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The correct sequence regarding base stre...

The correct sequence regarding base strength of aliphatic amines
in aqueous solution is:

A

`R_3 N gt R_2 NH gt RNH_2 gt NH_3`

B

`R_2 NH gt RNH_2 gt R_3 N gt NH_3`

C

`R_2 NH gt R_2 N gt RNH_3 gt NH_3`

D

`RNH_2 gt R_2 NH gt R_3 N gt NH_3`

Text Solution

AI Generated Solution

The correct Answer is:
To determine the correct sequence regarding the base strength of aliphatic amines in aqueous solution, we need to analyze the factors affecting their basicity. Here's a step-by-step solution: ### Step 1: Understand the basicity of amines Amines are classified based on the number of alkyl groups attached to the nitrogen atom: - Primary amines (1°) have one alkyl group (RNH2). - Secondary amines (2°) have two alkyl groups (R2NH). - Tertiary amines (3°) have three alkyl groups (R3N). - Ammonia (NH3) is also included for comparison. ### Step 2: Factors affecting basicity in aqueous solution The basicity of amines in aqueous solution is influenced by: 1. **Inductive Effect (+I effect)**: Alkyl groups donate electron density to the nitrogen, enhancing its ability to donate a lone pair of electrons. 2. **Hydrogen Bonding**: The ability of amines to form hydrogen bonds with water molecules affects their stability and, consequently, their basicity. 3. **Steric Hindrance**: The presence of bulky alkyl groups can hinder the approach of water molecules, affecting hydrogen bonding. ### Step 3: Analyze the stability of ammonium cations When amines accept a proton (H+), they form ammonium cations (RNH3+). The stability of these cations is crucial in determining the basicity of the corresponding amines: - **Primary amines**: Form ammonium cations with two hydrogen bonds (more stable). - **Secondary amines**: Form ammonium cations with one hydrogen bond (less stable than primary). - **Tertiary amines**: Form ammonium cations with no hydrogen bonds (least stable due to steric hindrance). ### Step 4: Establish the order of basicity Considering the above factors: - **2° amines**: Strongest base due to the balance of inductive effect and minimal steric hindrance. - **1° amines**: Strong base, but less than 2° due to more hydrogen bonding stability. - **3° amines**: Weaker base due to steric hindrance and lack of hydrogen bonding. - **Ammonia (NH3)**: Weakest base among them. ### Conclusion The correct sequence regarding the base strength of aliphatic amines in aqueous solution is: **2° amines > 1° amines > 3° amines > NH3**

To determine the correct sequence regarding the base strength of aliphatic amines in aqueous solution, we need to analyze the factors affecting their basicity. Here's a step-by-step solution: ### Step 1: Understand the basicity of amines Amines are classified based on the number of alkyl groups attached to the nitrogen atom: - Primary amines (1°) have one alkyl group (RNH2). - Secondary amines (2°) have two alkyl groups (R2NH). - Tertiary amines (3°) have three alkyl groups (R3N). - Ammonia (NH3) is also included for comparison. ...
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