Organic Chemistry - With Access (Custom)
9th Edition
ISBN: 9781337031745
Author: McMurry
Publisher: Cengage
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 13.SE, Problem 57GP
The 1H and 13C NMR spectra of compound A, C8H9Br, are shown. Propose a structure for A, and assign peaks in the spectra to your structure.
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
LTS
Solid:
AT=Te-Ti
Trial 1
Trial 2
Trial 3
Average
ΔΗ
Mass water, g
24.096
23.976
23.975
Moles of solid, mol
0.01763
001767
0101781
Temp. change, °C
2.9°C
11700
2.0°C
Heat of reaction, J
-292.37J -170.473
-193.26J
AH, kJ/mole
16.58K 9.647 kJ 10.85 kr
16.58K59.64701
KJ
mol
12.35k
Minimum AS,
J/mol K
41.582
mol-k
Remember: q = mCsAT (m = mass of water, Cs=4.184J/g°C) & qsin =-qrxn &
Show your calculations for:
AH in J and then in kJ/mole for Trial 1:
qa (24.0969)(4.1845/g) (-2.9°C)=-292.37J
qsin =
qrxn =
292.35 292.37J
AH in J = 292.375 0.2923kJ
0.01763m01
=1.65×107
AH in kJ/mol =
=
16.58K
0.01763mol
mol
qrx
Minimum AS in J/mol K (Hint: use the average initial temperature of the three trials, con
Kelvin.)
AS=AHIT
(1.65×10(9.64×103) + (1.0
Jimai
For the compound: C8H17NO2
Use the following information to come up with a plausible structure:
8
This compound has "carboxylic acid amide" and ether functional groups.
The peaks at 1.2ppm are two signals that are overlapping one another.
One of the two signals is a doublet that represents 6 hydrogens; the
other signal is a quartet that represents 3 hydrogens.
Vnk the elements or compounds in the table below in decreasing order of their boiling points. That is, choose 1 next to the substance with the highest bolling
point, choose 2 next to the substance with the next highest boiling point, and so on.
substance
C
D
chemical symbol,
chemical formula
or Lewis structure.
CH,-N-CH,
CH,
H
H 10: H
C-C-H
H H H
Cale
H 10:
H-C-C-N-CH,
Bri
CH,
boiling point
(C)
Сен
(C) B
(Choose
Chapter 13 Solutions
Organic Chemistry - With Access (Custom)
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
- Please help me find the 1/Time, Log [I^-] Log [S2O8^2-], Log(time) on the data table. With calculation steps. And the average for runs 1a-1b. Please help me thanks in advance. Will up vote!arrow_forwardQ1: Answer the questions for the reaction below: ..!! Br OH a) Predict the product(s) of the reaction. b) Is the substrate optically active? Are the product(s) optically active as a mix? c) Draw the curved arrow mechanism for the reaction. d) What happens to the SN1 reaction rate in each of these instances: 1. Change the substrate to Br "CI 2. Change the substrate to 3. Change the solvent from 100% CH3CH2OH to 10% CH3CH2OH + 90% DMF 4. Increase the substrate concentration by 3-fold.arrow_forwardExperiment 27 hates & Mechanisms of Reations Method I visual Clock Reaction A. Concentration effects on reaction Rates Iodine Run [I] mol/L [S₂082] | Time mo/L (SCC) 0.04 54.7 Log 1/ Time Temp Log [ ] 13,20] (time) / [I] 199 20.06 23.0 30.04 0.04 0.04 80.0 22.8 45 40.02 0.04 79.0 21.6 50.08 0.03 51.0 22.4 60-080-02 95.0 23.4 7 0.08 0-01 1970 23.4 8 0.08 0.04 16.1 22.6arrow_forward
- (15 pts) Consider the molecule B2H6. Generate a molecular orbital diagram but this time using a different approach that draws on your knowledge and ability to put concepts together. First use VSEPR or some other method to make sure you know the ground state structure of the molecule. Next, generate an MO diagram for BH2. Sketch the highest occupied and lowest unoccupied MOs of the BH2 fragment. These are called frontier orbitals. Now use these frontier orbitals as your basis set for producing LGO's for B2H6. Since the BH2 frontier orbitals become the LGOS, you will have to think about what is in the middle of the molecule and treat its basis as well. Do you arrive at the same qualitative MO diagram as is discussed in the book? Sketch the new highest occupied and lowest unoccupied MOs for the molecule (B2H6).arrow_forwardQ8: Propose an efficient synthesis of cyclopentene from cyclopentane.arrow_forwardQ7: Use compound A-D, design two different ways to synthesize E. Which way is preferred? Please explain. CH3I ONa NaOCH 3 A B C D E OCH3arrow_forward
- Predict major product(s) for the following reactions. Note the mechanism(s) of the reactions (SN1, E1, SN2 or E2).arrow_forward(10 pts) The density of metallic copper is 8.92 g cm³. The structure of this metal is cubic close-packed. What is the atomic radius of copper in copper metal?arrow_forwardPredict major product(s) for the following reactions. Note the mechanism(s) of the reactions (SN1, E1, SN2 or E2).arrow_forward
- Predict major product(s) for the following reactions. Note the mechanism(s) of the reactions (SN1, E1, SN2 or E2).arrow_forwardQ3: Rank the following compounds in increasing reactivity of E1 and E2 eliminations, respectively. Br ca. go do A CI CI B C CI Darrow_forwardQ5: Predict major product(s) for the following reactions. Note the mechanism(s) of the reactions (SN1, E1, SN2 or E2). H₂O דיי "Br KN3 CH3CH2OH NaNH2 NH3 Page 3 of 6 Chem 0310 Organic Chemistry 1 HW Problem Sets CI Br excess NaOCH 3 CH3OH Br KOC(CH3)3 DuckDuckGarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Coenzymes and cofactors; Author: CH15 SWAYAM Prabha IIT Madras;https://www.youtube.com/watch?v=bubY2Nm7hVM;License: Standard YouTube License, CC-BY
Aromaticity and Huckel's Rule; Author: Professor Dave Explains;https://www.youtube.com/watch?v=7-BguH4_WBQ;License: Standard Youtube License