonds.


Let’s evaluate the given options:




  1. C₂H₅O⁻ (Ethoxide ion): Strong nucleophile because it carries a negative charge on oxygen. It readily attacks electrophilic carbon atoms, for example in substitution or elimination reactions.




  2. SCN⁻ (Thiocyanate ion): Another good nucleophile, containing a negative charge delocalized between sulfur and nitrogen. Both atoms can act as electron donors, making SCN⁻ an ambident nucleophile.




  3. NH₃ (Ammonia): A neutral molecule but still a nucleophile because the nitrogen atom has a lone pair of electrons. Ammonia commonly participates in substitution reactions with alkyl halides to form amines.




  4. CH₃⁺ (Methyl cation): This is not a nucleophile. In fact, it is the opposite — an electrophile. CH₃⁺ has only six valence electrons and carries a positive charge, making it electron-deficient. Instead of donating electrons, it seeks electrons from nucleophiles.




From this analysis, we can conclude that the only species in the list that is not a nucleophile is CH₃⁺.




  • Nucleophiles donate electrons (C₂H₅O⁻, SCN⁻, NH₃).




  • Electrophiles accept electrons (CH₃⁺).




This distinction is fundamental in organic reaction mechanisms, especially in substitution and addition reactions.


 

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