ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL
8th Edition
ISBN: 9780134595450
Author: Bruice
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 13.14, Problem 22P
Which occur at a larger wavenumber:
- a. the C — O stretch of phenol or the C—O stretch of cyclohexanol?
- b. the C=O stretch of a
ketone or the C=O stretch of an amide? - c. the C—N stretch of cyclohexylamine or the C—N stretch of aniline?
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
Which occurs at a larger wavenumber:
a. the C - O stretch of phenol or the C - O stretch of cyclohexanol? b. the C - O stretch of a ketone or the C - O stretch of an amide? c. the C - N stretch of cyclohexylamine or the C - N stretch of aniline?
How many peaks in the H-NMR spectrum of cyclobutanol?
Which occurs at a larger wavenumber:
1. a C=C stretch or a C=C stretch? 3. a C-N stretch or a C=N stretch?
2. a C-H stretch or a C-H bend? 4. a C=O stretch or a C-O stretch?
Chapter 13 Solutions
ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL
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
- 3. What peaks would you expect to find for t-butyl amine vs. diethyl amine vs. n-butyl amine in the Infrared spectrum?arrow_forwardWhat would distinguish the mass spectrum of 2,2-dimethylpropane from those of 2- methylbutane and n-pentane? A. molecular ion peak at 72 B. base peak at 15 C. base peak at 27 D. base peak at 43 E. base peak at 57arrow_forwardIsopentyl Acetate (Banana Oil)- IR Spectrum I need help in assigning the following IR peaks: alkane C–H stretch, C=O stretch, alkane CH2 bend, and C–O stretch. Thanks.arrow_forward
- Determine whether each of the IR spectra given is consistent with the structure of an 50 A.Alcohol B. ketone C.Aldehyde D.carboxylic acid E. primary amine, F.secondary amine. D 4000 3000 2008 HAVENUMERI 1500 1000 تسلام $30arrow_forwardThe IR spectra for acetaminophen and phenacetin are shown below. a. Identify which spectrum is for acetaminophen and which is for phenacetin. b. Label the key bond/functional group signals on each spectrum. (e.g. N-H, C=O, O-H, C=C, C(sp3-H, C(sp³)–H) OH fou acetaminophen phenacetin 100.0 90 80 70 60 50 40 30 20 10 0.0 40000 3000 2000 1500 1000 4000 čm-1 LOD 4000 3000 2000 1500 1000 500 3305.35- 6891 1228.63- 117185 107.83-arrow_forwardWhich shows an absorption band at a larger wavenumber: a carbonyl group bonded to an sp3 carbon or a carbonyl group bonded to an sp2 carbon of an alkene?arrow_forward
- 6. Predict the numbers of signals, integration ratios, and splitting pattems of the following compounds in the 'H-NMR and "C-NMR spectra. (12 pts) Compounds 'H-NMR BC-NMR CH, CHOCH,CCH, CH, Br b) c)arrow_forwardWhich region (A or B) will Ethanol appear in the NMR spectrum and which region (A or B) will Ethanal (2- carbon aldehyde or acetaldehyde ) appear in the NMR spectrum ? Explain your answerarrow_forwardIs the following IR spectra a acetone, benzaldehyde, or dibenzalacetone?arrow_forward
- how many cross peaks would we see in HSQC spectrum of cyclohexanone ?arrow_forwardIn a 300 - MHz spectrometer, the protons in iodomethane absorb at a position 650 Hz downfield from TMS a. What is the chemical shift of these protons ? b. What is the chemical shift of the iodomethane protons in a 60- MHz spectrometer? c. How many Hertz downfield from TMS would they absorb at 60 MHz?arrow_forward18. Match each of the two structures, 3-pentanone and 3-methyl-2-butanone, to its corresponding mass spectrum. A a to c and b to d В a to d and b to carrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage LearningChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill EducationPrinciples of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill EducationChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningElementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY
NMR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=SBir5wUS3Bo;License: Standard YouTube License, CC-BY