Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Textbook Question
Chapter 14.16, Problem 32P
Which of the following compounds has a vibration that is infrared inactive?
1-butyne, 2-butyne, H2, H2O, Cl2, and ethene
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Chapter 14 Solutions
Organic Chemistry
Ch. 14.1 - Which of the following fragments produced in a...Ch. 14.2 - What distinguishes the mass spectrum of...Ch. 14.2 - What is the most likely m/z value for the base...Ch. 14.3 - Prob. 5PCh. 14.3 - If a compound has a molecular ion with an...Ch. 14.3 - a. Suggest possible molecular formulas for a...Ch. 14.3 - Identify the hydrocarbon that has a molecular ion...Ch. 14.4 - Predict the relative intensities of the molecular...Ch. 14.5 - Which molecular formula has an exact molecular...Ch. 14.5 - Prob. 11P
Ch. 14.6 - Sketch the mass spectrum expected for...Ch. 14.6 - The mass spectra of 1-methoxybutane,...Ch. 14.6 - Prob. 14PCh. 14.6 - Identify the ketones responsible for the mass...Ch. 14.6 - Prob. 16PCh. 14.6 - Using curved arrows, show the principal fragments...Ch. 14.6 - The reaction of (Z)-2-pentene with water and a...Ch. 14.9 - Prob. 19PCh. 14.9 - Prob. 20PCh. 14.9 - Prob. 21PCh. 14.13 - Prob. 22PCh. 14.14 - Which occur at a larger wavenumber: a. the C O...Ch. 14.14 - Prob. 24PCh. 14.14 - Prob. 25PCh. 14.14 - Rank the following compounds from highest...Ch. 14.14 - Which shows an O H stretch at a larger...Ch. 14.15 - Prob. 28PCh. 14.15 - a. An oxygen-containing compound shows an...Ch. 14.15 - Prob. 30PCh. 14.15 - For each of the following pair of compounds, name...Ch. 14.16 - Which of the following compounds has a vibration...Ch. 14.16 - Prob. 33PCh. 14.17 - A compound with molecular formula C4H6O gives the...Ch. 14.19 - Prob. 35PCh. 14.19 - Prob. 36PCh. 14.20 - Predict the max of the following compound:Ch. 14.20 - Prob. 38PCh. 14.21 - a. At pH = 7 one of the ions shown here is purple...Ch. 14.21 - Prob. 40PCh. 14.22 - Prob. 41PCh. 14.22 - Prob. 42PCh. 14 - In the mass spectrum of the following compounds,...Ch. 14 - Prob. 44PCh. 14 - For each of the following pairs of compounds,...Ch. 14 - Draw structures for a saturated hydrocarbon that...Ch. 14 - a. How could you use IR spectroscopy to determine...Ch. 14 - Assuming that the force constant is approximately...Ch. 14 - In the following boxes, list the types of bonds...Ch. 14 - A mass spectrum shows significant peaks at m/z. =...Ch. 14 - Prob. 51PCh. 14 - Prob. 52PCh. 14 - Prob. 53PCh. 14 - How can you use UV spectroscopy to distinguish...Ch. 14 - Rank the following compounds from highest...Ch. 14 - Rank the following compounds from highest...Ch. 14 - What peaks in their mass spectra can be used to...Ch. 14 - Each of the IR spectra shown below is accompanied...Ch. 14 - Prob. 59PCh. 14 - Prob. 60PCh. 14 - How can IR spectroscopy distinguish between...Ch. 14 - 62. Draw the structure of a carboxylic acid that...Ch. 14 - Prob. 63PCh. 14 - Give approximate wavenumbers for the major...Ch. 14 - Prob. 65PCh. 14 - Prob. 66PCh. 14 - Prob. 67PCh. 14 - The IR spectrum of a compound with molecular...Ch. 14 - Which one of the following live compounds produced...Ch. 14 - Prob. 70PCh. 14 - Phenolphthalein is an acid-base indicator. In...Ch. 14 - Which one of the following five compounds produced...Ch. 14 - The IR and mass spectra for three different...
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- Predict the characteristic infrared absorptions of the functional groups in the following molecules. ) pent-1-ynearrow_forwardWhich of the following molecules may show infrared absorption spectra: (i) CH3CH3, (ii) CH4, (iii) CH3Cl, (iv) N2?arrow_forwardDescribe the characteristic infrared absorption frequencies that would allow you to distinguish between the following pairs of compounds. (a)oct-1-yne and octanenitrile (b) butanoic acid and 3-hydroxybutanalarrow_forward
- Describe the characteristic infrared absorption frequencies that would allow you to distinguish between the following pairsof compounds.(a) 2,3-dimethylbut-2-ene and 2,3-dimethylbut-1-enearrow_forwardChoose the most possible compound for this FTIR spectrum. a. 2-pentanone b. 1-pentanol c. 2-methyl pentane d. 1-bromopentanearrow_forwardAmong the molecules given below which of the two molecules would possed the same types of electronic transitions? Benzaldehyde, Ethyl prophyl ether, Cyclopropane , Ethanaminearrow_forward
- y-Butyrolactone (C4H6O2, GBL) is a biologically inactive compound that is converted to the biologically active recreational drug GHB (Section 19.5) by a lactonase enzyme in the body. Since y-butyrolactone is more fat soluble than GHB, it is more readily absorbed by tissues and thus produces a faster onset of physiological symptoms. y-Butyrolactone shows an absorption in its IR spectrum at 1770 cm-1 and the following 1H NMR spectral data: 2.28 (multiplet, 2 H), 2.48 (triplet, 2 H), and 4.35 (triplet, 2 H) ppm. What is the structure of y-butyrolactone?arrow_forwardPredict the characteristic infrared absorptions of the functional groups in the following molecules. (a) pent-1-yne (b) diethylaminearrow_forwardWhich of the following vibrations will be infrared-active and which should be infrared-inactive? (a) The C=O stretch in propanone (b) The C=C stretch in trans-3-hexene (c) Cyclohexane ring "breathing" (simultaneous stretch of all C-C bonds) (d) The N-O stretch in nitromethane (CH3NO2)arrow_forward
- An infrared spectrum of a mixture of methyl amine, CH3−NH2, and methylene imine, CH2=NH2, displayed absorptions at 1050 and 1640 cm−1cm−1, among others. Which of these two absorptions would you expect belongs to the C−N and which to the C=N stretch?arrow_forwardConvert the following infrared wavelengths to cm-1.(a) 6.24 mm, typical for an aromatic C“C (b) 3.38 mm, typical for a saturated C¬H bond(c) 5.85 mm, typical for a ketone carbonyl (d) 5.75 mm, typical for an ester carbonyl(e) 4.52 mm, typical for a nitrile (f) 3.03 mm, typical for an alcohol O¬Harrow_forwardconsidering the molecular structures of the compound below, which one should only show a single peak in its 1h nuclear magnetic resonance (nmr) spectrum A) ethane B) propane C) Butane D) Methylcyclohexanearrow_forward
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