[Jey-Jey]

Hello,
I would really appreciate your help with following questing. In a test in organic chemistry I was asked to classify these organic compounds in order of increasing basicity in aqueous solution:
1.   4-trifluormethylaniline
2.   Tributylamine
3.   Methylamine
4.   Di(dodec-1-yl)amine

I think that the order of 1-3 is correct (3 – most alkaline), but I’m really not sure with 4. This compound should be lipophilic (surfactant maybe?) and I don’t know how it will react in the aqueous solution.
I already asked my friends, but we are all just biology students and thus we have a little problem with that. 

Thanks for help and sorry for mistakes, I’m not native speaker.

[phth]

4>2>3>1

[orthoformate]

I think it should be 2>4>3>1

tertiary>secondary>primary>primary fluorinated phenyl

Can anyone confirm?

[kriggy]

Secondary are more basic that tertiary from steric reasons. However, given that there are different alkyl groups on each of the aliphatic amines, it might not be that straightforward, especialy with the didodecylamine

[Jey-Jey]

Thank you all very much for your help. 

[orthoformate]

Secondary are more basic that tertiary from steric reasons. However, given that there are different alkyl groups on each of the aliphatic amines, it might not be that straightforward, especialy with the didodecylamine

Thank you!