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The order of decreasing basicities of M...

The order of decreasing basicities of `MeNH_(2),Me_(2)NH` and `Me_(3)N` is benzene is

A

`Me_(3)NgtMe_(2)NHgtMeNH_(2)`

B

`Me_(2)NHgtMeNH_(2)gtMe_(3)N`

C

`Me_(2)NHgtMe_(3)NgtMeNH_(2)`

D

`Me_(2)NgtMeNH_(2)gtMe_(2)NH`

Text Solution

AI Generated Solution

The correct Answer is:
To determine the order of decreasing basicities of the amines MeNH₂ (methylamine), Me₂NH (dimethylamine), and Me₃N (trimethylamine), we need to analyze the structure of each compound and how the substituents affect the availability of the lone pair of electrons on the nitrogen atom for protonation. ### Step-by-Step Solution: 1. **Identify the Compounds**: - Methylamine (MeNH₂) has one methyl group and one hydrogen atom attached to nitrogen. - Dimethylamine (Me₂NH) has two methyl groups and one hydrogen atom attached to nitrogen. - Trimethylamine (Me₃N) has three methyl groups attached to nitrogen. 2. **Consider the Lone Pair Availability**: - The basicity of amines is largely determined by the availability of the lone pair of electrons on the nitrogen atom to accept a proton (H⁺). - The more available the lone pair, the stronger the base. 3. **Effect of Alkyl Groups**: - Alkyl groups (like methyl groups) have a +I (inductive) effect, which increases the electron density on the nitrogen atom. - More alkyl groups will increase the electron density, making the lone pair more available for protonation. 4. **Analyze Each Compound**: - **Trimethylamine (Me₃N)**: Has three methyl groups. The +I effect from three methyl groups significantly increases the electron density on nitrogen, making the lone pair highly available for protonation. - **Dimethylamine (Me₂NH)**: Has two methyl groups. The +I effect is still strong, but less than that of trimethylamine, resulting in lower basicity than Me₃N. - **Methylamine (MeNH₂)**: Has one methyl group. The +I effect is present, but it is the weakest among the three, resulting in the lowest basicity. 5. **Order of Basicity**: - Based on the above analysis, the order of decreasing basicity is: - **Me₃N > Me₂NH > MeNH₂** ### Final Answer: The order of decreasing basicities of MeNH₂, Me₂NH, and Me₃N is: **Me₃N > Me₂NH > MeNH₂**
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