Compound C6H10O has the infrared spectrum shown below. Draw a reasonable structure that is consistent with this data. Please explain work. Calculate the R value first! -This compound has two common functional groups.

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Chapter1: Chemical Foundations
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Compound C6H10O has the infrared spectrum shown below. Draw a
reasonable structure that is consistent with this data. Please explain work. Calculate the R
value first!

-This compound has two common functional groups.

Table 2.3 (Continued)
Alkenes
3080
3020
1645
1655
1660
1675
1670
Rings
3103
3024
3056-2990
1250
950-890
Alkynes
3315-3270
2260-2210
2140-2100
Nitriles
2300-2200
Aromatic Hydrocarbons
3100-3000
2000-1650
770-730
710-690
770-735
810-750
710-690
860-800
Carbonyls
1900-1580
1720-1700
1740-1720
1680-1660
2900-2700
1625
==CH₂ Asymmetric stretch
=CHR Asymmetric stretch
RCH=CH₂
R₂C=CH₂
cis-RCH=CHR
trans-RCH=CHR
R₂C=CHR and R₂C=CR₂
Cyclopropane asymmetric stretch
Cyclopropane symmetric stretch
Epoxides
Epoxide symmetric ring stretch
Epoxide asymmetric stretching of ring
=C-H
C=C Internal
C=C External
C=N Stretch
C-H Asymmetric stretch
Benzene substitution pattern region
Monosubstituted benzenes
Monosubstituted benzenes
ortho-substituted benzenes
meta-substituted benzenes
meta-substituted benzenes
para-substituted benzenes
Carbonyl groups
Ketones
Aldehydes
Unsaturated ketones
Aldehyde C-H stretch
B-Diketones
(Continued)
Transcribed Image Text:Table 2.3 (Continued) Alkenes 3080 3020 1645 1655 1660 1675 1670 Rings 3103 3024 3056-2990 1250 950-890 Alkynes 3315-3270 2260-2210 2140-2100 Nitriles 2300-2200 Aromatic Hydrocarbons 3100-3000 2000-1650 770-730 710-690 770-735 810-750 710-690 860-800 Carbonyls 1900-1580 1720-1700 1740-1720 1680-1660 2900-2700 1625 ==CH₂ Asymmetric stretch =CHR Asymmetric stretch RCH=CH₂ R₂C=CH₂ cis-RCH=CHR trans-RCH=CHR R₂C=CHR and R₂C=CR₂ Cyclopropane asymmetric stretch Cyclopropane symmetric stretch Epoxides Epoxide symmetric ring stretch Epoxide asymmetric stretching of ring =C-H C=C Internal C=C External C=N Stretch C-H Asymmetric stretch Benzene substitution pattern region Monosubstituted benzenes Monosubstituted benzenes ortho-substituted benzenes meta-substituted benzenes meta-substituted benzenes para-substituted benzenes Carbonyl groups Ketones Aldehydes Unsaturated ketones Aldehyde C-H stretch B-Diketones (Continued)
2,5
100
80
TRANSMITTANCE (PERCENT)
8
60
20
0
4000
3500
-W
3
H
3000
Structure (show your work):
TT
2500
2000
WAVELENGTH (MICRONS)
7
6
1800
1600 1400
FREQUENCY (CM-¹)
8
1200
a
10
1000
12
800
15
600
Transcribed Image Text:2,5 100 80 TRANSMITTANCE (PERCENT) 8 60 20 0 4000 3500 -W 3 H 3000 Structure (show your work): TT 2500 2000 WAVELENGTH (MICRONS) 7 6 1800 1600 1400 FREQUENCY (CM-¹) 8 1200 a 10 1000 12 800 15 600
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