3. Draw the ¹H and 13C NMR spectra you would expect for 4,4-dimethylcyclohexanone.T10°87543210200 180 160 140 120 100 80 60 40 20 0

Step 1: Step 2: Step 3: Step 4:

Answered: 3. Draw the ¹H and 13C NMR spectra you…

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter17: Carboxylic Acids

Section: Chapter Questions

Problem 17.17P

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Draw the structure of the compound from the NMR spectra. Mark the peaks that help you find the compound.
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Propose a structural formula for each compound consistent with its 1H-NMR and 13C-NMR spectra. (a) C5H10O2 (b) C7H14O2 (c) C6 H12O2 (d) C7H12O4 (e) C4H7ClO2 (f) C4H6O2
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1% 80-₁ 70 60 50- 40 30 20 10 -07 4000 3490.50cm-1 O acetophenone 2-methylcyclohexanone 3500 benzoyl chloride benzyl acetate butyrolactone O cyclopentanone O methyl benzoate 3070.41cm-1 methyl propionate 3000 2500 1773.120m-1 cm-1 2000 1734.17cm-1 1449.88cm-1 1595.22cm-1 1500 1204.24cm-1 1174.95cm-1 1000 500
*20. The two isomeric compounds with the formula C10H14 have NMR spectra shown below. Make no attempt to interpret the aromatic proton area between 7.1 and 7.3 ppm except to determine the number of protons attached to the aromatic ring. Draw the structures of the isomers. C1,H14 5.10 7.5 7.0 1.10 2.15 3.04 2.94 4.0 3.0 2.0 1.0 (а) C1,H14 5.10 7.5 7.0 2.14 2.06 2.06 2.98 4.0 3.5 3.0 2.5 2.0 1.5 1.0 (b)

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3. Draw the ¹H and 13C NMR spectra you would expect for 4,4-dimethylcyclohexanone. T 10 ° 8 7 5 4 3 2 1 0 200 180 160 140 120 100 80 60 40 20 0