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 16AP
Camphor, a saturated monoketone from the Asian camphor tree, is used among other things as a moth repellent and as a constituent of embalming fluid. If camphor has M+=152.1201 by high-resolution mass spectrometry, what is its molecular formula? How many rings does camphor have?
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
Explain how the following pairs of isomeric compounds could be differentiated by mass
spectrometry.
i)
Br
Br
and
ii)
-CH(CH,)2
CH,CH,CH3
and
Which functional groups are easy to miss in mass spectrometry? Explain your answer
13 The mass spectra of heptane and 2,2,3-trimethylbutane are given below. Which
spectrum represents which compound? Explain.
100
MASS SPECTRUM
80
60 -
40 -
20
0.0+
0.0
20
40
60
80
100
120
m/z
NIST Chemistry WebBook (https://webbook.nist.gov/chemistry)
MASS SPECTRUM
100
80
60
40
20
100
120
80
0.0
40
60
20
0.0
m/z
NIST Chemistry WebBook (https://webbook.nist.gov/chemistry)
Rel. Intensity
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
- You measured the carbon-carbon bond lengths of four different compounds in Experiment 8 (Molecular Modeling and IR spectroscopy). Which of the following compounds has the shortest average C-C bond length? Benzene Cyclohexene Cyclohexane O Cyclohexadiene Which of the following statement(s) is(are) true? Select all that apply: When two atoms are bonded together, the distance between atoms is the same all the time. In the IR spectrum, carbonyl groups (C=O) have strong sharp peaks ranging from 1700 cm 1 to 1750 cm-1. When a molecule absorbs an IR radiation, electrons are excited within the molecule and each absorbed electron creates a band in the molecules IR spectrum. IR spectroscopy is useful in confirming the structure of the analyzed compound. Molecule N2 does not absorb IR radiationarrow_forward3carrow_forwardCarvone 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_forward
- Write molecular formulas for compounds that show the following molecular ions in their high-resolution mass spectra, assuming that C, H, N, and O might be present. The exact atomic masses are: 1.007 83 (1H), 12.000 00 (12C), 14.003 07 (14N), 15.994 91 (16O). (a) M+=98.0844 (b) M+=123.0320arrow_forwardGive handwritten answerarrow_forwardShow how the compounds with the molecular formulas C6H9N and C5H5NO can be distinguished by the m/z ratio of their molecular ions in high-resolution mass spectrometry.arrow_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_forwardhow would i go about answering thisarrow_forwardDraw the molecular ion (M) for this molecule formed in the mass spectrometer. H IIZ: H -e Qarrow_forward
- What is the structure of the compound in Spec. 1? Would ethylene oxide be a reasonable answer? 8 S SPEC 0 C₂4.0arrow_forwardHow would you use mass spectrometry to distinguish between chloroform (CHCl3) and deutorated chloroform (CDCl3)?arrow_forwardMass spectrometry is often used to both identify and quantify compounds. What is different between mass spectra with changing concentrations of a compound? How would you design a method (i.e. what would you need) to both identify and quantify a compound using mass spectrometry?arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher: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