Concept explainers
How would each of the following pairs of compounds differ in their IR spectra?
a. d.
b. e.
c. f.
(a)
Interpretation: The given pair of compounds is to be differentiated on the basis of their IR spectra.
Concept introduction: IR spectroscopy is used to identify the functional group present in a compound. Each and every bond vibrates at a characteristic frequency.
Answer to Problem 13.40P
The IR spectrum of cyclopentene is different from pentyne because the absorption of
Explanation of Solution
The given compounds are cyclopentene and pentyne as shown below.
Figure 1
Cyclopentene contains
The IR spectrum of cyclopentene is different from pentyne because the absorption of
(b)
Interpretation: The given pair of compounds is to be differentiated on the basis of their IR spectra.
Concept introduction: IR spectroscopy is used to identify the functional group present in a compound. Each and every bond vibrates at a characteristic frequency.
Answer to Problem 13.40P
The IR absorption of propanoic acid is different from methyl acetate due to broad peak of
Explanation of Solution
The given compounds are propanoic acid and methyl acetate as shown below.
Figure 2
Propanoic acid contains
The IR absorptions of propanoic acid is different from methyl acetate due to broad peak of
(c)
Interpretation: The given pair of compounds is to be differentiated on the basis of their IR spectra.
Concept introduction: IR spectroscopy is used to identify the functional group present in a compound. Each and every bond vibrates at a characteristic frequency.
Answer to Problem 13.40P
The IR absorptions of butan-
Explanation of Solution
The given compounds are butan-
Figure 3
Butan-
The IR absorptions of propanoic acid is different from methyl acetate due to broad peak of
(d)
Interpretation: The given pair of compounds is to be differentiated on the basis of their IR spectra.
Concept introduction: IR spectroscopy is used to identify the functional group present in a compound. Each and every bond vibrates at a characteristic frequency.
Answer to Problem 13.40P
The IR spectra of methyl hexanoate are different from
Explanation of Solution
The given compound are
Figure 4
Methyl hexanoate contains
The IR spectra of methylhexanoate is different from
(e)
Interpretation: The given pair of compounds is to be differentiated on the basis of their IR spectra.
Concept introduction: IR spectroscopy is used to identify the functional group present in a compound. Each and every bond vibrates at a characteristic frequency.
Answer to Problem 13.40P
But-
Explanation of Solution
But-
But-
(f)
Interpretation: The given pair of compounds is to be differentiated on the basis of their IR spectra.
Concept introduction: IR spectroscopy is used to identify the functional group present in a compound. Each and every bond vibrates at a characteristic frequency.
Answer to Problem 13.40P
The IR spectra of N, N-diethylprop-
Explanation of Solution
The given compound are N, N-diethylprop-
The IR spectra of N, N-diethylprop-
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Chapter 13 Solutions
Organic Chemistry
- 8. Which molecule generated the following DEPT135 spectrum? CH3 CH3 CH3 OH H3C CH3 H3C CH3 H3CCH3 50 70 65 60 55 40 30 25 20 15 ppmarrow_forwardWhich of the following molecules will show a sharp peak in an IR spectrum between 1710-1685 cm1? О... A H. CH3 В C Darrow_forward7. How could you distinguish between 1-butanol and diethyl ether by infrared spectroscopy? 1-butanol OH both C4H10O 8. How could you distinguish between methyl butanoate and pentanoic acid by infrared spectroscopy? ha pentancic acid diethyl ether OH both CsH100 OCH3 methyl butanoatearrow_forward
- 22. Which of the following compounds gives an infrared Spectrum with peaks at 3300cm (sharp Peak) and 2150 cm (sharp Peak) ? H LH ₂ CH ₂ C = CH CH3C=CCH 3 2 1 HCCH H₂C A) I B)2 c) 3 04 CAZ H 9 CH₂arrow_forward5) Which one of the given compounds has a structure consistent with the IR spectrum shown? Clearly circle your choice. H₂N 100 TRANSMETTENCES D 4000 3000 H₂N 2 2000 AVENUMBER IN HN. 1500 H N H3C 1000 500 HO NHarrow_forward71. Which of (a)-(d) indicates the correct order of carbon chemical shifts of the four carbons of the following compound. II CH2=CH-C-0-CH3 C3 C2 C1 Сме А. СМе < С2 < С3 <С1 В. СМе <С3 < С2 < C1 C. CMe < C2 < C1 < C3 D. СМearrow_forwardWhich of the following molecules produced the 1H NMR spectrum shown below? (key: s = singlet, d = doublet, t = triplet, q = quartet, sept = septet, dd = doublet of doublets, br = broad singlet, m = multiplet) 2H, q 1H, q Cil 1H, br PPM 8 A. B. C. D. 2H, d 2H, d MeO 7 6 OH OH 3H, d 2 3H, tarrow_forwardThe DEPT-90 spectrum exhibits 6 in the 0-50 ppm region The DEPT-135 spectrum exhibits x 100 ppm region that is a positive ▾ C6 signal(s) for the CH groups: ▼ 1,2,6 ✓ in the sp2 hybridized region 100-150 C3 and C4 ▼ signal(s) (only the quaternary carbon atoms, signal(s), indicating the presence of a methylene group (CH₂) attached to an oxygen atom, are missing); there is C5 ▼ C1 and C2 ▼ and signal(s) in the 50-arrow_forwardQ4) Two Isomers have the chemical formula C,H, identify their structure based on their IR spectra below? Isomer A Ahserbane/ 3000 200 W es/e Isomer B Aboerkance/4arrow_forwardCH3CH2 -OH CH3- OCH3 A B -OCH2CH2CH3 C Which compound, if any, can be distinguished from the others by the molecular ions in their mass spectra? OB OA O None, they all have the same molar mass. осarrow_forward8. 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_forwardWhat is the structure from the formula C10H12 and the spectra?arrow_forwardarrow_back_iosSEE MORE QUESTIONSarrow_forward_ios
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning