Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 13.16, Problem 30P
For each of the following pair of compounds, name one absorption band that can be used to distinguish between them.
- a. CH3CH2CH2CH3 and CH3CH2OCH3
- b. CH3CH2C≡CCH3 and CH3CH2C≡CH
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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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- - Common molecular moieties have easily distinguishable patterns in NMR spectra. Match the Tollowing hydrocarbons with the generalized spectra shown below. Label each splitting pattem as a singlet, doublet, triplet, or quartet. a. X,CH-CHY, b. X,CH-CH,Y с. ХCH-CH,Y d. XCH,CH, 4.0 3.5 3.0 2.5 2.0 1.5 2.0 1.5 1.0 0.5 0.0 5.5 5.0 4.5 4.0 6.0 5.5 5.0 4.5 4.0 Peak barrow_forwardIdentify the structures of isomers H and I (molecular formula C&HuN). a. Compound H: IR absorptions at 3365, 3284, 3026, 2932, 1603, and 1497 cm 2H 5 H 2H 2H 0 2 3 4 5 6 7 ppm b. Compound I: IR absorptions at 3367, 3286, 3027, 2962, 1604, and 1492 cm1 3 H 5 H 1 H 2 H 3 2 8 5 4 7arrow_forward1B. Can 1H NMR spectroscopy be used to differentiate between the two compounds? Briefly explain why or why not. Predict the 1H NMR spectrum for each compound (include integration, multiplicity, and approximate chemical shift). Put it in data table format.arrow_forward
- A compound is known to be one of those shown here. What absorption bands in its IR spectrum allow you to identify the compound?arrow_forward1. Assign the E and Z configuration to the following compounds. HOH-C H₂C NC. H₂CH₂C N E CH3 H CH3 CSN-CHEM 241L-Experiment 7: Stereochemist CH₂OH HOH₂C. CI H₂CO₂C. HO₂C N H OCH3 CH₂CH3arrow_forward2) What IR absorption would you use to distinguish between the two compounds above ? CH3 a CH,CCH,CH and b CH;CHCH;CH3arrow_forward
- Identify the structures of isomers H and I (molecular formula C8H11N).a.Compound H: IR absorptions at 3365, 3284, 3026, 2932, 1603, and 1497 cm−1b.Compound I: IR absorptions at 3367, 3286, 3027, 2962, 1604, and 1492 cm−1arrow_forward10) Which of the following compounds has an S configuration? ÇH3 CI CH3. CH3 CH3 Br CI Br CH H H CH3 CH2CH2CH3 A B Darrow_forward1,3-Dibromobutane has the 1H NMR spectrum shown below. Map each hydrogen atom in the molecule of 1,3-dibromobutane with its corresponding peak number.arrow_forward
- Download the spectra for molecule C. ✓ The UV/Visible spectrum of molecule C shows a strong absorption peaks around 227 and 305 nm. Use this information and its mass, IR and 1H NMR spectrum to identify molecule C. HQ NO2 HO О MeO NO2 NO2 MeO -NO2arrow_forward3. In each case, circle the requested structure in reference to the molecule in the box. There is exactly one correct answer in each case. 6 points Circle a diastereomer: Brille OH oll OH Br CH 3 H Br H Br OH H3C H HO H H OH HO H H OH OH Br H3C. OH H Circle the same molecule in a different conformation: OH CH3 H Br H Brilio. OH Br Br OH H3C H Η H ||||--- OH H HO H H OH HO H H OH H OH Circle an enantiomer (in any conformation): OH CH 3 H Br H Brill OH Br Br OH H3C H |||||--- HO H Η OH HO H H OH H OHarrow_forwardWhich one of these pairs of molecules given below has a more inductive effect? CH3COCH3 or CH3COOH CH3CH2OH or CH3CH2Cl CH3CH2NH2 or CH3CH2F CH3CH2CH2Br or CH3CH2CH2CH2Br CH3CH2CH2F or CH3CH2CH2Cl CH3CH2OH or CH3CH2OCH3 CH3CH2CH2CH2Cl or CH3CH2CH3CHCH2Cl CH3CH2CH2CH2Br OR CH3CH2CH2CH2Cl CH3CH2OH OR CH3CH2NH2arrow_forward
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