Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 12.15A, Problem 12.8P
Show the fragmentation that accounts for the cation at m/z 57 in the mass spectrum of 2-methylpentane. Explain why this ion is less abundant than those at m/z 71 and 43.
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
Show the fragmentation that accounts for the cation at m/z 57 in the mass spectrum of 2-methylpentane. Explain why this ion is less abundant than those at m/z 71 and 43.
A peak appears at m/z = 83 in the mass spectrum of hept-3-ene. Show how the fragmentation of hept-3-ene’s molecular ion produces the ion that gives rise to this peak. Why do you think the peak at m/z = 83 is smaller than the one at m/z = 69?
The base peak in the mass spectrum of hexanamide appears at m/z = 59. Draw the ion that corresponds to this mass peak, and show how it is produced from the molecular ion.
Chapter 12 Solutions
Organic Chemistry (9th Edition)
Ch. 12.3 - Complete the following conversion table. (cm1)...Ch. 12.5 - Which of the bonds shown in red are expected to...Ch. 12.7C - For each hydrocarbon spectrum, determine whether...Ch. 12.9A - Spectra are given for three compounds. Each...Ch. 12.10 - The infrared spectra for three compounds are...Ch. 12.12 - Prob. 12.6PCh. 12.14B - Identify which of these four mass spectra indicate...Ch. 12.15A - Show the fragmentation that accounts for the...Ch. 12.15A - Show the fragmentations that give rise to the...Ch. 12.15B - Ethers are not easily differentiated by their...
Ch. 12.15C - Prob. 12.11PCh. 12 - Prob. 12.12SPCh. 12 - Prob. 12.13SPCh. 12 - All of the following compounds absorb infrared...Ch. 12 - Prob. 12.15SPCh. 12 - Four infrared spectra are shown, corresponding to...Ch. 12 - Predict the masses and the structures of the most...Ch. 12 - Prob. 12.18SPCh. 12 - Prob. 12.19SPCh. 12 - (A true story) While organizing the undergraduate...Ch. 12 - Prob. 12.21SPCh. 12 - Prob. 12.22SPCh. 12 - An unknown, foul-smelling hydrocarbon gives the...Ch. 12 - covered a synthesis of alkynes by a double...Ch. 12 - Three IR spectra are shown, corresponding to three...Ch. 12 - Prob. 12.26SPCh. 12 - Prob. 12.27SPCh. 12 - Prob. 12.28SPCh. 12 - The ultimate test of fluency in MS and IR is...Ch. 12 - Prob. 12.30SPCh. 12 - Consider the following four structures, followed...
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
- What fragments might you expect in the mass spectra of the following compounds?arrow_forwardWrite 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_forwardThe mass spectrum (a) and the infrared spectrum (b) of an unknown hydrocarbon are shown. Propose as many structures as you can.arrow_forward
- Following is the mass spectrum of 3-methyl-2-butanol. The molecular ion m/z 88 does not appear in this spectrum. Propose structural formulas for the cations of m/z 45, 43, and 41.arrow_forwardThe mass spectrum and 13C NMR spectrum of a hydrocarbon are shown. Propose a structure for this hydrocarbon, and explain the spectral data.arrow_forwardFollowing is the mass spectrum of bromocyclopentane. The molecular ion m/z 148 is of such low intensity that it does not appear in this spectrum. Assign structural formulas for the cations of m/z 69 and 41.arrow_forward
- The mass spectrum (a) and the infrared spectrum (b) of another unknown hydrocarbon are shown. Propose as many structures as you can.arrow_forwardA mass peak at m/z = 59 appears in the mass spectrum of an amide, C5H11NO. Draw the structure of a molecule that is consistent with this result.arrow_forward100 80 H3C 60 40 CH3 H3C 20 H3C 0.0 0.0 15 30 45 60 75 90 m/z Figure 3. Positive ion mass spectrum of methyl acetate. Note that the peak with the greatest relative intensity is not that of the parent ion fragment. Note in Figure 3. that the peaks corresponding to m/Z= 29 and 42 correspond to fragments which resulted from more than a single bond-breaking event. Rel. Intensity 0=Uarrow_forward
- 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.arrow_forwardIdentify the fragment giving rise to the peak at m/z 43.arrow_forward[References] The mass spectrum of octanoic acid, CH3(CH2)6COOH, exhibits a series of peaks differing by 14 amu at m/z 29, 43, 57, 71, 85, and 99. Draw the structure of the fragment resulting in the m/z 71 peak. • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one. • Do not use the square brackets tool in your answer. opy aste H,C earch 84%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: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
IR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=_TmevMf-Zgs;License: Standard YouTube License, CC-BY