polarity contribution N-C less more N-H (CH3)3N H CH3NH₂ N steric hindrance from the size C In the gas phase, (CH3)3N is a stronger Lewis base than is CH3NH₂ because the N-H bond is more polar than the N-C bond, making the lone pair on the N atom more accessible to the H+ that needs to be added. In the liquid phase, the steric hindrance from the size of the CH3 groups becomes more pronounced, making the N atom less accessible to the H+ ion.

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter4: Polar Bonds, Polar Reactions
Section: Chapter Questions
Problem 45CTQ
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polarity contribution
N-C
less
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N-H
(CH3)3 N
H
CH3NH2
N
steric hindrance from the size
You filled in 1 of 9 blanks incorrectly.
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In the gas phase, (CH3)2N is a stronger Lewis base than is CH3NH₂ because the N-H
bond is more polar than the N-C bond, making the lone pair on the N atom more
accessible to the H+ that needs to be added. In the liquid phase, the
steric hindrance from the size of the CH3 groups becomes more pronounced, making the N
atom less accessible to the H+ ion.
Transcribed Image Text:polarity contribution N-C less more N-H (CH3)3 N H CH3NH2 N steric hindrance from the size You filled in 1 of 9 blanks incorrectly. Reset Help In the gas phase, (CH3)2N is a stronger Lewis base than is CH3NH₂ because the N-H bond is more polar than the N-C bond, making the lone pair on the N atom more accessible to the H+ that needs to be added. In the liquid phase, the steric hindrance from the size of the CH3 groups becomes more pronounced, making the N atom less accessible to the H+ ion.
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