Question

Propose a structure for the compound that has the following data: Molecular formula: C9H10O2 13C NMR ? 26.1, 55.3, 113.7, 130.4, 130.5, 163.5, 196.4 ppm.

Propose a structure for the compound that has the following data: Molecular formula: CgH0O2 13C NMR δ 26.1, 55.3, 113.7, 130.4, 130.5, 163.5, 196.4 pprm CH2 CH2-OH 80 706050 4 3020e ati H NMR spectrum shown above. 3.0 1.0 University of Machiga

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Concepts and reason

• Nuclear magnetic resonance(NMR)
spectroscopy is one of the techniques in analytical chemistry that is widely used to determine the purity of sample and also to predict the structure of the organic compounds.

• The NMR
spectroscopy is a phenomenon that is observed when the frequency of nuclei of atoms (sample) resonates with the frequency of rotating magnetic field.

13C NMR
Spectroscopy gives the information about nonequivalent protons or nonequivalent carbons present in the structure.

Fundamentals

The chemical shift of the

Ar C
cc
Arc
ccc=c
Co O-c-X
CX
Dao pho so tào lao do tho so số
cố
go
o

The formula to calculate the degree of unsaturation:

2C+N-H-X+2
where
DoU is the degree of unsaturation,
C is the number of carbons,

N is the number of nitrogens,
H is the number of hydrogens,
Xis the number of halogens.

Determine the degree of unsaturation present in a molecule.

The given molecular formula :
C,H,,02
DU-(2x9)+0-10-0+2
DoU – 18–10+2
DoU = 5 (It has five double bonds).

The 13C NMR
spectral data are given below:

Chemical shift: 26.1 ppm, 55.3ppm, 113.7ppm, 130.4ppm, 130.5ppm, 163.5pm, and 196.4ppm.

The structure of the given molecule is

o
130.5
=os
113.7 с
СН3
1B0.4
26.1
55.3
H3C,
с 130.5
So163.
11.7.

Ans:

The structure for the given organic compound is

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