Organic Chemistry, Books a la Carte Edition (8th Edition)
8th Edition
ISBN: 9780134074580
Author: Bruice, Paula Yurkanis
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 13.6, Problem 14P
Primary alcohols have a strong peak at m/z = 31.
- a. What fragment is responsible for this peak?
- b. Draw the mechanism for its formation.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
Primary alcohols have a strong peak at m/z = 31. a. What fragment is responsible for this peak? b. Draw the mechanism for its formation.
a. Predict the structure of the unknown compound.
b. Explain the fragmentation pattern and identify the important fragments.
c. Show the mechanism how the fragments were identified.
Hint. the mass spectra represents a compound with the formula C7H9N
a. Predict the structure of the unknown compound.
b. Explain the fragmentation pattern and identify the important fragments.
c. Show the mechanism how the fragments were identified.
Hint. the spectra represents a compound with the formula C8H11N
Chapter 13 Solutions
Organic Chemistry, Books a la Carte Edition (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
- Q8. How would you distinguish the following molecules using IR and Mass Spectrometry? Please label at least two differences for IR and two for MS. Please draw the mechanism for the formation of fragments which can distinguish the two molecules via mass spectrometry. HOarrow_forward4. Ethyl acetate gives a base peak at m/z 43, and a peak at m/z 61. Draw the structures of the fragments that give rise to these peaks. H₂C CH3arrow_forwardthis is mass spectrum.a. Methylcyclohexaneb. 2-Methyl-pentenec. 2-methtl-2-hexanold. ethyl isobutyl ether which is each proper structure?what is each peak mean ?How molecular ion to transfer eacg fragment?arrow_forward
- 1. Which one of the given compounds is consistent with the mass spectrum below? 100 40 20 10 20 25 30 35 40 5o 55 45 60 65 70 75 m/z Courtesy of SDBS: National Institute of Advanced Industrial Science and Technology A. CH,CH,CH(CH,), В. CH,CHOHCH,CH, C. CH,CH,OCH,CH, D. CH,CH,NHCH,CH, E. CH,CH,CH,CH, Relative htensityarrow_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_forwardExplain per step. Given the MS spectra below, show the fragmentation pattern responsible for m/z values.arrow_forward
- For each compound, assign likely structures to the fragments at each m/z value, and explain how each fragment is formed. a. CgHsCH2CH2OH: peaks at m/z = 104, 91 b. CH2=C(CH)CH2CH,OH: peaks at m/z = 71, 68, 41, 31arrow_forwardI. Look at the MS/MS for paracetamol (a drug), explain the peaks seen at 134 and 110, and draw the structure for the 110 peak. Paracetamòl N-(4-hydroxyphenyliacetamide ESI+, MS/MSs Kky pan_03_c80720211368 1-38 RT: 0.00024 AV 35 N: 107ES T TMSES F ms 12.00g24 00 0 00-10.0g 100g 110.0 CH но 70 (M.H]* 162.0 16 1340 130 100arrow_forward1. Identify the fragment associated with the first peak and show a mechanism using single barbed arrow for its formation. nance-stabilied M- 201 HS Hand ormed int DIO d c-6arrow_forward
- Dibenzalacetone CDC13 11 10 7 6 4 3 2 1 ppm a. Match the hydrogens in dibenzalacetone to the signals in the spectrum. b. Does this sample also contain any benzaldehyde? c. Does this sample also contain any other impurities?arrow_forwardQ.3. The low resolution mass spectrum of 3-methyl-3-pentanol (see its structure below) shows m/z peaks at 102, 87, 84, and 73. Propose the structures of these peaks. OHarrow_forwardTRANSMITTANCEI Compound A has 4 carbons and one heteroatom (not C or H). a. Please give appropriate structure for compound A. b. Please give the reaction scheme of compound A mixed with NaOH. c. Please give the mechanism and label the direction of the equilibrium for this reaction. Compound A 4000 3000 2000 1500 1000 500 HAVENUMBERI-11arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage LearningOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
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
NMR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=SBir5wUS3Bo;License: Standard YouTube License, CC-BY