ORGANIC CHEMISTRY W/OWL
9th Edition
ISBN: 9781305717527
Author: McMurry
Publisher: CENGAGE C
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 13.SE, Problem 31AP
When measured on a spectrometer operating at 200 MHz, chloroform (CHCl3) shows a single sharp absorption at 7.3 δ.
(a) How many parts per million downfield from TMS does chloroform absorb?
(b) How many hertz downfield from TMS would chloroform absorb if the measurement were carried out on a spectrometer operating at 360 MHz?
(c) What would be the position of the chloroform absorption in δ units when measured on a 360 MHz spectrometer?
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
How to do the mechanism drawn for the reaction
Please provide the mechanism for this reaciton
Question 5: Name the following compound in two ways
using side chain and using prefix amine (Common name
and IUPAC name both)
CH3NH2
CH3CH2NHCH3
CH₂CH₂N(CH3)2
Draw the structure of diethyl methyl amine
Question 6. Write the balanced combustion reaction
for:
a. Hexane
b. Propyne
c. 2-pentene
Question 7: Write the following electrophilic
substitution reactions of benzene:
Hint: Use notes if you get confused
a. Halogenation reaction:
b. Nitration reaction :
c. Sulphonation reaction:
d. Alkylation reaction:
e. Aceylation reaction:
Chapter 13 Solutions
ORGANIC CHEMISTRY W/OWL
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
- Question 4. Name the following structures ○ CH3-C-N-H H CH3CH2-C-N-H H CH3CH2-C-N-CH3 Harrow_forwardA. Add Water to below compound which 2-methyl 2-butene (addition Reaction) H₂C CH₂ CH, + H₂O-> ? Major product? Minor product? B. Add Bromine to the compound which 2-methyl 2-butene (addition Reaction) CH₂ CH₂ + Br₂→ ? Major product and Minor product both are same in this? C. Add Hydrogen Bromide to the compound which 2-methyl 2-butene (addition Reaction) H,C CH₂ CH₂ + HBr Major product? Minor product? D. Add Hydrogen to the compound which 2-methyl 2-butene (addition Reaction) CH₂ CH₂ + H₂ Major product and Minor product both are same in this?arrow_forward36) Complete the following multi-step reactions showing applications of enolate ions arising from ketones, esters, malonic ester, and keto ester, etc. (30 pts) (1) A NaOH, H₂O+ heat A NaOEt EtO OEt (11) EOH, H+ H. B LDA, H₂O+ -78°C B (i) NaOMe, Et-Br (ii) H₂O+, heat EtOOC (III) COOEt B A (i) NaOEt LiAlH 4-bromo-2-butene H₂O+ (ii) H3O+, heat Write the mechanism for Aldol Condensation (I A or B), and Claisen Condensation (II A).arrow_forward
- 31) Complete two sets of reactions involving (R)-4-methyl-pent-2-ol producing racemic mixture of tertiary alcohols (D) and ketone derivative (C). Illustrate the mechanism of B and C or D. (25 pts) O OH 0 K2Cr2O7 Ph-CH2-Br, Mg, H2SO4 THF, H3O* (A) (D) Racemic mixture TsCl, Py (B) KCN, DMSO Ph-CH2-Br, Mg, THF, H3O+ (C) Mechanism for reactions B and C:arrow_forwardManoharan Mariappan, Ph.D., Dept. of Natur. Sci., NFC, Tallahassee, FL 33) Synthesize the aromatic compound containing para-substituted carbonyl compound starting from benzene. Illustrate the mechanism for reaction A. 1) NU (25 pts) A FeCl B (i) HNO3, H2SO4 (II) Sn, HCl(aq) NH₂ NO₂-D NH₂ (i) MeCO2Me, heat C (ii) K2Cr2O7/H2SO4 D (ii) SOCl2 (iii) 2 Et-NH2 Mechanism for reaction for the nitration of alkyl benzene (B-i): Characterize the product compound arising from the reaction D by IR and IH NMR spectral data: IR data (cm): 'H NMR data: Draw the structure and assign the chemical shift with the spin-splitting.arrow_forwardWrite structural formulas for the major products by doing addition reactions 1. You must add H2 as Pt is catalyst it does not take part in reactions only speed up the process H₂ CH2=CH-CH3 Pt 2. Add HCI break it into H and Cl CH3 HCI 3. Add Br2 only CC14 is catalyst CH3-CH=CH2 B12 CCl4 4. Add water to this and draw major product, H2SO4 is catalyst you have add water H20 in both the reaction below H₂SO4 CH3-CH=CH2 CH3 H2SO4/H₂O CH3-C=CH2 reflux ?arrow_forward
- Plan the synthesis of the following compound using the starting material provided and any other reagents needed as long as carbon based reagents have 3 carbons or less. Either the retrosynthesis or the forward synthesis (mechanisms are not required but will be graded if provided) will be accepted if all necessary reagents and intermediates are shown (solvents and temperature requirements are not needed unless specifically involved in the reaction, i.e. DMSO in the Swern oxidation or heat in the KMnO4 oxidation). H Harrow_forwardHint These are benzene substitution reactions. ALCI3 and UV light are catalyst no part in reactions and triangle A means heating. A. Add ethyl for Et in benzene ring alkylation reaction EtCl = CH3CH2CL 1) EtC1 / AlCl3 / A ? B: Add Br to benzene ring ( substitution) 2) Br₂ / uv light ? C Add (CH3)2 CHCH2 in benzene ring ( substitution) (CH3)2CHCH,C1 / AICI, ?arrow_forwardDraw the mechanism to make the alcohol 2-hexanol. Draw the Mechanism to make the alcohol 1-hexanol.arrow_forward
- Draw the mechanism for the formation of diol by starting with 1-pentanal in... basic conditions then acidic conditions then draw the mechanism for the formation of a carboxylic acid from your product.arrow_forwardIdentify each chiral carbon as either R or S. Identify the overall carbohydrates as L or Darrow_forwardEthers can be formed via acid-catalyzed acetal formation. Draw the mechanism for the molecule below and ethanol.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Principles of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher: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
NMR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=SBir5wUS3Bo;License: Standard YouTube License, CC-BY