Solution Found!
Answer: Deduce the structure of a compound with molecular
Chapter 16, Problem 16.62(choose chapter or problem)
Deduce the structure of a compound with molecular formula C6H14O2 that exhibits the following IR, 1 H NMR, and 13C NMR spectra: Proton NMR 1 3 2 2 2 2 2 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0.5 Chemical Shift (ppm) Wavenumber (cm1 ) 4000 3500 3000 2500 2000 1500 1000 % Transmittance 0 20 40 60 80 100 Carbon NMR 100 80 60 40 20 0 Chemical Shift (ppm)
Questions & Answers
QUESTION:
Deduce the structure of a compound with molecular formula C6H14O2 that exhibits the following IR, 1 H NMR, and 13C NMR spectra: Proton NMR 1 3 2 2 2 2 2 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0.5 Chemical Shift (ppm) Wavenumber (cm1 ) 4000 3500 3000 2500 2000 1500 1000 % Transmittance 0 20 40 60 80 100 Carbon NMR 100 80 60 40 20 0 Chemical Shift (ppm)
ANSWER:Step 1 of 6
This exercise asks us to determine the structure of an unknown organic molecule with molecular formula \(\mathrm{C}_{6} \mathrm{H}_{14} \mathrm{O}_{2}\) that exhibits the given \(\mathrm{IR},{ }^{1} \mathrm{H}\) NMR, and \({ }^{13} \mathrm{C}\) NMR spectra.
Now we have to calculate the degree of unsaturation.
Degree of unsaturation or hydrogen deficiency index (HDI):
HDI of the compound can be calculated by using the following formula:
\(H D I=\frac{1}{2}(2 C+2+N-H-X)\)
Here,
\(\mathrm{C}\) is the number of carbon atoms.
\(\mathrm{N}\) is the number of nitrogen atoms.
\(\mathrm{H}\) is the number of hydrogen atoms.
\(X\) is the number of halogens.