Which one of the following is the strongest base in aqueous solution ?
A
Methylamine
B
Trimethylamine
C
Aniline
D
Dimethylamine
AIEEE 2007, Medium
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D
Dimethylamine
d Aromatic amines are less basic than aliphatic amines. Among aliphatic amines the order of basicity is $2^{o}>1^{o}>3^{o} .$ The electron density is decreased in $3^{o}$ amine due to crowing of alkyl group over $N$ atom which makes the approach and bonding by a proton relatively difficult. Therefore the basicity decreases. Further Phenyl group show $- \,I$ effect, thus decreases the electron density on nitrogen atom and hence the basicity.
$\therefore$ dimethylamine ( $2^{o}$ aliphatic amine) is strongest base among given choices.
$\therefore$ The correct order of basic strength is Dimethyl amine $>$ Methyl amine $>$ Trimethyl-amine $>$ Aniline.
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$RN{H_2}$ reacts with ${C_6}{H_5}S{O_2}Cl$ in aqueous $KOH$ to give a clear solution. On acidification a precipitate is obtained which is due to the formation of