
Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th
9th Edition
ISBN: 9781305082144
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 14.SE, Problem 24MP
Interpretation Introduction
Interpretation:
The structure of the Diels-Alder adduct formed in the reaction between Danishfsky’s diene with acrolein a mechanism that accounts for the formation of final products is to be given.
Concept introduction:
In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state.
To give:
The structure of the Diels-Alder adduct formed in the reaction between Danishfsky’s diene and acrolein with a mechanism that accounts for the formation of final products.
Expert Solution & Answer

Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Heparin is used as an anti-coagulant. A risk of heparin use is thrombocytopenia, or low platelet
count. This risk is minimized with the use of low molecular weight heparins (LMWH), therefore it is
desirable to separate LMWH from higher molecular weight heparins. The method of choice to do
this is molecular exclusion chromatography. Below is a chromatogram from a molecular exclusion
chromatographic run. Peaks ranging from A to J are clearly distinguishable. The heparin mixture
that was analyzed had anywhere from 6 to 30 repeat units of monomer (where the heparin with 30
repeat units would be roughly five times the size of the heparin with six repeat units).
a. Which letter most likely represents the peak with 6 repeat units given these heparin polymers
were separated with molecular exclusion chromatography?
b. Explain your reasoning describing the mechanism of retention in molecular exclusion
chromatography.
100
80
60
60
Relative Abundance
40
40
E
GH
20
20
B
A
36 38 40 42 44 46 48 50
50…
HELP NOW PLEASE ! URGENT!
HELP NOW PLEASE ! URGENT!
Chapter 14 Solutions
Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th
Ch. 14.1 - Prob. 1PCh. 14.2 - Give the structures of both 1, 2 and 1, 4 adducts...Ch. 14.2 - Prob. 3PCh. 14.2 - Give the structures of both 1, 2 and 1, 4 adducts...Ch. 14.3 - Prob. 5PCh. 14.3 - Prob. 6PCh. 14.5 - Predict the product of the following Diels–Alder...Ch. 14.5 - Prob. 8PCh. 14.5 - Which of the following dienes have an s-cis...Ch. 14.5 - Predict the product of the following Diels–Alder...
Ch. 14.6 - Prob. 11PCh. 14.6 - Prob. 12PCh. 14.7 - Prob. 13PCh. 14.7 - Prob. 14PCh. 14.8 - Which of the following compounds would you expect...Ch. 14.SE - Prob. 16VCCh. 14.SE - Show the product of the Diels–Alder reaction of...Ch. 14.SE - Prob. 18VCCh. 14.SE - Prob. 19VCCh. 14.SE - Prob. 20MPCh. 14.SE - Prob. 21MPCh. 14.SE - In light of your answer to Problem 14-21 propose...Ch. 14.SE - Luminol, which is used by forensic scientists to...Ch. 14.SE - Prob. 24MPCh. 14.SE - Give IUPAC names for the following compounds:Ch. 14.SE - Prob. 26APCh. 14.SE - Prob. 27APCh. 14.SE - Electrophilic addition of Br2 to isoprene...Ch. 14.SE - Prob. 29APCh. 14.SE - Prob. 30APCh. 14.SE - Predict the products of the following...Ch. 14.SE - 2,3-Di-tert-butyl-1,3-butadiene does not undergo...Ch. 14.SE - Prob. 33APCh. 14.SE - Prob. 34APCh. 14.SE - Prob. 35APCh. 14.SE - Prob. 36APCh. 14.SE - Rank the following dienophiles in order of their...Ch. 14.SE - Prob. 38APCh. 14.SE - Prob. 39APCh. 14.SE - Prob. 40APCh. 14.SE - Although the Diels–Alder reaction generally...Ch. 14.SE - Prob. 42APCh. 14.SE - Tires whose sidewalls are made of natural rubber...Ch. 14.SE - Prob. 44APCh. 14.SE - Prob. 45APCh. 14.SE - Prob. 46APCh. 14.SE - Would you expect allene, H2C = C = CH2, to show a...Ch. 14.SE - The following ultraviolet absorption maxima have...Ch. 14.SE - Prob. 49APCh. 14.SE - -Ocimene is a pleasant-smelling hydrocarbon found...Ch. 14.SE - Draw the resonance forms that result when the...Ch. 14.SE - Prob. 52APCh. 14.SE - Treatment of 3,4-dibromohexane with strong base...Ch. 14.SE - Prob. 54APCh. 14.SE - Prob. 55APCh. 14.SE - Prob. 56APCh. 14.SE - Prob. 57APCh. 14.SE - Prob. 58APCh. 14.SE - Hydrocarbon A, C10H14, has a UV absorption at...Ch. 14.SE - Prob. 60APCh. 14.SE - Prob. 61APCh. 14.SE - Prob. 62APCh. 14.SE - Prob. 63APCh. 14.SE - Prob. 64APCh. 14.SE - The double bond of an enamine (alkene + amine) is...Ch. 14.SE - Prob. 66AP
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
- Draw a Newman projection for the molecule below from the perspective indicated. Which of the groups (letters A-H) are methyl groups? CH3 H H H A H B ☑ >> H. ABCDEFG I H -H CH3 G D CH F E Numeric 4 points How many gauche interactions exist in the conformation shown in the previous problem? 1arrow_forwardHELP NOW PLEASE ! ASAP! URGENT!arrow_forwardHELP NOW PLEASE ! ASAP! URGENT!arrow_forward
- Would the following organic synthesis occur in one step? Add any missing products, required catalysts, inorganic reagents, and other important conditions. Please include a detailed explanation and drawings showing how the reaction may occur in one step.arrow_forwardPls help.arrow_forward13) When solid barium phosphate is in equilibrium with its ions, the ratio of barium ions to phosphate ions would be: a. 1:1 b. 2:3 c. 3:2 d. 2:1 14) The pH of a 0.05 M solution of HCl(aq) at 25°C is 15) The pH of a 0.20 M solution of KOH at 25°C isarrow_forward
- Pls help.arrow_forwardPls help.arrow_forward16) A 2.0 L flask containing 2.0 x 10-3 mol H2(g), 3.0 x 10-3 mol Cl2(g), and 4.0 x 10-3 mol HCl(g) at equilibrium. This system is represented by the following chemical equation: H2 (g) + Cl2 (g) → 2HCl(g) Calculate the equilibrium constant for this reaction.arrow_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 Learning


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