Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 12.SE, Problem 20AP
The hormone cortisone contains C, H, and O, and shows a molecular ion at M+=360.1937 by high-resolution mass spectrometry. What is the molecular formula of cortisone? (The degree of unsaturation for cortisone is 8.)
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
The mass spectrum of 1-propanol shows a large peak at m/z=31. Draw the structure of the fragment and explain why it is particularly stable.
PQ-2. Which structure would show major fragments in its mass spectrum at 57 and 85 m/z?
O
O
(A) H3C
(C)
H3C
CH3
CH3
(B)
H3C
(D) H3C
CH3
CH3
CH3
1.
Which one of the given compounds is consistent with the mass spectrum
below?
100
40
20
10
20
25
30
35
40
5o
55
45
60
65
70
75
m/z
Courtesy of SDBS: National Institute of Advanced Industrial Science and Technology
A.
CH,CH,CH(CH,),
В.
CH,CHOHCH,CH,
C.
CH,CH,OCH,CH,
D.
CH,CH,NHCH,CH,
E.
CH,CH,CH,CH,
Relative htensity
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
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- Carvone is an unsaturated ketone responsible for the odor of spearmint. If carvone has M+=150 in its mass spectrum and contains three double bonds and one ring, what is its molecular formula?arrow_forwardDraw the molecular ion (M) for this molecule formed in the mass spectrometer. H IIZ: H -e Qarrow_forward. A compound made of C, H, and Cl shows two peaks on a mass spectrum, one at 52 u and the other at 50 u. What is a reasonable molecular formula for this compound? Assume that there are only 1H, 12C, 35Cl and37Cl in the compoundarrow_forward
- 8. a) Use the mass spectrum to determine the identity of the halogen atom (X) in the following molecular formula. 100 - C3H5XO2 80- 60 40 20- 152 154 20 40 60 80 100 120 140 160 180 200 m/z Relative Intensityarrow_forwardIs the structure on the bottom right corner of the FTIR photo correct for the mass spectrum, FTIR, and a proton NMR that has a doublet with an integration of 3 hydrogens at 7.25 ppm, a triplet with an integration of 1 hydrogen at 7.41 ppm, and a singlet with an integration of 6 hydrogen at 2.6 ppm? If not, what is the correct structure?arrow_forwardThe mass spectrum of the following compound shows fragments at m/z= 127, 113, and 85. Propose structures for the ions that give rise to thesepeaks.arrow_forward
- The picture shows the given compound that was analyzed through mass spectra where notable peaks were observed. What are the structure of the fragments in the following M/Z. M/Z = 91, M/Z = 43, M/Z=147arrow_forward2,3-Dimethylbutane and 2,2-dimethylbutane have the same molecular ion in the mass spectrum, but only one of these isomers gives a significant fragment at m/z = 57. (a) Which isomer shows an intense peak at m/z = 57? (b) Propose a structure for the ion that gives rise to this peak. (c) The base peak in the mass spectrum of the other isomer occurs at m/z = 43. What ion gives rise to this peak?arrow_forwardIdentify the remaining three fragments from Table 1. (m/Z =22,16,and 12). (Hint for m/Z = 22, the value of Z is not necessarily 1). %3Darrow_forward
- On each mass spectrum above, indicate the base peak and the molecular ion peak (or at least where you would expect to find it) and if the base peak on the mass spectrum for linalool has m/z 71, propose a structure for this fragment ion.arrow_forwardA low-resolution mass spectrum of the neurotransmitter dopamine gave a molecular ion at m/z = 153. Two possible molecular formulas for this molecular ion are C8H11NO2 and C7H11N3O. A high-resolution mass spectrum provided an exact mass at 153.0680. Which of the possible molecular formulas is the correct one?arrow_forwardThe mass spectrum of an alkene, C8H16, exhibits a peak at m/z = 41. Draw two isomers that are consistent with these data.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage LearningOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Mass Spectrometry; Author: Professor Dave Explains;https://www.youtube.com/watch?v=hSirWciIvSg;License: Standard YouTube License, CC-BY