ORGANIC CHEM.-S.M.+STD.GDE(LL)-W/ACCESS
8th Edition
ISBN: 9780134777658
Author: Bruice
Publisher: PEARSON
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Textbook Question
Chapter 13, Problem 56P
Rank the following compounds from highest wavenumber to lowest wavenumber for their C — O absorption band:
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Rank the following compounds from highest wavenumber to lowest wavenumber for their C=O absorption bands
Rank the following compounds by their expected C-O wavenumber stretch. Use a 1 for the highest wavenumber, followed by a 2, and a 3 for the lowest wavenumber.
Methoxybenzene gives an absorption maxima at 275 nm. Predict which direction the absorption would shift if methoxybenzene is treated with an acid?
a) No shift would be observed
b) Shift to longer wavelength
c) Red shift
d) Bathochromic shift
e) Hypsochromic shift
Chapter 13 Solutions
ORGANIC CHEM.-S.M.+STD.GDE(LL)-W/ACCESS
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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- The carbonyl absorptions of esters X and Y differ by 25 cm−1. Which compound absorbs at higher wavenumber and why?arrow_forwardA nitrogen-containing compound shows no absorption band at ~3400 cm-1 and no absorption bands between ~1700 cm-1 and ~1600 cm-1 or between 2260 cm-1 and 2220 cm-1. What class of compound is it?arrow_forwardThe chemical shift of the CH3 protons in acetaldehyde is delta = 2.20 and that of the CHO proton is 9.80. What is the difference in local magnetic field between the two regions of the molecule when applied field is 15 T.arrow_forward
- What functional group is most likely present if a compound shows IR absorption at these frequencies? Q.) 1705 cm-1arrow_forwardMethoxybenzene gives an absorption maxima at 275 nm. Predict which direction the absorption would shift if methoxybenzene is treated with an acid? Hypsochromic shift Bathochromic shift Shift to longer wavelength Red shift No shift would be observedarrow_forwardPropanone (acetone, (CH3)2CO) has a strong absorption at 189 nm and a weaker absorption at 280 nm. Identify the chromophore and assign the absorptions to π* ← n or π* ← π transitions.arrow_forward
- For each of the following pairs of compounds, identify one IR absorption band that could be used to distinguish between them:arrow_forwardWhich 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_forwardWhat are the functional groups in Camphor and Isoborneol? What peaks show up in their respective IR spectrum + wavenumber (cm-1)arrow_forward
- Describe the 1H NMR spectrum of each compound. State how many NMR signals are present, the splitting pattern for each signal, and the approximate chemical shiftarrow_forward3. Draw a molecule with the molecular formula C6H12O2 that would have the following peak(s) in its IR spectrum. (all major non-fingerprint absorbances are listed) a. 3100-3400 cm-1 (broad) 2900-3000 cm-1arrow_forwardUsing IR Spectroscopy to Determine the Types of Bonds in a Compound What types of bonds are responsible for the absorptions above 1500 cm−1 in compounds A and B?arrow_forward
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