Question

is this compound n pentyl methyl ketone, 1-hexanol, or something else??

boiling point: 150 degrees c
melting poi t: -31 degrees c
refractive index 1.4087
density 0.815

this is the nmr

Triplet Singlet Quintet Triplet Multiplet 2.45 2.15 1.6 Ppm 1.3 0.9 Ppm Pp Ppm Pp 11 ppm 000 000 000 000 000 10 12

Answer 1

The compound in question is 1-hexanol.

HO-CH₂-CH₂-CH₂-CH₂-CH₂-CH₃

X₂ M₂ D₂ C₂    B₂ A₃  

$\delta$ = 0.9, of 3 protons is from CH₃ group (A₃ protons).

B₂, C₂ and D₂ methylene groups are strongly coupled to one another, they appear in spectrum as a partially resolved band and act as a conglomerate of spins in coupling to the methyl group, which is formally coupled only to the adjoining CH₂ group. M multiplet is deshielded enough by OH group so that a somewhat distorted quintet (splitting by the D and X protons) is apparent. The strongly deshielded triplet represents the X methylene protons split my M methylene protons. The one proton singlet represents the OH proton.

Other characteristics of 1-hexanol which match with the spectrum in question are:

B.P = 157^oC, M.P = -45^oC, refractive index = 1.4178, density = 0.82 g/cc