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 13.8, Problem 15P
3-Bromo-1-phenyl-1-propene shows a complex NMR spectrum in which the vinylic proton at C2 is coupled with both the C1 vinylic proton (J = 16 Hz) and the C3 methylene protons (J = 8 Hz). Draw a tree diagram for the C2 proton signal, and account for the fact that a five-line multiplet is observed.
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
Hi!!
Please provide a solution that is handwritten.
this is an inorganic chemistry question please answer accordindly!!
its just one question with parts JUST ONE QUESTION, please answer EACH part PART A AND PART B!!!!! till the end and dont just provide wordy explanations wherever asked for structures, please DRAW DRAW them on a paper and post clearly!! answer the full question with all details EACH PART CLEARLY please thanks!!
im reposting this please solve all parts and drawit not just word explanations!!
Hi!!
Please provide a solution that is handwritten.
this is an inorganic chemistry question please answer accordindly!!
its just one question with parts JUST ONE QUESTION, please answer EACH part till the end and dont just provide wordy explanations wherever asked for structures, please DRAW DRAW them on a paper and post clearly!! answer the full question with all details EACH PART CLEARLY please thanks!!
im reposting this please solve all parts and drawit not just word explanations!!
8b. Explain, using key intermediates, why the above two products are formed instead of the 1,2-and 1,4- products
shown in the reaction below.
CI
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
- (5pts) Provide the complete arrow pushing mechanism for the chemical transformation depicted below Use proper curved arrow notation that explicitly illustrates all bonds being broken, and all bonds formed in the transformation. Also, be sure to include all lone pairs and formal charges on all atoms involved in the flow of electrons. CH3O H I I CH3O-H H I ① Harrow_forward6. Draw the products) formed from the following reactions. (a) HIarrow_forwardDon't used Ai solutionarrow_forward
- Please correct answer and don't used hand raitingarrow_forward1. For each of the following, predict the products of the reaction by writing a balance net ionic equation for each. If no reaction is expected, then write NO REACTION. (a) AgNO3 (aq) is mixed with Na2CO3 (aq). (b) An aqueous solution of ammonium sulfate is added to an aqueous solution of calcium chloride. (c) RbI (aq) is added to Pb(NO3)2 (aq). (d) NaCl (s) is added to AgNO3 (aq).arrow_forward4. Determine the amount in grams of AgCl (s) formed when 2.580 g AgNO3(s) is added to 45.00 mL of a 0.1250 M CrCl3 (aq) (The other product is aqueous chromium (III) nitrate) 5. Determine the amount (in grams) of Cobalt (II) phosphate formed when an aqueous solution of 30.0 ml of 0.450 M Sodium Phosphate is mixed with 20.0 mL of 0.500 M aqueous solution of cobalt (II) nitrate. (The other product is aqueous sodium nitrate)arrow_forward
- 7. Consider the following reaction that describes the dissolution of copper metal in nitric acid: Cu (s) + 4 HNO3 (aq) → Cu(NO3)2 (aq) + 2 H₂O (1) + 2 NO2 (g) How many mL of 3.50 M HNO3 (aq) are required to dissolve 20.00 g Cu?arrow_forwardPlease correct answer and don't used hand raitingarrow_forwardDon't used Ai solutionarrow_forward
- 3. An unknown element, X, combines with chlorine to give a substance with the formula XC14. A chlorine analysis of the substance indicates that it contains 83.47% chlorine by mass. What element is X and what is the formula of this compound? (Hint: to identify an element or compound, identify its molar mass. Remember that Molar Mass = (grams A)/(moles A). Solve for each individually and then divide them to find molar mass.)arrow_forward1. When hydrogen sulfide (H2S, MM = 34.08 g/mol) gas is bubbled into a solution of sodium hydroxide (NaOH, 40.00 g/mol), sodium sulfide (Na2S, 78.04 g/mol) and water (18.02 g/mol) are produced according to the balanced chemical equation shown below? H2S 2 NaOH --> Na2S 2 H₂O (a) Assuming the reaction goes to completion, how many grams of sodium sulfide are formed if 2.50g of hydrogen sulfide is bubbled into a solution containing 1.85g of NaOH? (20 pts) (b) Which reactant and how much of it remains after the reaction has been completed? (15 pts) (c) If only 0.400g of sodium sulfide was recovered, what is the percent yield of this reaction (5 pts)arrow_forwardThe organic compound MTBE (methyltertiarybutylether) is used as a fuel additive that allows gasoline to burn more cleanly thus leading to a reduction in pollution. Recently, however, MTBE has been found in the drinking water of a number of communities. As a result several states are phasing out the use of MTBE as a fuel additive. A combustion experiment using 10.00 g of MTBE was found to produce 24.97g of CO2 and 12.26 g of H2O. (a) What is the empirical formula of MTBE assuming it contains C, H, and O only? (b) The molar mass of MTBE was experimentally determined to be 88.1 g/mol. Using this information what is the molecular formula of MTBEarrow_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 LearningPrinciples of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
NMR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=SBir5wUS3Bo;License: Standard YouTube License, CC-BY