Question

Hi I just need a little help breaking down some information. I have an unknown, which i distilled on a microscale. The boiling point I got was 102 C. I performed a DNPH test which came back negative so its not an aldehyde or ketone, also a chromic acid was positive for a primary or secondary alcohol, and potassium permanganate negative for alkene or alkyne. My IR came back with 3 sp3 C-H peaks an O-H and C-O. The possible products are 1-propanol with a BP of 97, 2-methyl-1-propanol with a BP of 108, 3-pentanol with a BP of 118.2, 1-pentanol with a BP of 138, 4-methyl-2-pentanol with a BP of 131.6, cyclopentanol with a BP of 140.4, 1-hexanol with a BP of 157, and 2-octanol with a BP of 178.5.

So my questions are is there any possible products I can rule out? What is the most likely product since my boiling point doesnt match up with any of the ones given?

Answer 1

Solution:

As the information provided, the compound is an alcohol. It will be 2-butanol.

CH3-CH(OH)-CH2-CH3

Its melting point is 100 °C.

I think it may help you.