Propanoic acid and methyl ethanoate are constitutional isomers. (b) (c) (d) оооо CH3 Show how to distinguish between them by IR spectroscopy. (Use the Appendix.) (a) Which IR bands would one expect for propanoic acid? оооо || CH₂ OH propanoic acid 1200-1250 cm 1375 1450 cm 1450 1475 cm 1630-1820 cm 1375 1450 -1 1200-1250 cm 1450 cm 1475 cm -1 1630-1820 cm -1 -1 1 1450-1475 cm -1 1200-1250 cm-¹ -1 1375 1450 cm 1630 1820 cm Which IR bands would one expect for methyl ethanoate? -1 -1 CH3 methyl ethanoate If the IR spectrum shows a band at 1780 cm-¹, which isomer is it? || 1700-1725 cm 1735-1800 cm -1 2720 cm 2500-3300 cm 2720 cm 1700-1725 cm 1735-1800 cm -1 CH3 -1 -1 2720 cm Which IR bands are unique to, i.e. not shared between, the two sets? 1700 1725 cm-¹ 1735 1800 cm -1 1 2500-3300 cm 1 -1 2500 3300 cm -1 1 -1

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Chapter1: Chemical Foundations
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Propanoic acid and methyl ethanoate are constitutional isomers.
O
요
(b)
(c)
оооо
CH3
Show how to distinguish between them by IR spectroscopy. (Use the Appendix.)
(a) Which IR bands would one expect for propanoic acid?
оооо
CH₂ OH
propanoic acid
оооо
1200-1250 cm
-1
1375 1450 cm
1450 1475 cm -1
1630-1820 cm
1375
1450
-1
1200-1250 cm
-1
-1
1450 cm
1475 cm
1630-1820 cm
-1
1200-1250 cm
1375 1450 cm
Which IR bands would one expect for methyl ethanoate?
1
1450-1475 cm
-1
Which IR bands are unique
1630-1820 cm
-1
-1
-1
0000
-1
0000 0000
CH3
methyl ethanoate
(d) If the IR spectrum shows a
band at 1780 cm-¹, which
isomer is it?
1700-1725 cm
2720 cm
1735-1800 cm
-1
2500 3300 cm
2720 cm
-1
-1
1700 1725 cm
-1
1735-1800 cm
CH3
-1
-1
-1
2720 cm
2500-3300 cm
2500-3300 cm
-1
to, i.e. not shared between, the two sets?
-1
1700-1725 cm
1735-1800 cm
-1
-1
-1
Transcribed Image Text:Propanoic acid and methyl ethanoate are constitutional isomers. O 요 (b) (c) оооо CH3 Show how to distinguish between them by IR spectroscopy. (Use the Appendix.) (a) Which IR bands would one expect for propanoic acid? оооо CH₂ OH propanoic acid оооо 1200-1250 cm -1 1375 1450 cm 1450 1475 cm -1 1630-1820 cm 1375 1450 -1 1200-1250 cm -1 -1 1450 cm 1475 cm 1630-1820 cm -1 1200-1250 cm 1375 1450 cm Which IR bands would one expect for methyl ethanoate? 1 1450-1475 cm -1 Which IR bands are unique 1630-1820 cm -1 -1 -1 0000 -1 0000 0000 CH3 methyl ethanoate (d) If the IR spectrum shows a band at 1780 cm-¹, which isomer is it? 1700-1725 cm 2720 cm 1735-1800 cm -1 2500 3300 cm 2720 cm -1 -1 1700 1725 cm -1 1735-1800 cm CH3 -1 -1 -1 2720 cm 2500-3300 cm 2500-3300 cm -1 to, i.e. not shared between, the two sets? -1 1700-1725 cm 1735-1800 cm -1 -1 -1
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