Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Textbook Question
Chapter 13.SE, Problem 27VC
How many electronically nonequivalent kinds of protons and how many kinds of carbons are present in the following compound? Don’t forget that cyclohexane rings can ring-flip.
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Chapter 13 Solutions
Organic Chemistry
Ch. 13.1 - Prob. 1PCh. 13.1 - Prob. 2PCh. 13.2 - Prob. 3PCh. 13.3 - The following 1H NMR peaks were recorded on a...Ch. 13.3 - When the 1Η NMR spectrum of acetone, CH3COCH3, is...Ch. 13.4 - Each of the following compounds has a single 1H...Ch. 13.4 - Identify the different types of protons in the...Ch. 13.5 - How many peaks would you expect in the 1H NMR...Ch. 13.6 - Predict the splitting patterns you would expect...Ch. 13.6 - Draw structures for compounds that meet the...
Ch. 13.6 - The integrated 1H NMR spectrum of a compound of...Ch. 13.7 - Identify the indicated sets of protons as...Ch. 13.7 - How many kinds of electronically nonequivalent...Ch. 13.7 - How many absorptions would you expect (S)-malate,...Ch. 13.8 - 3-Bromo-1-phenyl-1-propene shows a complex NMR...Ch. 13.9 - How could you use 1H NMR to determine the...Ch. 13.11 - Prob. 17PCh. 13.11 - Propose structures for compounds that fit the...Ch. 13.11 - Prob. 19PCh. 13.12 - Prob. 20PCh. 13.12 - Prob. 21PCh. 13.12 - Prob. 22PCh. 13.13 - Prob. 23PCh. 13.SE - Into how many peaks would you expect the 1H NMR...Ch. 13.SE - How many absorptions would you expect the...Ch. 13.SE - Sketch what you might expect the 1H and 13C NMR...Ch. 13.SE - How many electronically nonequivalent kinds of...Ch. 13.SE - Identify the indicated protons in the following...Ch. 13.SE - Prob. 29APCh. 13.SE - Prob. 30APCh. 13.SE - When measured on a spectrometer operating at 200...Ch. 13.SE - Prob. 32APCh. 13.SE - Prob. 33APCh. 13.SE - How many types of nonequivalent protons are...Ch. 13.SE - The following compounds all show a single line in...Ch. 13.SE - Prob. 36APCh. 13.SE - Propose structures for compounds with the...Ch. 13.SE - Predict the splitting pattern for each kind of...Ch. 13.SE - Predict the splitting pattern for each kind of...Ch. 13.SE - Identify the indicated sets of protons as...Ch. 13.SE - Identify the indicated sets of protons as...Ch. 13.SE - The acid-catalyzed dehydration of...Ch. 13.SE - How could you use 1H NMR to distinguish between...Ch. 13.SE - Propose structures for compounds that fit the...Ch. 13.SE - Propose structures for the two compounds whose 1H...Ch. 13.SE - Prob. 46APCh. 13.SE - How many absorptions would you expect to observe...Ch. 13.SE - Prob. 48APCh. 13.SE - How could you use 1H and 13C NMR to help...Ch. 13.SE - How could you use 1H NMR, 13C NMR, and IR...Ch. 13.SE - Assign as many resonances as you can to specific...Ch. 13.SE - Assume that you have a compound with the formula...Ch. 13.SE - The compound whose 1H NMR spectrum is shown has...Ch. 13.SE - The compound whose 1H NMR spectrum is shown has...Ch. 13.SE - Propose structures for compounds that fit the...Ch. 13.SE - Long-range coupling between protons more than two...Ch. 13.SE - The 1H and 13C NMR spectra of compound A, C8H9Br,...Ch. 13.SE - Propose structures for the three compounds whose...Ch. 13.SE - The mass spectrum and 13C NMR spectrum of a...Ch. 13.SE - Compound A, a hydrocarbon with M+=96 in its mass...Ch. 13.SE - Propose a structure for compound C, which has...Ch. 13.SE - Prob. 62GPCh. 13.SE - Propose a structure for compound E, C7H12O2, which...Ch. 13.SE - Compound F, a hydrocarbon with M+=96 in its mass...Ch. 13.SE - 3-Methyl-2-butanol has five signals in its 13C NMR...Ch. 13.SE - A 13C NMR spectrum of commercially available...Ch. 13.SE - Carboxylic acids (RCO2H) react with alcohols (ROH)...Ch. 13.SE - Prob. 68GPCh. 13.SE - The proton NMR spectrum is shown for a compound...Ch. 13.SE - The proton NMR spectrum of a compound with the...Ch. 13.SE - The proton NMR spectrum is shown for a compound...
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1-(4-methoxyphenyl)-methyl propan-1-ol.
Draw a Newman projection along C(1)-C(2), with the HO group attached to C(1). Are the two methyl groups equivalent? What evidence do you find from the NMR spectrum to support your conclusion?
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Which set of underlined hydrogens has its 1H NMR signal at a higher frequency?
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16 Draw the structures of Compound 16a and 16b, clearly indicate your assignments of all proton resonances. Calculate the unsaturation index of each compound
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B=7.69 ppm singlet 4h
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A=7.00 ppm, singlet 4h
B= 2.25 ppm singlet 6H
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The molecular formula of an unknown compound is C7H13BrO2, The strong peak at 1750 cm^-1 The proton NMR data is, 1.2d(6H, d), 4.2d(1H, t), 2.2d(2H, quintet), 4.93d(1H, septet),1.08d(3H,t).What is the name of the unknown compound?
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ethyl 2-bromo-3-methylbutanoate
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Q1. How many unique protons are in the following molecules (how many signatures/peaks would you expect to see in a 1H NMR spectrum)? Q2. The following NMR spectrum is of 1-chlorobutane. Draw the structure, and match the peaks to their respective protons on the structure: Q3. The following NMR spectrum is of ethyl 4-hydroxybenzoate. Draw the structure, and match the peaks to their respective protons on the structure: Q4. Determine the identity of the following unknown, then draw the structure, and match the peaks to their respective protons on the structure (hint – the molecular formula is C8H18O): -4- -2- -12-
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Hello,
For H-NMR, would the CH3 hydrogens adjacent to carbonyl group be more downfield or CH2 group protons in between carbonyl group and ether functionality?
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2. Draw the 1HNMR spectrum of 1-Methoxyhexane. Then answer the following questions in reference to your1H NMR spectrum of 1-Methoxyhexane.
a. How many types of H(signals)?
b. What types of H(chemical shift)?
c. How many H of each type are there (integration)?
d. What are the connectivity (coupling patterns)?
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Can u answer b and c and can u draw the Hnmr and C nmr and elaborate ur answers pls thank u
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The proton nmr is
2H doublet at about 3.4
1H nonet at 1.5
6H doublet at about 1.p
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Are there any non-aromatic or non-alkene protons seen in the 1H NMR Spectrum (yes or no)? If so, please list the corresponding ppm values.
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Please answer this NEATLY, COMPLETELY, and CORRECTLY for an UPVOTE.
Index of Hydrogen Deficiency (IHD) - What is the IHD for a compound having a molecular formula of C4H5N (4 C's, 5H's and 1N).
Draw possible structures) of C4H5N.
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Complete the table with at least 3 Major NMR shifts (stilbene). Please don't use abbreviations.
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