Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 12.SE, Problem 49AP
The infrared spectrum of the compound with the mass spectrum shown below has a medium-intensity peak at about 1650 cm-1. There is also a C-H out-of-plane bending peak near 880 cm-1. Propose a structure consistent with the data.
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How many signals do you expect in the H NMR spectrum for this molecule?
Write the answer below.
Also, in each of the drawing areas below is a copy of the molecule, with Hs shown. In each copy, one of the H atoms is colored red. Highlight in red all other H
atoms that would contribute to the same signal as the H already highlighted red.
Note for advanced students: In this question, any multiplet is counted as one signal.
Number of signals in the 'H NMR spectrum.
For the molecule in the top drawing area, highlight in red any other H atoms that will contribute to
the same signal as the H atom already highlighted red.
If no other H atoms will contribute, check the box at right.
No additional Hs to color in top
molecule
For the molecule in the bottom drawing area, highlight in red any other H atoms that will contribute.
to the same signal as the H atom already highlighted red.
If no other H atoms will contribute, check the box at right.
No additional Hs to color in bottom
molecule
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Row 2: Your answer is incorrect.
Consider this molecule:
How many H atoms are in this molecule?
22
How many different signals could be found in its 'H NMR spectrum?
12
Note: A multiplet is considered one signal.
13
How many signals would you expect to see in the
Check
O
signal(s)
X
§
'C NMR spectrum for the following compound?
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Chapter 12 Solutions
Organic Chemistry
Ch. 12.2 - Prob. 1PCh. 12.2 - Two mass spectra are shown in FIGURE 12-8. One...Ch. 12.3 - What are the masses of the charged fragments...Ch. 12.3 - Prob. 4PCh. 12.5 - Prob. 5PCh. 12.5 - Prob. 6PCh. 12.7 - What functional groups might the following...Ch. 12.7 - How might you use IR spectroscopy to distinguish...Ch. 12.8 - Prob. 9PCh. 12.8 - Where might the following compounds have IR...
Ch. 12.8 - Where might the following compound have IR...Ch. 12.SE - Prob. 12VCCh. 12.SE - Show the structures of the fragments you would...Ch. 12.SE - Propose structures for compounds that fit the...Ch. 12.SE - Write molecular formulas for compounds that show...Ch. 12.SE - Camphor, a saturated monoketone from the Asian...Ch. 12.SE - The nitrogen rule of mass spectrometry says that a...Ch. 12.SE - In light of the nitrogen rule mentioned in Problem...Ch. 12.SE - Nicotine is a diamino compound isolated from dried...Ch. 12.SE - The hormone cortisone contains C, H, and O, and...Ch. 12.SE - Halogenated compounds are particularly easy to...Ch. 12.SE - Prob. 22APCh. 12.SE - Propose structures for compounds that fit the...Ch. 12.SE - 2-Methylpentane (C6H14) has the mass spectrum...Ch. 12.SE - Assume that you are in a laboratory carrying out...Ch. 12.SE - What fragments might you expect in the mass...Ch. 12.SE - How might you use IR spectroscopy to distinguish...Ch. 12.SE - Would you expect two enantiomers such as...Ch. 12.SE - Would you expect two diastereomers such as meso-2,...Ch. 12.SE - Propose structures for compounds that meet the...Ch. 12.SE - How could you use infrared spectroscopy to...Ch. 12.SE - Prob. 32APCh. 12.SE - At what approximate positions might the following...Ch. 12.SE - How would you use infrared spectroscopy to...Ch. 12.SE - At what approximate positions might the following...Ch. 12.SE - Assume that you are carrying out the dehydration...Ch. 12.SE - Assume that you are carrying out the base-induced...Ch. 12.SE - Prob. 38APCh. 12.SE - Carvone is an unsaturated ketone responsible for...Ch. 12.SE - Prob. 40APCh. 12.SE - The mass spectrum (a) and the infrared spectrum...Ch. 12.SE - The mass spectrum (a) and the infrared spectrum...Ch. 12.SE - Propose structures for compounds that meet the...Ch. 12.SE - 4-Methyl-2-pentanone and 3-methylpentanal are...Ch. 12.SE - Grignard reagents undergo a general and very...Ch. 12.SE - Ketones undergo a reduction when treated with...Ch. 12.SE - Nitriles, R–=C≡N, undergo a hydrolysis...Ch. 12.SE - The infrared spectrum of the compound with the...Ch. 12.SE - The infrared spectrum of the compound with the...Ch. 12.SE - Prob. 50AP
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- 13 Consider the "C NMR spectrum below. 140 120 100 80 60 40 20 20 PPM 0 The spectrum belongs to which one of the following constitutional isomers of the compound C,H12? Select the single best answer. Check ✓ G Save For Later 2025 McGraw Hill LLC. All Rights Reserved. Terms of Usearrow_forwardThe structure of compound 1,3,5-trimethylbenzene (mesitylene) is given below. How many signals would you expect to find in the 'H NMR spectrum of 1,3,5-trimethylbenzene (mesitylene)? Check ×arrow_forward1 How many signals do you expect in the 'H NMR spectrum for this molecule? CI CI Cl Write the answer in the table below. Also, in each of the drawing areas below is a copy of the molecule, with H atoms shown. In each copy, one of the H atoms is highlighted red. Highlight in red all other H atoms that would contribute to the same signal as the H already highlighted red. Note for advanced students: Remember, a multiplet is considered one signal in the 'H NMR spectrum. 1 Number of signals in the 'H NMR spectrum. ☐ For the molecule in the top drawing area, highlight in red any other H atoms that will contribute to the same signal as the H atom already highlighted red. If no other H atoms will contribute, check the box at right. No additional H atoms to highlight in top molecule For the molecule in the bottom drawing area, highlight in red any other H atoms that will contribute to the same signal as the H atom already highlighted red. If no other H atoms will contribute, check the box at…arrow_forward
- wrtie the balanced equation and find the E° when the following half- reactions are combined Zn2+(aq) + 2e---> Zn(s) E°= -0.763V Ag+(aq) + e---> Ag (s) E°=+0.799Varrow_forwardConsider this molecule: How many H atoms are in this molecule? How many different signals could be found in its 'H NMR spectrum? Note: A multiplet is considered one signal. ☐arrow_forwardStudy this 'H NMR spectrum, and then answer the questions about it in the table below. Check 1.0- 0.5- 0.0 10.0 9.0 8.0 7.0 6.0 5.0 4.0 3.0 2.0 1.0 0.0 What unit symbol should be written on the horizontal axis? What is the chemical shift & of the doublet? If there is no doublet, just check the box instead. Give your answer to 2 significant digits. What is the chemical shift of the signal immediately upfield of the doublet? If there is no doublet, or no signal upfield of it, check the box instead. What is the chemical shift & of the least deshielded proton? If you can't tell without more information, check the box instead. 血 8 = ☐ There is no doublet. 8 = ☐ No such signal. 8 = 0 Need more information.arrow_forward
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