I am currently trying to determine the structure of my unknown compound with both 1H NMR and 13C NMR spectra.
My H NMR peaks:
- 1.16 ppm [singlet, 1H], 1.68 [singlet, 3H], 1.75 [singlet, 3H], 4.2 [doublet, 2H], 5.4 [multiplet, 1H], and 7.24 (solvent peak)
C NMR:
- 18, 26, 59, 77 (solvent peak), 124, and 136 ppm.
I have deduced that my molecular formula is $\ce{C5H10O}$. And I am fairly certain I should have a double bond in my structure. However, I do not know intuitively where this pi bond should be.
What should I be looking for to determine the placement of this pi bond?
I unfortunately do not have characteristic IR peaks to determine whether I have an alcohol, ether, or a ketone.