Question:

Which of the following cannot act as a nucleophile?

Updated On: Apr 3, 2025
  • H2O

  • CH3NH2

  •                      

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The Correct Option is D

Solution and Explanation

A nucleophile is a species that is attracted to positive charge (nucleus) and donates an electron pair to form a chemical bond. Nucleophiles are typically electron-rich, meaning they have a lone pair of electrons or a negative charge.

Analyzing the Given Species:

(A) CH3O- (Methoxide ion): This has a negative charge and lone pairs of electrons on the oxygen, making it a good nucleophile.

(B) H2O (Water): Oxygen has two lone pairs of electrons, enabling it to act as a nucleophile, even though it's neutral.

(D) (CH3)3C+ (Tertiary Butyl Carbocation): This has a positive charge; therefore, it is an electrophile and cannot act as a nucleophile.

(E) CH3CH2O- (Ethoxide ion): This has a negative charge and lone pairs of electrons on the oxygen, making it a good nucleophile.

Therefore, the correct answer is (D) (CH3)3C+ (Tertiary Butyl Carbocation) because it is an electrophile.

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Concepts Used:

Organic Chemistry - Some Basic Principles and Techniques

Organic Chemistry is a subset of chemistry dealing with compounds of carbon. Therefore, we can say that Organic chemistry is the chemistry of carbon compounds and is 200-225 years old. Carbon forms bond with itself to form long chains of hydrocarbons, e.g.CH4, methane and CH3-CH3 ethane. Carbon has the ability to form carbon-carbon bonds quite elaborately. Polymers like polyethylene is a linear chain where hundreds of CH2 are linked together. 

Read Also: Organic Compounds

Importance of Organic Chemistry:

Organic chemistry is applicable in a variety of areas including-

  • Medicines: Example- Aspirin which is a headache medicine and Ibuprofen is a painkiller, both are organic compounds. Other examples include paracetamol.
  • Food: Example- Starch which is a carbohydrate is an organic compound and a constituent of rice and other grains. It is the source of energy.
  • Clothing: Example- Nylon, Polyester and Cotton are forms of organic compounds.
  • Fuels: Examples- Gasoline, Petrol and Diesel are organic compounds used in the automobile industry at large.