Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 10.13, Problem 19P
Interpretation Introduction
Interpretation:
The reason for
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Why is the C¬O absorption band of 1-hexanol at a smaller wavenumber (1060 cm-1) than the C¬Oabsorption band of pentanoic acid (1220 cm-1)?
Which functional group, except alkane, is presence in the following IR spectrum?
INFRARED SPECTRUM
Relative Transmittance
0.96
0.92
carboxylic acid
ether
alcohol
alkene
3000
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Wavenumber (cm-1)
m
1000
Assign the peaks in the spectrum to the functional groups in n-butyl acetate.
Microns (µm)
2.5
3.0
3.5
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5.0
6.0
8
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15 20
100
a
2787 cm-1
1083 cm-1
2965 cm-
1742 cm
1246 cm-1
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Wavenumber (cm1)
C=O peak =|
С-Н рeak
C-O peak
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Transmittance (%)
Chapter 10 Solutions
Essential Organic Chemistry, Global Edition
Ch. 10.1 - Prob. 1PCh. 10.2 - What would distinguish the mass spectrum of...Ch. 10.2 - Prob. 3PCh. 10.3 - Prob. 5PCh. 10.3 - Suggest possible molecular formulas for a compound...Ch. 10.3 - Prob. 7PCh. 10.4 - Prob. 8PCh. 10.4 - Prob. 9PCh. 10.5 - Prob. 10PCh. 10.5 - Prob. 11P
Ch. 10.6 - Identify the ketone responsible for the mass...Ch. 10.6 - Prob. 13PCh. 10.8 - Prob. 14PCh. 10.8 - Prob. 15PCh. 10.12 - Which will occur at a larger wavenumber: a. a C :...Ch. 10.13 - Which will occur at a larger wavenumber: a. the C...Ch. 10.13 - Prob. 18PCh. 10.13 - Prob. 19PCh. 10.13 - Which will show an O 8 H stretch at a larger...Ch. 10.14 - Prob. 21PCh. 10.14 - Prob. 22PCh. 10.15 - Prob. 23PCh. 10.15 - Prob. 24PCh. 10.17 - Prob. 25PCh. 10.18 - Prob. 26PCh. 10.18 - Prob. 27PCh. 10.19 - Prob. 28PCh. 10.19 - Prob. 29PCh. 10.22 - How many signals would you expect to see in the 1H...Ch. 10.22 - Prob. 31PCh. 10.22 - Prob. 32PCh. 10.23 - Where would you expect to find the 1H NMR signal...Ch. 10.24 - Prob. 34PCh. 10.25 - Prob. 35PCh. 10.25 - Prob. 36PCh. 10.25 - Prob. 37PCh. 10.26 - Prob. 38PCh. 10.26 - Which of the following compounds is responsible...Ch. 10.27 - Prob. 40PCh. 10.27 - Prob. 41PCh. 10.27 - The 1H NMR spectra of two carboxylic acids with...Ch. 10.28 - Prob. 43PCh. 10.28 - Prob. 44PCh. 10.28 - Prob. 45PCh. 10.28 - Describe the 1H NMR spectrum you would expect for...Ch. 10.28 - Identify the compound with molecular formula...Ch. 10.29 - Prob. 48PCh. 10.29 - Prob. 49PCh. 10.29 - Identify the compound with a molecular formula of...Ch. 10 - In the mass spectrum of the following compounds,...Ch. 10 - For each of the following pairs of compounds,...Ch. 10 - Draw the structure of a saturated hydrocarbon that...Ch. 10 - Prob. 54PCh. 10 - Prob. 55PCh. 10 - How could you use UV spectroscopy to distinguish...Ch. 10 - Prob. 57PCh. 10 - Predict the relative intensities of the molecular...Ch. 10 - Prob. 59PCh. 10 - List the following compounds in order from highest...Ch. 10 - How can 1H NMR be used to prove that the addition...Ch. 10 - There are four esters with molecular formula...Ch. 10 - Prob. 63PCh. 10 - Prob. 64PCh. 10 - Each of the IR spectra presented here is...Ch. 10 - Prob. 66PCh. 10 - Five compounds are shown for each of the following...Ch. 10 - Prob. 68PCh. 10 - Prob. 69PCh. 10 - Phenolphthalein is an acidbase indicator. In...Ch. 10 - Which one of the following five compounds produced...Ch. 10 - Prob. 72PCh. 10 - Prob. 73PCh. 10 - Prob. 74PCh. 10 - How could 1H NMR distinguish between the compounds...Ch. 10 - Prob. 76PCh. 10 - Prob. 77PCh. 10 - The 1H NMR spectra of three isomers with molecular...Ch. 10 - The 1H NMR spectra of three isomers with molecular...Ch. 10 - Identify the following compounds. (Relative...Ch. 10 - An alkyl halide reacts with an alkoxide ion to...Ch. 10 - Determine the structure of a compound with...
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- 10- If 3-Bromo-1-phenyl-1-propene shows a complex NMR spectrum in which thevinylic proton at C2 is couples with both the C1 vinylic proton (J = 16 Hz) and the C3methylene protons (J = 8 Hz) Draw a tree diagram for the C2 proton signal.arrow_forwardA 13 C-NMR and 1 H-NMR spectrum of C12 H 17 NO is shown below. Determine thestructure of C12 H 17 NO. There is a peak at 15.0 ppm and 15.4 ppm. There are twopeaks at 129.5 ppm.arrow_forwardConsider the following Infrared spectrum. What functional group can you identify in the diagnostic region of the spectrum? % Transmittance 100 80 60 40 20 O alkene 0 4000 O alkyne O aldehyde O carboxylic acid O ketone 3500 3000 2500 2000 Wavenumber (cm-¹) 1500 z 1000arrow_forward
- 10- The strongest absorption area of the benzene ring in visible and ultraviolet spectroscopy at 255 nm 11- A Calverti rearrangement occurs when the compound has a hydrogen atom in theẞ. Position 12-Carboxylic acids show an absorption peak of 44 m/e Q/ true or falsearrow_forward2. READ THE DIRECTIONS TO EACH QUESTION CAREFULLY - not following the directions means you get the question wrong! 3. FORMAT YOUR ANSWERS AS DIRECTED - formatting your answers incorrect means you get the question wrong! 4. Below are the IR regions and NMR chemical shifts table for use with the spectroscopy problems: 'H NMR 12 11 R 20 ΟΞΟ 10 OH R 0=C H 9 8 7 ppm 6 OH H C=C-H 5 NH H-C-X H-C-O -OH X = F, Cl, Br (i.e. electronegative atom) 3 -NH 2 H-C-N H-C-S HC- 1 -CH3 -CH₂- CEC-H H-C-C=O -CH H-C-C=C 0 4000 DID small range range of values broad peak =C-H ⇓ 3250- 3300 N-H broad with spikes -3300 -O-H broad-3300 -3400 3500 -O-H -CEN N-H CO I, I =C H 2730- 2820 道 H 3000- 2 peaks 3100 -C-H 2850- 2960 0 -C-O-H broad-3000 3000 usually strong -CEN B 2200 -CICH 3 2200 2500 wavenumber, cm-¹ 2000 C C HC N 1680 OR 1730 200 C. H 1600- 1660 0.585 1710 C. NA₂ 1650 3 1600 O 1500 *** 1000arrow_forwardWhat characteristics of the methyl benzoate spectrum rule out an aldehyde or carboxylicacid functional group giving the absorption at 1723 cm-1?arrow_forward
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