
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 13.SE, Problem 35AP
The following compounds all show a single line in their 1H NMR spectra. List them in order of expected increasing chemical shift: CH4, CH2Cl2, cyclohexane, CH3COCH3, H2C=CH2, benzene
Expert Solution & Answer

Trending nowThis is a popular solution!

Students have asked these similar questions
Which of the following is 3-ethyl-2-methylpentane?
х
Can you please help me with this problem and explain it step by step? I'm so confused about it
2. Identify the reagents you would need to achieve the following. You may need to consider
using a protecting group.
HO
1.
2.
3.
4.
5.
OH
Br
HO
Chapter 13 Solutions
Organic Chemistry
Ch. 13.1 - Prob. 1PCh. 13.1 - Prob. 2PCh. 13.2 - Prob. 3PCh. 13.3 - The following 1H NMR peaks were recorded on a...Ch. 13.3 - When the 1Η NMR spectrum of acetone, CH3COCH3, is...Ch. 13.4 - Each of the following compounds has a single 1H...Ch. 13.4 - Identify the different types of protons in the...Ch. 13.5 - How many peaks would you expect in the 1H NMR...Ch. 13.6 - Predict the splitting patterns you would expect...Ch. 13.6 - Draw structures for compounds that meet the...
Ch. 13.6 - The integrated 1H NMR spectrum of a compound of...Ch. 13.7 - Identify the indicated sets of protons as...Ch. 13.7 - How many kinds of electronically nonequivalent...Ch. 13.7 - How many absorptions would you expect (S)-malate,...Ch. 13.8 - 3-Bromo-1-phenyl-1-propene shows a complex NMR...Ch. 13.9 - How could you use 1H NMR to determine the...Ch. 13.11 - Prob. 17PCh. 13.11 - Propose structures for compounds that fit the...Ch. 13.11 - Prob. 19PCh. 13.12 - Prob. 20PCh. 13.12 - Prob. 21PCh. 13.12 - Prob. 22PCh. 13.13 - Prob. 23PCh. 13.SE - Into how many peaks would you expect the 1H NMR...Ch. 13.SE - How many absorptions would you expect the...Ch. 13.SE - Sketch what you might expect the 1H and 13C NMR...Ch. 13.SE - How many electronically nonequivalent kinds of...Ch. 13.SE - Identify the indicated protons in the following...Ch. 13.SE - Prob. 29APCh. 13.SE - Prob. 30APCh. 13.SE - When measured on a spectrometer operating at 200...Ch. 13.SE - Prob. 32APCh. 13.SE - Prob. 33APCh. 13.SE - How many types of nonequivalent protons are...Ch. 13.SE - The following compounds all show a single line in...Ch. 13.SE - Prob. 36APCh. 13.SE - Propose structures for compounds with the...Ch. 13.SE - Predict the splitting pattern for each kind of...Ch. 13.SE - Predict the splitting pattern for each kind of...Ch. 13.SE - Identify the indicated sets of protons as...Ch. 13.SE - Identify the indicated sets of protons as...Ch. 13.SE - The acid-catalyzed dehydration of...Ch. 13.SE - How could you use 1H NMR to distinguish between...Ch. 13.SE - Propose structures for compounds that fit the...Ch. 13.SE - Propose structures for the two compounds whose 1H...Ch. 13.SE - Prob. 46APCh. 13.SE - How many absorptions would you expect to observe...Ch. 13.SE - Prob. 48APCh. 13.SE - How could you use 1H and 13C NMR to help...Ch. 13.SE - How could you use 1H NMR, 13C NMR, and IR...Ch. 13.SE - Assign as many resonances as you can to specific...Ch. 13.SE - Assume that you have a compound with the formula...Ch. 13.SE - The compound whose 1H NMR spectrum is shown has...Ch. 13.SE - The compound whose 1H NMR spectrum is shown has...Ch. 13.SE - Propose structures for compounds that fit the...Ch. 13.SE - Long-range coupling between protons more than two...Ch. 13.SE - The 1H and 13C NMR spectra of compound A, C8H9Br,...Ch. 13.SE - Propose structures for the three compounds whose...Ch. 13.SE - The mass spectrum and 13C NMR spectrum of a...Ch. 13.SE - Compound A, a hydrocarbon with M+=96 in its mass...Ch. 13.SE - Propose a structure for compound C, which has...Ch. 13.SE - Prob. 62GPCh. 13.SE - Propose a structure for compound E, C7H12O2, which...Ch. 13.SE - Compound F, a hydrocarbon with M+=96 in its mass...Ch. 13.SE - 3-Methyl-2-butanol has five signals in its 13C NMR...Ch. 13.SE - A 13C NMR spectrum of commercially available...Ch. 13.SE - Carboxylic acids (RCO2H) react with alcohols (ROH)...Ch. 13.SE - Prob. 68GPCh. 13.SE - The proton NMR spectrum is shown for a compound...Ch. 13.SE - The proton NMR spectrum of a compound with the...Ch. 13.SE - The proton NMR spectrum is shown for a compound...
