Calculate the index of hydrogen deficiency (degrees of unsaturation) for the following molecule with molecular formula c5h10o2, and propose a structure for this compound consistent with the following ir, 1h nmr, and 13c nmr.

The question does not contain the IR, 1H NMR and 13C NMR spectra. Complete question is attached along with spectra.

The index of hydrogen deficiency is 1.

The structure of the molecule is

C(C)(=O)CCOC

(In Daylight SMILES format, structure is also attached)

Explanation:

The index of hydrogen deficiency is calculated from the following formula, which helps to identify the unsaturation in the molecule

The IR data shows a sharp peak near 1730 cm-1 which is associated with the stretching of the carbonyl group. Another peak is observed near 1150 cm-1, which refer to the stretching C-O ether group. Several peaks near 2840 cm-1 indicate the stretching of the C-H bond of alkane groups.

The 1H NMR data shows two triples and two singlets along with their integration values. Two triplets predict that two methylene (CH2) groups are adjacent to each other, while singlets infer that two CH3 groups are isolated as their protons are not coupled. The peak at 3.3 ppm is for the isolated methyl group protons next to the ether oxygen. While the methylene (CH2) group protons next to the ether oxygen are most deshielded near 3.6 ppm. The protons of methylene and methyl group next to carbonyl are at 2.6 and 2.1 ppm respectively.

The 13C NMR data shows a carbonyl peak near 200 ppm, which confirms the presence of ketone. Also, peaks near 30 to 70 ppm refer to R2-CH2 and R-CH3.

The data confirm that the molecule has a carbonyl and ether group, while the two methylene groups are in between.

3

explanation: