02. Molecular formula = C,H1,O WAVELENGTH (MICRONS) 4 6 7 9 10 12 15 2,5 100 80 60 40 20 3500 3000 2500 2000 1800 1600 1400 1200 1000 800 4000 FREQUENCY (CM') Structure: 2 TRANSMITTANCE (PERCENT)

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Provide a reasonable structure that is consistent with each of the following IR spectra and related data. Show your work and your reasoning (i.e., identify major functional groups and and other structural fragments from the spectrum) in order to receive partial credit

02. Molecular formula = C,H1,O
WAVELENGTH (MICRONS)
4
6
7
9
10
12
15
2,5
100
80
60
40
20
3500
3000
2500
2000
1800
1600
1400
1200
1000
800
4000
FREQUENCY (CM')
Structure:
2
TRANSMITTANCE (PERCENT)
Transcribed Image Text:02. Molecular formula = C,H1,O WAVELENGTH (MICRONS) 4 6 7 9 10 12 15 2,5 100 80 60 40 20 3500 3000 2500 2000 1800 1600 1400 1200 1000 800 4000 FREQUENCY (CM') Structure: 2 TRANSMITTANCE (PERCENT)
Expert Solution
Step 1

The degree of unsaturation, in accord with the given molecular formula, is 5.

From the IR-data,

The presence of benzene ring is conformed by the IR-absorption at around

  • 2000-1800 cm-1, a set of IR picks
  • 900 cm-1 strong IR absorption
  • Csp2-H stretching at around 3100-3000 cm-1.

The presence of conjugated ketone

  • 1666-1685 cm-1 is due to conjugated ketone
  • around 1600 cm-1 us due to C=C (alpha-beta unsaturated)

Unsaturation due to benzene and ketone is equal to 5.

The presence of methyl and methylene group is conformed by IR-absorption at around 3000-2700 cm-1.

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