Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 12.3, Problem 4P
Interpretation Introduction
Interpretation:
The masses of the parent ion and several other fragments formed, expected to be found in the mass spectrum of the compound represented by the model, are to be given.
Concept introduction:
Alcohols undergo fragmentation by both dehydration and alpha cleavage. In the alpha cleavage a C-C bond is broken to yield a neutral radical along with a resonance stabilized oxygen containing cation.
To give:
The masses of the parent ion and several other fragments formed, expected to be found in the mass spectrum of the compound represented by the model.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
Which of the following compounds is most likely to correspond to the mass spectrum below? Provide explanations for your choice.
Idenitfy the fragments of 1-chlorohexane in the mass spectrum.
Which of the following compounds gives this mass spectrum and explain why it is so?
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
- Mass 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. 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_forwardWhat information is obtained from the mass spectrum and IRspectrum of an unknown compound X? Assume X contains theelements C, H, and O.arrow_forward
- In a mass spectrum, what m/z value would correspond to the fragment shown below?arrow_forwardUsing curved arrows, show the principal fragments you would expect to see in the mass spectrum of each of the following compounds:arrow_forwardThe following figure shows the mass spectrum of a hydrocarbon. i. Propose a molecular formula for this compound assuming that the molecular ion can be detected. ii. Draw the structural formulae of all possible isomers of this hydrocarbon.arrow_forward
- Three mass spectra were shown below, Spectrums A−C, which corresponds to eitherCompounds D, E, or F. Explain which spectrum goes with which compound.(Provide explanation (based on Mass Spectrometry)arrow_forwardHello, I need help with what charge do the ions in the mass spectrum have? What information about the unknown compound do you get from this mass spectrum?arrow_forwardWhat molecular ions will be present in a mass spectrum of 2-chloropropane,(CH3)2CHCl ?arrow_forward
- In the mass spectrum of an unknown organic compound, the molecular ion had a relative abundance of 20.9 while the M+1 had a relative abundance of 1.2. Estimate the number of carbons in the molecule.arrow_forwardWhich mass spectrum would be best for determining the molecular mass of the compound? Why?arrow_forwardWhat type of compounds/molecules can be detected using LC-MS and what mass range or molecular mass ranges can be detected using LC-MS?arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Mass Spectrometry; Author: Professor Dave Explains;https://www.youtube.com/watch?v=hSirWciIvSg;License: Standard YouTube License, CC-BY