Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Question
Chapter 13, Problem 58P
(a)
Interpretation Introduction
Interpretation:
The compound should be identified from the given spectral data.
(b)
Interpretation Introduction
Interpretation:
The mechanism for the formation of peak at
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
The mass spectrum for a compound with molecular weight of 102 is shown below. Its IR spectrum has a broad, strong absorption at 3600 cm–1 and a medium absorption at 1360 cm–1.
a. Identify the compound.
b. Show the mechanism for formation of the peak at m/z = 84.
The infiared spectrum of a compound contains a strong absorption at 1702 cm-1. The mass spectrum of the
compound is shown below. What is the structure of the compound?
100
10
50
70
m/z
80
100
110
120
Relative Intensity
Which of the following molecules matches the given data?
(Note: All the molecules have a M+ = m/z 102)
C5H10O2
base peak = m/z 43
Chapter 13 Solutions
Organic Chemistry (8th Edition)
Ch. 13.1 - Which of the following fragments produced in a...Ch. 13.2 - What distinguishes the mass spectrum of...Ch. 13.2 - What is the most likely m/z value for the base...Ch. 13.3 - Prob. 5PCh. 13.3 - a. Suggest possible molecular formulas for a...Ch. 13.3 - If a compound has a molecular ion with an...Ch. 13.3 - Identify the hydrocarbon that has a molecular ion...Ch. 13.4 - Predict the relative intensities of the molecular...Ch. 13.5 - Which molecular formula has an exact molecular...Ch. 13.5 - Prob. 11P
Ch. 13.6 - Sketch the mass spectrum expected for...Ch. 13.6 - The mass spectra of 1-methoxybutane,...Ch. 13.6 - Primary alcohols have a strong peak at m/z = 31....Ch. 13.6 - Identify the ketones responsible for the mass...Ch. 13.6 - Prob. 16PCh. 13.6 - Using curved arrows, show the principal fragments...Ch. 13.6 - The reaction of (Z)-2-pentene with water and a...Ch. 13.9 - a. Which is higher in energy: electromagnetic...Ch. 13.9 - Prob. 20PCh. 13.13 - Prob. 21PCh. 13.14 - Which occur at a larger wavenumber: a. the C O...Ch. 13.14 - Prob. 23PCh. 13.14 - Prob. 24PCh. 13.14 - Rank the following compounds from highest...Ch. 13.14 - Which shows an O H stretch at a larger...Ch. 13.16 - Prob. 27PCh. 13.16 - a. An oxygen-containing compound shows an...Ch. 13.16 - Prob. 29PCh. 13.16 - For each of the following pair of compounds, name...Ch. 13.17 - Which of the following compounds has a vibration...Ch. 13.17 - Prob. 32PCh. 13.18 - A compound with molecular formula C4H6O gives the...Ch. 13.20 - Prob. 34PCh. 13.20 - Prob. 35PCh. 13.21 - Predict the max of the following compound:Ch. 13.21 - Prob. 37PCh. 13.23 - a. At pH = 7 one of the ions shown here is purple...Ch. 13.23 - Prob. 39PCh. 13.23 - Prob. 40PCh. 13 - In the mass spectrum of the following compounds,...Ch. 13 - Prob. 42PCh. 13 - Draw structures for a saturated hydrocarbon that...Ch. 13 - Rank the following compounds in order of...Ch. 13 - For each of the following pairs of compounds,...Ch. 13 - a. How could you use IR spectroscopy to determine...Ch. 13 - Assuming that the force constant is approximately...Ch. 13 - Norlutin and Enovid are ketones that suppress so...Ch. 13 - In the following boxes, list the types of bonds...Ch. 13 - A mass spectrum shows significant peaks at m/z. =...Ch. 13 - Prob. 51PCh. 13 - Prob. 52PCh. 13 - Prob. 53PCh. 13 - The IR spectrum of a compound with molecular...Ch. 13 - Rank the following compounds from highest...Ch. 13 - Rank the following compounds from highest...Ch. 13 - What peaks in their mass spectra can be used to...Ch. 13 - Prob. 58PCh. 13 - Which one of the following five compounds produced...Ch. 13 - Prob. 60PCh. 13 - Each of the IR spectra shown below is accompanied...Ch. 13 - Prob. 62PCh. 13 - Prob. 63PCh. 13 - How can IR spectroscopy distinguish between...Ch. 13 - Prob. 65PCh. 13 - Prob. 66PCh. 13 - Give approximate wavenumbers for the major...Ch. 13 - Prob. 68PCh. 13 - Which one of the following live compounds produced...Ch. 13 - Phenolphthalein is an acid-base indicator. In...Ch. 13 - Prob. 71PCh. 13 - How can you use UV spectroscopy to distinguish...Ch. 13 - Prob. 73PCh. 13 - The IR and mass spectra for three different...
