Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 13, Problem 49P
In the following boxes, list the types of bonds and the approximate wavenumber at which each type of bond is expected to show an IR absorption:
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Chapter 13 Solutions
Organic Chemistry (8th Edition)
Ch. 13.1 - Which of the following fragments produced in a...Ch. 13.2 - What distinguishes the mass spectrum of...Ch. 13.2 - What is the most likely m/z value for the base...Ch. 13.3 - Prob. 5PCh. 13.3 - a. Suggest possible molecular formulas for a...Ch. 13.3 - If a compound has a molecular ion with an...Ch. 13.3 - Identify the hydrocarbon that has a molecular ion...Ch. 13.4 - Predict the relative intensities of the molecular...Ch. 13.5 - Which molecular formula has an exact molecular...Ch. 13.5 - Prob. 11P
Ch. 13.6 - Sketch the mass spectrum expected for...Ch. 13.6 - The mass spectra of 1-methoxybutane,...Ch. 13.6 - Primary alcohols have a strong peak at m/z = 31....Ch. 13.6 - Identify the ketones responsible for the mass...Ch. 13.6 - Prob. 16PCh. 13.6 - Using curved arrows, show the principal fragments...Ch. 13.6 - The reaction of (Z)-2-pentene with water and a...Ch. 13.9 - a. Which is higher in energy: electromagnetic...Ch. 13.9 - Prob. 20PCh. 13.13 - Prob. 21PCh. 13.14 - Which occur at a larger wavenumber: a. the C O...Ch. 13.14 - Prob. 23PCh. 13.14 - Prob. 24PCh. 13.14 - Rank the following compounds from highest...Ch. 13.14 - Which shows an O H stretch at a larger...Ch. 13.16 - Prob. 27PCh. 13.16 - a. An oxygen-containing compound shows an...Ch. 13.16 - Prob. 29PCh. 13.16 - For each of the following pair of compounds, name...Ch. 13.17 - Which of the following compounds has a vibration...Ch. 13.17 - Prob. 32PCh. 13.18 - A compound with molecular formula C4H6O gives the...Ch. 13.20 - Prob. 34PCh. 13.20 - Prob. 35PCh. 13.21 - Predict the max of the following compound:Ch. 13.21 - Prob. 37PCh. 13.23 - a. At pH = 7 one of the ions shown here is purple...Ch. 13.23 - Prob. 39PCh. 13.23 - Prob. 40PCh. 13 - In the mass spectrum of the following compounds,...Ch. 13 - Prob. 42PCh. 13 - Draw structures for a saturated hydrocarbon that...Ch. 13 - Rank the following compounds in order of...Ch. 13 - For each of the following pairs of compounds,...Ch. 13 - a. How could you use IR spectroscopy to determine...Ch. 13 - Assuming that the force constant is approximately...Ch. 13 - Norlutin and Enovid are ketones that suppress so...Ch. 13 - In the following boxes, list the types of bonds...Ch. 13 - A mass spectrum shows significant peaks at m/z. =...Ch. 13 - Prob. 51PCh. 13 - Prob. 52PCh. 13 - Prob. 53PCh. 13 - The IR spectrum of a compound with molecular...Ch. 13 - Rank the following compounds from highest...Ch. 13 - Rank the following compounds from highest...Ch. 13 - What peaks in their mass spectra can be used to...Ch. 13 - Prob. 58PCh. 13 - Which one of the following five compounds produced...Ch. 13 - Prob. 60PCh. 13 - Each of the IR spectra shown below is accompanied...Ch. 13 - Prob. 62PCh. 13 - Prob. 63PCh. 13 - How can IR spectroscopy distinguish between...Ch. 13 - Prob. 65PCh. 13 - Prob. 66PCh. 13 - Give approximate wavenumbers for the major...Ch. 13 - Prob. 68PCh. 13 - Which one of the following live compounds produced...Ch. 13 - Phenolphthalein is an acid-base indicator. In...Ch. 13 - Prob. 71PCh. 13 - How can you use UV spectroscopy to distinguish...Ch. 13 - Prob. 73PCh. 13 - The IR and mass spectra for three different...
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- Describe the absorption profiles in this figure.arrow_forwardWhich of the following wavenumber corresponds to the fingerprint region on an IR spectrum? 1500-4000 cm 400-4000 cm-1 O 400-1500 cm-1 O 1600-1850 cm cm-1 Tamibianarrow_forwardGiven the absorption spectra below, select the true statement. 400 nm TI The moving object is red shifted. The moving object is blue shifted. The object is moving away from the observer. The object is orbiting the observer. 700 nm Observed Spectrum Reference Spectrumarrow_forward
- Rank each of the bonds identified in order of increasing wavenumber. 1 H 2 0 > 3 Increasing wavenumber 4 > - OH 5 > -H 6 7 Narrow_forwardConvert the following wavenumbers (in cm-1) into their corresponding wavelengths (in nm) 3300 cm 3050 cm 2950 cm 1700 cm 750 cmarrow_forwardUsing a 60-MHz spectrometer, a chemist observes the following absorption:doublet, J = 7 Hz, at d 4.00(a) What would the chemical shift (d) be in the 300-MHz spectrum?(b) What would the splitting value J be in the 300-MHz spectrum?(c) How many hertz from the TMS peak is this absorption in the 60-MHz spectrum? In the 300-MHz spectrum?arrow_forward
- Norlutin and Enovid are ketones that suppress ovulation, so they have been used clinically as contraceptives. For which of these compounds would you expect the infrared carbonyl absorption (C=O stretch) to be at a higher frequency? Explain.arrow_forwardIsoamyl acetate is the primary component of artificial banana flavor. Which signals will be in the positive phase, negative phase, or nonexistent in normal 13C NMR, DEPT-90, and DEPT-135 of isoamyl acetate?arrow_forwardExplain why the protons that can exhibit hydrogen bonding exhibit extremely variable absorption positions over a wide range ?arrow_forward
- Using a 60-MHz spectrometer, a chemist observes the following absorption:doublet, J = 7 Hz, at d 4.00(a) What would the chemical shift (d) be in the 300-MHz spectrum?(b) What would the splitting value J be in the 300-MHz spectrum?arrow_forwardDetermine the multiplicity and predict the chemical shifts of each signal in the expected 1H NMR spectrum of the following compound.arrow_forwardWhich of the following compounds absorbs at the Longest Wavelength (Highest λmax)?arrow_forward
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