2-Methylpentane (C6H14) has the mass spectrum shown. Which peak represents M*? Which is the base peak? Propose structures for fragment ions of m/z = 71, 57, 43, and 29. Why does the base peak have the mass it does? 100 Relative abundance (%) 20 40 00 60 09 80 0 10 20 40 60 80 100 120 140 m/z Problem 12-30 Propose structures for compounds that meet the following descriptions: (a) C5H8, with IR absorptions at 3300 and 2150 cm³¹ (b) C4H8O, with a strong IR absorption at 3400 cm-1 (c) C4H8O, with a strong IR absorption at 1715 cm-1 (d) C8H10, with IR absorptions at 1600 and 1500 cm-1 3 How would you use infrared spectroscopy to distinguish between the following pairs of constitutional isomers? (a) CH3C=CCH3 || and CH3CH2C=CH (b) CH3CCH=CHCH3 and CH3CCH2CH=CH2 Problem 12-41 The mass spectrum (a) and the infrared spectrum (b) of an unknown hydrocarbon are shown. Propose as many structures as you can. (a) 100 Relative abundance (%) 80 60 60 40 200 20 (b) 100 Transmittance (%) 10 20 20 80- 60- 40- 20 40 60 80 100 120 140 m/z 500 4000 3500 3000 2500 2000 1500 Wavenumber (cm-1) 1000
2-Methylpentane (C6H14) has the mass spectrum shown. Which peak represents M*? Which is the base peak? Propose structures for fragment ions of m/z = 71, 57, 43, and 29. Why does the base peak have the mass it does? 100 Relative abundance (%) 20 40 00 60 09 80 0 10 20 40 60 80 100 120 140 m/z Problem 12-30 Propose structures for compounds that meet the following descriptions: (a) C5H8, with IR absorptions at 3300 and 2150 cm³¹ (b) C4H8O, with a strong IR absorption at 3400 cm-1 (c) C4H8O, with a strong IR absorption at 1715 cm-1 (d) C8H10, with IR absorptions at 1600 and 1500 cm-1 3 How would you use infrared spectroscopy to distinguish between the following pairs of constitutional isomers? (a) CH3C=CCH3 || and CH3CH2C=CH (b) CH3CCH=CHCH3 and CH3CCH2CH=CH2 Problem 12-41 The mass spectrum (a) and the infrared spectrum (b) of an unknown hydrocarbon are shown. Propose as many structures as you can. (a) 100 Relative abundance (%) 80 60 60 40 200 20 (b) 100 Transmittance (%) 10 20 20 80- 60- 40- 20 40 60 80 100 120 140 m/z 500 4000 3500 3000 2500 2000 1500 Wavenumber (cm-1) 1000
Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions
Section19.SE: Something Extra
Problem 67AP: Acidcatalyzed dehydration of 3hydroxy3phenylcyclohexanone leads to an unsaturated ketone. What...
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Transcribed Image Text:2-Methylpentane (C6H14) has the mass spectrum shown. Which peak represents M*? Which is the base peak?
Propose structures for fragment ions of m/z = 71, 57, 43, and 29. Why does the base peak have the mass it
does?
100
Relative abundance (%)
20
40
00
60
09
80
0
10
20
40
60
80
100
120
140
m/z
Problem 12-30
Propose structures for compounds that meet the following descriptions:
(a) C5H8, with IR absorptions at 3300 and 2150 cm³¹
(b) C4H8O, with a strong IR absorption at 3400 cm-1
(c) C4H8O, with a strong IR absorption at 1715 cm-1
(d) C8H10, with IR absorptions at 1600 and 1500 cm-1
3
Transcribed Image Text:How would you use infrared spectroscopy to distinguish between the following pairs of constitutional isomers?
(a)
CH3C=CCH3
||
and
CH3CH2C=CH
(b)
CH3CCH=CHCH3
and
CH3CCH2CH=CH2
Problem 12-41
The mass spectrum (a) and the infrared spectrum (b) of an unknown hydrocarbon are shown. Propose as many
structures as you can.
(a)
100
Relative abundance (%)
80
60
60
40
200
20
(b)
100
Transmittance (%)
10
20
20
80-
60-
40-
20
40
60
80
100
120
140
m/z
500
4000 3500
3000
2500
2000
1500
Wavenumber (cm-1)
1000
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