unknown 2.5 Molecular Formula: C5Huoor DU (IHD): Show calculation 2 bonds Commen

Question

unknown 2.5 Molecular Formula: C5Huoor DU (IHD): Show calculation 2 bonds Comments: Report IR analysis here. Tabulate Report your 1H NMR analyses here Tabulare, ical shift, splitting, neighboring protons, integration', fragments, etc. Report your 13CNMR here: Tabulate Conclusion: Draw Structure and match the peaks with the proton Explain any special features on the back of this page. IR: conjugation, resonance,H-bonding, etc 1HNMR: Homotropic, diastereotopic, H-bonding, Cis-trans, coupling constants etc

Explanation / Answer

1. Compound = C6H10O2

2. DU = 6 x 2 + 2 = 14 Hydrogens for saturated compound

It has 10 hydrogens,

so, dU = (14-10)/2 = 2

3. IR

3000-3100 cm-1 peaks for sp2 =C-H stretch

2850-2950 cm-1 peaks for sp3 -C-H stretch

1720 cm-1 for C=O stretch

1680 cm-1 for C=C stretch

1460 cm-1 for C-O stretch

4. 1H NMR

1.22 ppm (triple, 3H) for CH3 next to CH2

4.2 ppm (quartet, 2H) for CH2 between CH3 and oxygen

1.82 ppm (doublet, 3H) for CH3 next to olefinic carbon

5.8 ppm (doublet, 1H) for olefinic proton next to oxygen and a hydrogen

6.98 ppm for olefinic hydrogen between CH3 and olefinic carbon with one hydrogen

6. Possible structure

CH3-CH2-O-CO-CH=CH-CH3

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