Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Chapter 12.7C, Problem 12.3P
For each hydrocarbon spectrum, determine whether the compound is an
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Based on the spectra you located, does your molecule have a carbonyl? If so, what functional group is it a part of (carboxylic acid, ketone, aldehyde, ester, amide) and what is the frequency (in wavenumbers) of the absorption peak? If not, what is the approximate frequency range for a carbonyl?
Does your molecule have either an –O-H or –N-H bond? If so, what functional group is it a part of (carboxylic acid, alcohol, amine, amide) and what is the frequency (in wavenumbers) of the absorption peak? If not, what are the approximate frequency ranges for an –O-H and an –N-H bond?
Does your molecule have either an alkyne or nitrile functional group? If so, which functional group is it and what is the frequency (in wavenumbers) of the absorption peak? If not, what is the approximate frequency range for a triple bond?
Match the following functional groups
with the associated IR frequency.
(all measurements below approximate
wavenumbers in cm-¹)
Alkene (C-H)
Alkane (C-H)
Carbonyl (C=O)
Alcohol (O-H)
1700 cm^-
3050 cm^-✪
2900 cm^-
3400 cm^-
3. Look at the two spectra below, one of which is 2-methylcyclohexanol and one of which is
3methylcyclohexene. Which spectrum belongs to which compound? Explain your reasoning.
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Spectrum A
90
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20
10
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Vieters kn1
Spectrum B
Chapter 12 Solutions
Organic Chemistry (9th Edition)
Ch. 12.3 - Complete the following conversion table. (cm1)...Ch. 12.5 - Which of the bonds shown in red are expected to...Ch. 12.7C - For each hydrocarbon spectrum, determine whether...Ch. 12.9A - Spectra are given for three compounds. Each...Ch. 12.10 - The infrared spectra for three compounds are...Ch. 12.12 - Prob. 12.6PCh. 12.14B - Identify which of these four mass spectra indicate...Ch. 12.15A - Show the fragmentation that accounts for the...Ch. 12.15A - Show the fragmentations that give rise to the...Ch. 12.15B - Ethers are not easily differentiated by their...
Ch. 12.15C - Prob. 12.11PCh. 12 - Prob. 12.12SPCh. 12 - Prob. 12.13SPCh. 12 - All of the following compounds absorb infrared...Ch. 12 - Prob. 12.15SPCh. 12 - Four infrared spectra are shown, corresponding to...Ch. 12 - Predict the masses and the structures of the most...Ch. 12 - Prob. 12.18SPCh. 12 - Prob. 12.19SPCh. 12 - (A true story) While organizing the undergraduate...Ch. 12 - Prob. 12.21SPCh. 12 - Prob. 12.22SPCh. 12 - An unknown, foul-smelling hydrocarbon gives the...Ch. 12 - covered a synthesis of alkynes by a double...Ch. 12 - Three IR spectra are shown, corresponding to three...Ch. 12 - Prob. 12.26SPCh. 12 - Prob. 12.27SPCh. 12 - Prob. 12.28SPCh. 12 - The ultimate test of fluency in MS and IR is...Ch. 12 - Prob. 12.30SPCh. 12 - Consider the following four structures, followed...
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Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- 8. A strong signal in infrared spectroscopy indicates that a molecule matches the emitted electromagnetic radiation and reports a high transmittance. True False 9. The signals observed from the C-C bond in an alkene will report at a higher wavenumber than the C-C bond in an alkyne. True False 10. The electronegativity difference present in a dipole moment within a bond is directly proportional to the electromagnetic field produced. True Falsearrow_forward3. Attached is the IR for one of the compounds you crystallized in this lab. (a) Is this molecule 2- Naphthol, Acetophenone, Aniline or Vanillin? NAME the compound at the bottom of spectrum box. (b) Please identify and assign the major stretching vibrations. 100 Transmittance (%) 50- 4000 3000 1672 7 1666 6 3184 32 3021 50 2975 57 1598 10 2946 67 1690 10 2864 62 1511 10 2848 82 1455 18 2742 70 1464 32 12 1432 13 1398 52 1389 58 1373 66 1300 7 1266 4 1201 23 1500 Wavenumber (cm-¹) 2000 1172 13 1155 6 1125 24 1031 32 960 84 850 42 827 70 814 60 782 70 733 17 633 27 591 55 555 79 549 79 1000 500arrow_forwardExplain why this is the correct spectra for these molecules. Identify a specific absorption band which identifies each characteristic functional group of the chosen molecule.arrow_forward
- 6) Which of these spectra contains an alkyne? Explain the reasoning behind your choice and circle the peak(s) that are associated with the alkyne. 100 D 100 4000 4500 1000 2008 2000 HAVENUBR AVENUMBERI 1000 1000 jmm 1900 1000 380 100arrow_forwardDetermine the structure of the compound with the chemical formula shown below, based on the given spectrum. Be sure to show possible fragments for each signalarrow_forwardThere are 5 spectra pasted in below that correspond to a constitutional isomer of C5H12O. The 5th one (spectrum V) is an extra. Help assign them to the correct constitutional isomer. Spectrum F Spectrum G Spectrum Hi PPM PPM Spectrum I Spectrum V 3 3 3 PPM PPM PPMarrow_forward
- Why is this the correct spectra for these molecules. Identify a specific absorption band which identifies each characteristic functional group of the molecule chosen.arrow_forwardFor each of the ten spectra, you should determine which peaks are the most important for identification purposes, what their wavenumber values are, and what specific bonds and/or functional groups they indicate. Record those in the spaces under each spectrum. You don’t have to use each space. Then, from the list of possible compounds, identify what compound is responsible for each spectrum. Realize that these are all the real samples and there may be impurities present that cause weak peaks which would not normally be caused by the compound, such as the one at 3450 cm-1 in Spectrum 1.arrow_forwardFor each of the ten spectra, you should determine which peaks are the most important for identification purposes, what their wavenumber values are, and what specific bonds and/or functional groups they indicate. Record those in the spaces under each spectrum. You don’t have to use each space. Then, from the list of possible compounds, identify what compound is responsible for each spectrum. Realize that these are all the real samples and there may be impurities present that cause weak peaks which would not normally be caused by the compound, such as the one at 3450 cm-1 in Spectrum 1.arrow_forward
- For each of the ten spectra, you should determine which peaks are the most important for identification purposes, what their wavenumber values are, and what specific bonds and/or functional groups they indicate. Record those in the spaces under each spectrum. You don’t have to use each space. Then, from the list of possible compounds, identify what compound is responsible for each spectrum. Realize that these are all the real samples and there may be impurities present that cause weak peaks which would not normally be caused by the compound, such as the one at 3450 cm-1 in Spectrum 1.arrow_forwardA common lab experiment is the dehydration of cyclohexanol to cyclohexene. Explain how you could tell from the IR spectrum whether your product was pure cyclohexene, pure cyclohexanol or a mixture of both. Give approximate frequencies for distinctive peaks.arrow_forwardLook at the three infrared spectra in Figures C to D and answer the following questions (a) Are any of the spectra that of an alcohol? If so, which? What absorption pattern(s) at what wavelength(s) identifies an alcohol? (b) Are any of the spectra that of a compound containing a benzene ring? If so, which? What three absorption patterns at what wavelengths show that a compound has a benzene ring? (c) Are any of the spectra that of a compound containing only carbons and hydrogens? If so, which? Benzene rings contain only carbons and hydrogens. Might the spectrum or spectra you chose for your answer above indicate a benzene ring? (Tell what absorption patterns are present or not present that would support your answer.)arrow_forward
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