The following spectroscopic data were obtained for compound X (molecular formula C10H140), a natural product. UV spectrum A broad and intense peak at 276 nm is observed IR spectrum Thymol Mae wwy 80 60 a in m i 40- t a e 20- 3500 3000 2500 2000 1500 1000 Wavenumbers MS spectrum (EIMS) MASS SPECTRUM 100 80 60 40 20 0.0+ 0.0 40 80 120 160 m/z Rel. Intensity

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Chapter1: Chemical Foundations
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The following spectroscopic data were obtained for compound X (molecular formula C10H140), a natural
product.
UV spectrum
A broad and intense peak at 276 nm is observed
IR spectrum
Thymol
Mae
wwy
80
60
a
i
40-
t
a
e
20-
3500
3000
2500
2000
1500
1000
Wavenumbers
MS spectrum (EIMS)
MASS SPECTRUM
100
80
60
40
20
0.0+
0.0
40
80
120
160
m/z
Rel. Intensity
Transcribed Image Text:The following spectroscopic data were obtained for compound X (molecular formula C10H140), a natural product. UV spectrum A broad and intense peak at 276 nm is observed IR spectrum Thymol Mae wwy 80 60 a i 40- t a e 20- 3500 3000 2500 2000 1500 1000 Wavenumbers MS spectrum (EIMS) MASS SPECTRUM 100 80 60 40 20 0.0+ 0.0 40 80 120 160 m/z Rel. Intensity
NMR spectrum
'H NMR spectrum
6 H
3H
1H
3H
1H
lil
ppm
Answer the following questions in relation to compound X (not general theory)
Calculate the double bond equivalence
What structural information may be deduced from the UV data?
3. What structural information may be deduced from the IR spectrum?
1.
2.
4. What structural information may be deduced from the mass spectrum?
5. Tabulate the NMR data as follows:
Chemical shift Multiplicity
Integration
Structural information
(8)
1.3
2.3
3.2
4.7
6.55
6.7
7.1
6. Propose a structure for compound X. Explain your reasoning clearly.
Transcribed Image Text:NMR spectrum 'H NMR spectrum 6 H 3H 1H 3H 1H lil ppm Answer the following questions in relation to compound X (not general theory) Calculate the double bond equivalence What structural information may be deduced from the UV data? 3. What structural information may be deduced from the IR spectrum? 1. 2. 4. What structural information may be deduced from the mass spectrum? 5. Tabulate the NMR data as follows: Chemical shift Multiplicity Integration Structural information (8) 1.3 2.3 3.2 4.7 6.55 6.7 7.1 6. Propose a structure for compound X. Explain your reasoning clearly.
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