All organic compounds have IR absorptions because of C-H and C-C stretching and bending vibrations. For each of the following compounds, identify the additional bond-stretching vibrations that should be observed. Using Figure 21.14 as a guide, identify regions of the IR spectrum where you would expect to see characteristic absorptions for each compound. (a) 2-propanol (b) propanoic acid (c) phenylethyne (d) 1-hexene (e) 4-methylphenylamine (f) benzonitrile

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EXERCISE
All organic compounds have IR absorptions because of C-H and C-C
stretching and bending vibrations. For each of the following compounds,
identify the additional bond-stretching vibrations that should be observed.
Using Figure 21.14 as a guide, identify regions of the IR spectrum where you
would expect to see characteristic absorptions for each compound.
(a) 2-propanol
(b) propanoic acid
(c) phenylethyne
(d) 1-hexene
(e) 4-methylphenylamine
(f) benzonitrile
Answer
(a) 2-propanol (O-H, 3650-2500 cm-'; C-O, 1300-1000 cm-1)
(b) propanoic acid (O-H, 3650–2500 cm-; C=O, 1850-1650 cm-1 C-O,
1300–1000 cm-1)
(c) phenylethyne (C=C, 2250–2100 cm-'; C=C, 1680–1440 cm-1)
(d) 1-hexene (C=C, 1680–1440 cm-1)
(e) 4-methylphenylamine (N-H, 3550–3150 cm-1; C=C, 1680–1440 cm-1)
(f) benzonitrile (C=N, 2280-2200 cm-1; C=C, 1680-1440 cm-1)
Transcribed Image Text:EXERCISE All organic compounds have IR absorptions because of C-H and C-C stretching and bending vibrations. For each of the following compounds, identify the additional bond-stretching vibrations that should be observed. Using Figure 21.14 as a guide, identify regions of the IR spectrum where you would expect to see characteristic absorptions for each compound. (a) 2-propanol (b) propanoic acid (c) phenylethyne (d) 1-hexene (e) 4-methylphenylamine (f) benzonitrile Answer (a) 2-propanol (O-H, 3650-2500 cm-'; C-O, 1300-1000 cm-1) (b) propanoic acid (O-H, 3650–2500 cm-; C=O, 1850-1650 cm-1 C-O, 1300–1000 cm-1) (c) phenylethyne (C=C, 2250–2100 cm-'; C=C, 1680–1440 cm-1) (d) 1-hexene (C=C, 1680–1440 cm-1) (e) 4-methylphenylamine (N-H, 3550–3150 cm-1; C=C, 1680–1440 cm-1) (f) benzonitrile (C=N, 2280-2200 cm-1; C=C, 1680-1440 cm-1)
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