Question:

In HS-,I-,R–NH2, NH3 order of proton excepting tendency will be :-

Updated On: Apr 21, 2025
  • I- > NH3 > R–NH2 > HS- 

  • NH3 > R-NH2 > HS- > I-

  • RNH2 > NH3 > HS-> I-

  • HS-> RNH2 > NH3 > I-

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The Correct Option is C

Solution and Explanation

The correct option is (C): RNH2 > NH3 > HS-> I-
The order of proton-accepting tendencies is as follows: R−NH2 > NH3 > HS- > I-
The reduced proton-accepting ability of the iodide ion is attributed to its larger size, which leads to a lower charge density due to the negative charge being distributed over a larger area. Conversely, alkylamines exhibit a greater propensity to accept protons compared to ammonia, owing to the +I (inductive effect) influence of the alkyl group.

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Top Questions on Organic Chemistry- Some Basic Principles and Techniques

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Concepts Used:

Organic Chemistry – Some Basic Principles and Techniques - Reaction Mechanism

SN1 Reaction Mechanism:

SN1 reaction mechanism takes place by following three steps –

  • Formation of carbocation 
  • Attack of nucleophile 
  • Deprotonation 

SN2 Reaction Mechanism:

The SN2 reaction mechanism involves the nucleophilic substitution reaction of the leaving group (which generally consists of halide groups or other electron-withdrawing groups) with a nucleophile in a given organic compound.

Electrophilic Aromatic Substitution Reaction Mechanism:

The mechanism of an electrophilic aromatic substitution reaction contains three main components which are:

  1. A new sigma bond from C=C is formed during the reaction in the arene nucleophile.
  2. Due to the breaking of the C-H sigma bond, a proton is removed.
  3. The C=C bond is reformed and it restores the aromaticity of the compound.

Electrophilic Substitution Reaction Mechanism:

The electrophilic substitution reaction mechanism is composed of three steps, which will be discussed more below.

  • Electrophile Generation
  • Carbocation Formation
  • Proton Removal