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Order of basicity of amines in gaseous state?

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  1. Explanation:

    The order of basicity in ammonia is different in gaseous phases vs. aqueous phases due to hydrogen bonding.

    So in gaseous phases it’s the well known: 3β€² > 2β€² > 1β€²> NH3. Just so we’re on the same page, this is due to the inductive effect of electron donating alkyl groups–they destabilize the lone pair on nitrogen atom, making nitrogen more basic.

    But in aqueous phase, the order is slightly different: 2β€²> 1β€²> 3β€² > NH3.

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