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Question
CH3−NH2 CH3−NH−CH3 CH3−N|CH3−CH3 I II III
Compare boiling points of the given compounds:
CH3−NH2 CH3−NH−CH3 CH3−N|CH3−CH3
I II III
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Solution
CH3−NH2 CH3−NH−CH3 CH3−N|CH3−CH3 1' amine 2' amine 3' amine I II IIIThe first step refers to the image.In case of compound (I) and (II) , electron density in 1′ amine is less than 2′ amine and two methyl group attached to 2′ amine having +I effect. i.e, why primary amine have more stable intermolecular H-bonding than secondary amine. In 1′ amine have 2 H-atom and 2′ amine have only one H-atom for intramolecular H-bonding. So, the boiling point of 1′ amine is higher than the 2′ and 3′ amine. Order⇒1′>2′>3′.
CH3−NH2 CH3−NH−CH3 CH3−N|CH3−CH3
1' amine 2' amine 3' amine
I II III
The first step refers to the image.In case of compound (I) and (II) , electron density in 1′ amine is less than 2′ amine and two methyl group attached to 2′ amine having +I effect. i.e, why primary amine have more stable intermolecular H-bonding than secondary amine. In 1′ amine have 2 H-atom and 2′ amine have only one H-atom for intramolecular H-bonding. So, the boiling point of 1′ amine is higher than the 2′ and 3′ amine. Order⇒1′>2′>3′.
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