Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Question
Chapter 12.SE, Problem 22AP
Interpretation Introduction
Interpretation:
If the
Concept introduction:
Mass spectrum of compounds contains in addition to the molecular ion peak (M+) a small peak at M+1. This peak arises due to the different isotopes of the atoms present in the molecule. The heights of M+ and M+1peaks in the mass spectrum of a compound will be in proportion to the percentage of the different isotopes of atoms present in the molecule.
To give:
The relative heights of M+ and M+1peaks in the mass spectrum of benzene if the natural abundance of 13C is 1.10%.
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
In the mass spectrum of an unknown organic
compound, the molecular ion had a relative
abundance of 19.0 while the M+1 had a relative
abundance of 1.5.
Estimate the number of carbons in the molecule.
1
4
7
2
LO
5
8
carbons
3
6
9
X
C
If the mass spectrum of a sample has a 7.7% M+1 peak compared to a 100% M+ peak, how many carbon atoms are we then likely to have in our chemical formula?
Write the molecular formula for a compound with the possible elements C, H, N and O that exhibits a molecular ion at M* =
88.0898.
Exact Masses of the Most Abundant Isotope of
Selected Elements
Isotope Natural abundance (%) Exact mass
1H
99.985
12C
98.90
14N
99.63
160
99.76
1.008.
12.000
14.003
15.995
Molecular formula C4H8N2 (In the order CHNO, with no subscripts)
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
Similar questions
- Bromine has two naturally occurring isotopes, 79Br , abundance 50.52%, and 81Br, abundance 49.48%. The most stable form of bromine under standard conditions is as the diatomic molecule, Br2 . In a mass spectrum of bromine, at what m/z values would you expect to see peaks and what would you expect the relative height of the peaks to be? What species would account for each peak? Explain.arrow_forward2clar ISTRY EXAM A Chemistry student performed an experiment on the preparation and identification of an ester. He was given solutions of a carboxylic acid and an alcohol. He then prepared the ester as per laboratory instruction and identified the odour of the ester as a pear flavour. A carboxylic acid has empirical formula CH,O, and its structure is determined by using various spectroscopic techniques. (a) The mass spectrum for this carboxylic acid molecule is given below. 100- 80- 60- relative intensity 40- 20- 10 15 20 25 30 35 40 45 50 55 60 65 70 75 mass/charge (m/e) (i) State the relative molecular mass of this molecule; hence determine its molecular formula. (ii) Draw the structural formula of the carboxylic acid and give its systematic name. ark (b) Use the information provided by its Infrared spectrum below to answer the following questions 100arrow_forwardQuestions 2: What is the principle that allows us to use a mass spectrometer to determine the intensity of a peak?* Higher molecular mass compounds are less volatile than lower molecular mass compounds. Cations of higher mass are deflected less by a magnetic field than cations of lower mass. Cations reaching the detector causes a current that is proportional to the size of these ion. O Larger çations takes longer to reach the detector. O All of these statements are correct.arrow_forward
- Write the molecular formula for a compound with the possible elements C, H, N and O that exhibits a molecular ion at M = 73.0899. Exact Masses of the Most Abundant Isotope of Selected Elements Isotope Natural abundance (%) Exact mass 99.985 1.008 12c 98.90 12.000 14N 99.63 14.003 160 99.76 15.995arrow_forwardWhat molecular ions will be present in a mass spectrum of 2-chloropropane ? ( HINT: 1. Calculate the molecular weights using each of the common isotopes of Cl. 2. Write down the molecular formula for 2-choloropropane with the isotopes of chlorine and then calculate the mass of molecular ion , m/z).arrow_forwardThe trimer shown here, is a heterocyclic compound. Write the molecular formula and empirical formula of the compound.arrow_forward
- 14. Shown below are the mass spectra (without data tables) of four molecules. (The structure of each molecule is shown on the spectrum.) Mark the [M] peak for each, and indicate the molecular weight of the molecule. Relative Intensity Relative Intensity 100 80 60 40- 20 0-mm 10 100- 80 a. 20- 115-14-5501 0-mm 10 20 b. =0 20 30 30 40 40 50 50 60 m/z 60 m/z 70 70 80 80 90 100 90 100 Relative Intensity Relative Intensity 100- 80 40 20 0 100 80 40 10 20- 15-NU-5580 15 20 25 115--555 ont 10 20 30 30 35 40 45 50 55 m/z 40 50 m/z 60 60 70 65 70 75 80 Based on the five mass spectra you have seen, describe how one might identify the [M]* peak (molecular ion peak) on the mass spectrum of an unknown compound.arrow_forwardAt what masses do the molecular ions occur? What are the percentages of each molecular ion?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
- how would i go about answering thisarrow_forwardThe highest mass peaks in the mass spectrum of Br2 occur at m/Z 158, 160, and 162. The ratio of intensities of these peaks is approximately 1:2:1. Bromine has two stable isotopes,79Br (50.7% abundance) and 81Br (49.3% abundance). question: What molecular species gives rise to each of these peaks? (Include the mass numbers of the isotopes in your answers.)arrow_forwardAt what masses do the molecular ions occur? What are the percentages of each molecular ion?arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning
Chemistry & Chemical ReactivityChemistryISBN:9781337399074Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage Learning
Chemistry & Chemical ReactivityChemistryISBN:9781133949640Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage Learning
Chemistry by OpenStax (2015-05-04)ChemistryISBN:9781938168390Author:Klaus Theopold, Richard H Langley, Paul Flowers, William R. Robinson, Mark BlaserPublisher:OpenStax
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Cengage Learning
Chemistry & Chemical Reactivity
Chemistry
ISBN:9781337399074
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:Cengage Learning
Chemistry & Chemical Reactivity
Chemistry
ISBN:9781133949640
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:Cengage Learning
Chemistry by OpenStax (2015-05-04)
Chemistry
ISBN:9781938168390
Author:Klaus Theopold, Richard H Langley, Paul Flowers, William R. Robinson, Mark Blaser
Publisher:OpenStax
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning