Question
In the following pairs which one is more basic and why?
✓
Answer
- In $CH_3NH_2$, the $+I$ effect of $-CH_3$ group makes lone pair of electrons on $N-$atom more available for donation. On the other hand in $C_6H_5NH_2$, the resonance effect causes delocalisation of lone pair of electrons over benzene ring and makes it less available for donation.
- $CH_3NH_2$ is more basic than $NH_3. CH_3$ group due to its $+$ve I effect pushes electron towards nitrogen in $\text{CH}_3\stackrel{{..\ \ \ \ \ \ \ }}{\hbox{N}\text{H}_2}$ and this makes the unshared electron pair more available for sharing with the proton of the acid.
is stronger base than
as $CH_3$ group is electron releasing by $+I$ effect and hyperconjugation effect.
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