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
- BeF2 exists as a linear molecule. Which kind of hybrid orbitals does Be use in this compound? Use Orbital Diagrams to show how the orbitals are formed. (6)arrow_forwardPlease answer the questions and provide detailed explanations as well as a drawing to show the signals in the molecule.arrow_forwardPropose an efficient synthesis for the following transformation: EN The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagents in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. A. t-BuOK B. Na2Cr2O7, H2SO4, H2O C. NBS, heat F. NaCN D. MeOH E. NaOH G. MeONa H. H2O I. 1) O3; 2) DMSarrow_forward
- Stereochemistry Identifying the enantiomer of a simple organic molecule 1/5 Check the box under each structure in the table that is an enantiomer of the molecule shown below. If none of them are, check the none of t above box under the table. Br ま HO H 0 Molecule 1 Molecule 2 Molecule 3 OH H Br H H" Br OH Br Molecule 4 Br H OH + + OH Molecule 5 Br H OH none of the above Molecule 6 Br H... OHarrow_forwardPlease answer the questions and provide detailed explanations.arrow_forwardQuestion 16 0/1 pts Choose the correct option for the following cycloaddition reaction. C CF3 CF3 CF3 CF3 The reaction is suprafacial/surafacial and forbidden The reaction is antarafacial/antarafacial and forbidden The reaction is antarafacial/antarafacial and allowed The reaction is suprafacial/surafacial and allowedarrow_forward
- 1. Give the structures of the products obtained when the following are heated. Include stereochemistry where relevant. A NO2 + NO2 B + C N=C CEN + { 2. Which compounds would you heat together in order to synthesize the following?arrow_forwardExplain how myo-inositol is different from D-chiro-inositol. use scholarly sources and please hyperlink.arrow_forwardWhat is the molarisuty of a 0.396 m glucose solution if its density is 1.16 g/mL? MM glucose 180.2 /mol.arrow_forward
- Provide the proper IUPAC or common name for the following compound. Dashes, commas, and spaces must be used correctly. Br ......Im OHarrow_forwardCan you please help me solve this problems. The top one is just drawing out the skeletal correct and then the bottom one is just very confusing to me and its quite small in the images. Can you enlarge it and explain it to me please. Thank You much (ME EX1) Prblm #33arrow_forwardI'm trying to memorize VESPR Shapes to solve problems like those. I need help making circles like the second image in blue or using an x- and y-axis plane to memorize these and solve those types of problems, especially the ones given in the top/first image (180, 120, 109.5). Can you help me with this? or is their any other efficient method do soarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningOrganic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
- Principles of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning

Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning


Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning

Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
NMR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=SBir5wUS3Bo;License: Standard YouTube License, CC-BY