help on organic solubility question

[allstardentist]

79. Dimethylpropylamine (N, N-dimethyl-1-propanamine)
will be least soluble in which of the following?
A. dilute KOH(aq)
B. dilute HCl(aq)
C. dimethyl ether
D. benzene
E. concentrated H2SO4

Anyone?

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[thehipster]

I would assume the answer would be E, because like dissolves like and E is too strong of a an acid compared to the other choices.

 

[Clapton]

KOH due to lack of protons. To become soluble in water, this substance will have to be charged.

 

[allstardentist]

clapton, ure right. thnx for the explanation.

 

[thehipster]

Yeah, that makes more sense, I don't know what I was thinking