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
- The mass spectrum and 13C NMR spectrum of a hydrocarbon are shown. Propose a structure for this hydrocarbon, and explain the spectral data.arrow_forwardB. MASS SPECTRUM Identify the following from the low resolution mass spectrum of the unknown compound: 100 Relative intensity LT. 80 80 60 40 20 Base peak 0 20 Molecular lon peak 40 Mass Spectrum of Compound P 121 152 60 C. DOUBLE BOND EQUIVALENTS Calculate the DBE of the unknown compound. m/z This information indicates, for example, the presence of 100 Mass spectrum of the compound. 120 140 160 a + xarrow_forwardA low-resolution mass spectrum of 2-methyl-2-butanol (MW 88) shows 16 peaks. The molecular ion is absent. Account for the formation of peaks at m/z 73, 70, 59, and 55 and propose a structural formula for each cation.arrow_forward
- 30. A compound (C7H₁40) has a strong IR absorption at 1715cm¹. The ¹HNMR spectrum has two signals at d 1.10 (doublet) and d 2.77 (multiplet), ratio 6:1. The 13CNMR spectrum shows three lines at d 218, 39, and 18. Which one of the following structures best fits with this spectroscopic data? Not.e: d means delta C B A D О С CHOarrow_forwardThe two mass spectra below correspond to two isomers of C4H10O: 1-butanol and 2-butanol. Match the spectrum with the appropriate compound. Place the m/z ratio and the structures for the labeled fragments in the table below. 100 Compound 00 2 GO 40 - 1 20 - 10 20 30 40 50 60 70 80 90 100 m/ 7 100 Compound 3 80 60 40 20 0 TH 10 15 20 25 30 35 40 45 50 55 60 65 70 75 m/z Fragment 1 Fragment 2 Fragment 3 Fragment 4 m/z Fragment Relative Intensity Re-ative Intersityarrow_forwardThe three compounds hexane, 2-methylpentane, and 3-methylpentane correspond to the three mass spectra shown. Match each compound with the spectrum that best fits its structure on the basis of the fragmentation patterns. 100 MS Draw the structure corresponding to spectrum A. Select Draw Rings More Ful 50 C 0 20 40 60 100 A mlz 100 MS Lul 50- 0 0 20 40 60 B m/z 100 MS 50 d 0 20 40 60 80 100 m/z Draw the structure corresponding to spectrum B. Select Draw Rings More C Relative abundance ( 80 80 100 Erase Erase C Q2 Q Draw the structure corresponding to spectrum C. Select Draw Rings More C ✓ Erasearrow_forward
- CH3 c=C H3C H.arrow_forwardCalculate the HDI of each FM and propose 2structures for two molecules that are isomers.Specify what the indicated absorption (s) shouldbe to.a.C7H15NO with strong absorptions in 3400, 3270and 1670, 1390, and 1370 cm-1b. C6H10O with absorptions in 2065 (m), 1685 (f),1650 (m) and 970 (f) cm-1c. C9H12O, with absorptions in 1600 and 1500 and1245 cm-1.arrow_forwardThe mass spectrum of 1-ethyl-1-methylcyclohexane shows many fragments, with two in very large abundance. Kne appears af m/z=111 and the other appears at m/z=97. Identify the structure of each of these fragments.arrow_forward
- 4. Explain the fragmentation mode of the following compound which results an intense peak in the mass spectrum at m/z = 58. Me H Me Me Me Mearrow_forwardFollowing are proton decoupled 13C NMR spectra for three isomeric alcohols with the formula CAH100. A DEPT analysis yields the multiplicities shown: s=-singlet, d=doublet, t=triplet, q=quartet. Identify the alcohol responsible for each spectrum and assign each peak to an appropriate carbon atom or atoms. q A d. CDCI3 (solvent) TMS CDCI3 (solvent) TMS 190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10 190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10 O 8. B b. CDCI3 (solvent) TMS 190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10arrow_forwardA compound used as a moth repellant has three molecular ion peaks at m/z = 146 (100%), 148 (65%) & 150 (10%) amu in its mass spectrum. A pair of smaller peaks are seen at m/z= 111 (34%) & 113 (11%). The infrared spectrum shows sharp absorption just above 3000 cm^-1 region, and also at 1480 cm^-1. The ^1 H nmr shows a single sharp signal at delta = 7.2 ppm, and the ^13 C nmr has two signals (delta = 133 & 130 ppm).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 ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Macroscale and Microscale Organic ExperimentsChemistryISBN:9781305577190Author:Kenneth L. Williamson, Katherine M. MastersPublisher:Brooks Cole
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
Macroscale and Microscale Organic Experiments
Chemistry
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Brooks Cole
NMR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=SBir5wUS3Bo;License: Standard YouTube License, CC-BY