solubility of amines

please help--solubility of amines

C6H5NH2, EtNH2, [Et]2NH

soure-cbse paper 2011

acc to me, it shud be

1<3<2

not sure though,,please help

7 Answers

49
Subhomoy Bakshi ·

i feel it is correct!

1
seoni ·

but if we see no of H avail for H bonding
then 2>1>3 hoga, whats wrong in this?

i m really confused with 1>3 or 3>1,,

pl tell if u know d reason...

thankx

1
mohit sengar ·

ya i think it's 2>1>3 because aniline has two hydrogens available fr hydrogen bonding and also oxygen is more electronegative than nitrogen .

49
Subhomoy Bakshi ·

3.6g.100ml-->aniline

ethylamine-->miscible in water
triethylamine--> miscible below 19°C

so...for dimethylamine i think we can average..!
solubility is thus more than aniline! :)

1
anmolivanima ·

no mohit is mistaken ans is 2>3>1 acc. to me because of increase in hydrophobic part (increase in carbons) aniline's solubilty decreases

1
seoni ·

thanks ppl

49
Subhomoy Bakshi ·

congrats @ getting the answer correct! ;) :D

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