EBK ORGANIC CHEMISTRY
8th Edition
ISBN: 8220102744127
Author: Bruice
Publisher: PEARSON
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Chapter 13, Problem 48P
Norlutin and Enovid are
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4. Why does a carbon to oxygen double bond absorption band have a greater intensity than a carbon to carbon double bond absorption band?
Carbon monoxide [CO] exhibits an IR absorption at 2143cm-1, acetone [CH3C(O)CH3],exhibits an IR absorption for the CO vibration at 1715 cm-1 and ethanol [CH3CH2OH] exhibits an IR absorption for CO at ~1150 cm-1. Draw Lewis structures of these three molecules and use your structures to explain the observed differences in the CO IR absorption peak frequency (nCO).
Explain why the protons that can exhibit hydrogen bonding exhibit extremely variable absorption positions over a wide range ?
Chapter 13 Solutions
EBK ORGANIC CHEMISTRY
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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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
- Which one would have the higher frequency C=O stretch and why?arrow_forwardA student has acquired an IR spectra of an unknown six-carbon molecule and has determined that it is either 2-hexyne, 1- hexyne, or 1-hexene. How can the student use their knowledge of IR spectroscopy to determine the identity of the molecule? In your answer, clearly specify what regions of the IR spectrum the student should look at and what bonds are responsible for the absorption bands you indicate.arrow_forwarddraw the RMN spectrum that you would expect to obtain for the compound Cl2CHCH2OCH3arrow_forward
- If you know the energies of the HOMO and LUMO of a particular compound, how could you calculate the lowest energy optic absorption?arrow_forwardNorlutin 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_forwardHow can you distinguish aldehydes, ketones, and carboxylic acids from each other using IR spectra? Explain using specific examples.arrow_forward
- (i) Identify TWO (2) functional groups presence in the molecule and state their frequencies. (ii) Predict the possible chemical structure of molecule based on the IR spectra with chemical formula C7H8.arrow_forwardFirst picture: use the C13NMR spectrum below to determine the structural formula for the compound of molecular formula C5H10O Second picture: picture: use the HNMR spectrum below to determine the structural formula for the compound of molecular formula C6H12O2arrow_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_forward
- Explain how to differentiate A) Alkane from Primary Amine B) Alkane from Ether C) Primary Amine from Ether on an Infrared spectrum. List exact wavenumbers.arrow_forwardCounterfeit drugs are a common problem in developing regions of the world. Oftentimes, counterfeit pills are made with compounds such as lactose. A lab technician has obtained the IR spectrum shown above for a sample reported to be citalopram, an antidepressant drug. Does the IR spectrum belong to citalopram or lactose? Explain your answer by describing what feature of the IR spectrum confirms your choice and describe what feature is missing from the IR spectrum for the other compound. A. citalopram B. lactosearrow_forwardWhat is the compound of this IR Spectrum?arrow_forward
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