ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259977596
Author: SMITH
Publisher: MCG
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Chapter 13, Problem 13.23P
What major IR absorptions are present above
a. 
b. 
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B.19 What major IR absorptions are present above 1500 cm ¹ for each
compound?
a.
b.
C.
d.
OH
OH
What major IR absorptions are present above 1500 cm- for each compound?
а.
b.
What major IR absorptions are present above 1500 cm−1 for each compound?
Chapter 13 Solutions
ORGANIC CHEMISTRY
Ch. 13 - What is the mass of the molecular ion formed from...Ch. 13 - Prob. 13.2PCh. 13 - Use the following information to propose a...Ch. 13 - Prob. 13.4PCh. 13 - What molecular ions would you expect for the...Ch. 13 - The mass spectrum of 2,3-dimethylpentane also...Ch. 13 - The base peak in the mass spectrum of 2, 2,...Ch. 13 - (a) What mass spectral fragments are formed by ...Ch. 13 - What cations are formed in the mass spectrometer...Ch. 13 - The low-resolution mass spectrum of an unknown...
Ch. 13 - Benzene, toluene, and p-xylene BTX are often added...Ch. 13 - Prob. 13.12PCh. 13 - Prob. 13.13PCh. 13 - Prob. 13.14PCh. 13 - Prob. 13.15PCh. 13 - How do the IR spectra of the isomers cyclopentane...Ch. 13 - Problem 13.17 How do the three isomers of...Ch. 13 - Problem 13.18 What functional groups are...Ch. 13 - Problem-13.19 What are the major IR absorptions in...Ch. 13 - Problem-13.20 What are the major IR absorptions in...Ch. 13 - Problem-13.21 Which of the following possible...Ch. 13 - Problem-13.22 Propose structures consistent with...Ch. 13 - 13.23 What major IR absorptions are present above ...Ch. 13 - Problem-13.24 The mass spectrum of the following...Ch. 13 - Prob. 13.25PCh. 13 - Which compound gives a molecular ion at m/z= 122,...Ch. 13 - Propose two molecular formulas for each molecular...Ch. 13 - Propose four possible structures for a hydrocarbon...Ch. 13 - Problem-13.29 What is the molecular formula for...Ch. 13 - Problem-13.30 Propose a molecular formula for rose...Ch. 13 - 13.31 Match each structure to its mass spectrum
Ch. 13 - 13.32 Propose two possible structures for a...Ch. 13 - 13.33 What cations are formed in the mass...Ch. 13 - 13.34 and have the same molecular ion in the...Ch. 13 - 13.35 For each compound, assign likely...Ch. 13 - Prob. 13.36PCh. 13 - 13.37 Propose a structure consistent with each...Ch. 13 - 13.38 A low-resolution mass spectrum of the...Ch. 13 - 13.39 Primary alcohols often show a peak in their...Ch. 13 - 13.40 Like alcohols, ethers undergo α cleavage by...Ch. 13 - 13.41 Which of the highlighted bonds absorbs at...Ch. 13 - 13.42 What major IR absorptions are present above ...Ch. 13 - 13.43 How would each of the following pairs of...Ch. 13 - 13.44 Morphine, heroin, and oxycodone are three...Ch. 13 - 13.45 Reduction of cyclohex-2-enone can yield...Ch. 13 - Prob. 13.46PCh. 13 - 13.47 Match each compound to its IR spectrum
Ch. 13 - 13.48 Propose possible structures consistent with...Ch. 13 - A chiral hydrocarbon X exhibits a molecular ion at...Ch. 13 - 13.50 A chiral compound has a strong absorption...Ch. 13 - 13.51 Treatment of benzoic acid with followed by...Ch. 13 - 13.52 Treatment of benzaldehyde with in aqueous ...Ch. 13 - Prob. 13.53PCh. 13 - 13.54 Reaction of 2-methylpropanoic acid with ...Ch. 13 - 13.55 Reaction of pentanoyl chloride with lithium...Ch. 13 - Prob. 13.56PCh. 13 - 13.57 Treatment of anisole with and forms P,...Ch. 13 - 13.58 Reaction of with forms compound ,...Ch. 13 - Problem-13.59 The carbonyl absorption of an amide...Ch. 13 - Prob. 13.60PCh. 13 - Problem-13.61 Explain why a ketone carbonyl...Ch. 13 - 13.62 Oxidation of citronellol, a constituent of...
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- IR spectroscopy does not distinguish very well betweenisomers I and J. Explain why. How could UV–vis spectroscopy be used to distinguish between themarrow_forwardHow does the operating frequency in NMR spectroscopy compare with the operating frequency in IR and UV/Vis spectroscopy?arrow_forwardWhat major IR absorptions are present above 1500 cm−1 for attached compound ?arrow_forward
- Which of these two compounds will give a 1H NMR spectrum with two signals in a ratio of 2:3? Write down the number of different types of H's and the ratio of the different types of H's .arrow_forwardGivem this IR Spectra: Which compound is represented by this spectra? Heptanone Heptene Heptanol Heptanalarrow_forwardHow could IR spectroscopy be used to distinguish the following compounds?arrow_forward
- Which compounds give a 1H NMR spectrum with two signals in a ratio of 2:3?arrow_forwardPropose possible structures consistent with each set of data. Assume each compound has an sp3 hybridized C—H absorption in its IR spectrum, and that other major IR absorptions above 1500 cm−1 are listed. a.a compound having a molecular ion at 72 and an absorption in its IR spectrum at 1725 cm−1 b. a compound having a molecular ion at 55 and an absorption in its IR spectrum at −2250 cm−1 c.a compound having a molecular ion at 74 and an absorption in its IR spectrum at 3600−3200 cm−1arrow_forwardPropose possible structures consistent with each set of data. Assume each compound has an sp3 hybridized C – H absorption in its IR spectrum, and that other major IR absorptions above 1500 cm are listed. a. a compound having a molecular ion at 72 and an absorption in its IR spectrum at 1725 cm−1 b. a compound having a molecular ion at 55 and an absorption in its IR spectrum at ~2250 cm−1 c. a compound having a molecular ion of 74 and an absorption in its IR spectrum at 3600–3200 cm−1arrow_forward
- Choose the compound with the most intense IR signal at -1700 cm1. CI .CI .CI CI A B Darrow_forwardHow is phenol and aniline distinguished using UV-Vis spectroscopy?arrow_forwardIdentify the structures of isomers H and I (molecular formula C8H11N).a.) Compound H: IR absorptions at 3365, 3284, 3026, 2932, 1603, and1497 cm−1 b.) Compound I: IR absorptions at 3367, 3286, 3027, 2962, 1604, and1492 cm−1arrow_forward
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