Student Value Bundle: Organic Chemistry, + OWLv2 with Student Solutions Manual eBook, 4 terms (24 months) Printed Access Card (NEW!!)
9th Edition
ISBN: 9781305922198
Author: John E. McMurry
Publisher: CENGAGE L
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 22.SE, Problem 63AP
As far back as the 16th century, South American Incas chewed the leaves of the coca bush, Erythroxylon coca, to combat fatigue. Chemical studies of Erythroxylon coca by Friedrich Wöhler in 1862 resulted in the discovery of cocaine, C17H21NO4, as the active component. Basic hydrolysis of cocaine leads to methanol, benzoic acid, and another compound called ecgonine, C9H15NO3. Oxidation of ecgonine with CrO3 yields a keto acid that readily loses CO2 on heating, giving tropinone.
(a) What is a likely structure for the keto acid?
(b) What is a likely structure for ecgonine, neglecting stereochemistry?
(c) What is a likely structure for cocaine, neglecting stereochemistry?
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
2. Propose an efficient synthesis for each of the following transformations. Pay
careful attention to both the regio and stereochemical outcomes. ¡
H H
racemic
Zeroth Order Reaction
In a certain experiment the decomposition of hydrogen iodide on finely divided gold is zeroth order with respect to HI.
2HI(g) Au H2(g) + 12(9)
Rate =
-d[HI]/dt k = 2.00x104 mol L-1 s-1
If the experiment has an initial HI concentration of 0.460 mol/L, what is the concentration of HI after 28.0 minutes?
1 pts
Submit Answer Tries 0/5
How long will it take for all of the HI to decompose?
1 pts
Submit Answer Tries 0/5
What is the rate of formation of H2 16.0 minutes after the reaction is initiated?
1 pts
Submit Answer Tries 0/5
angelarodriguezmunoz149@gmail.com
Hi i need help with this question i am not sure what the right answers are.
Chapter 22 Solutions
Student Value Bundle: Organic Chemistry, + OWLv2 with Student Solutions Manual eBook, 4 terms (24 months) Printed Access Card (NEW!!)
Ch. 22.1 - Prob. 1PCh. 22.1 - How many acidic hydrogens does each of the...Ch. 22.1 - Prob. 3PCh. 22.3 - Write the complete mechanism for the deuteration...Ch. 22.3 - Prob. 5PCh. 22.4 - If methanol rather than water is added at the end...Ch. 22.5 - Prob. 7PCh. 22.5 - Draw a resonance structure of the acetonitrile...Ch. 22.6 - If methanol rather than water is added at the end...Ch. 22.7 - Prob. 10P
Ch. 22.7 - Draw a resonance structure of the acetonitrile...Ch. 22.7 - Why do you suppose ketone halogenations in acidic...Ch. 22.7 - Prob. 13PCh. 22.7 - Prob. 14PCh. 22.7 - Prob. 15PCh. 22.7 - Prob. 16PCh. 22.SE - Prob. 17VCCh. 22.SE - Prob. 18VCCh. 22.SE - Prob. 19VCCh. 22.SE - Prob. 20MPCh. 22.SE - Predict the product(s) and provide the mechanism...Ch. 22.SE - Predict the product(s) and provide the mechanism...Ch. 22.SE - Prob. 23MPCh. 22.SE - In the Hell–Volhard–Zelinskii reaction, only a...Ch. 22.SE - Prob. 25MPCh. 22.SE - Nonconjugated , -unsaturated ketones, such as...Ch. 22.SE - Prob. 27MPCh. 22.SE - Using curved arrows, propose a mechanism for the...Ch. 22.SE - Prob. 29MPCh. 22.SE - One of the later steps in glucose biosynthesis is...Ch. 22.SE - The Favorskii reaction involves treatment of an...Ch. 22.SE - Treatment of a cyclic ketone with diazomethane is...Ch. 22.SE - Prob. 33MPCh. 22.SE - Amino acids can be prepared by reaction of alkyl...Ch. 22.SE - Amino acids can also be prepared by a two-step...Ch. 22.SE - Heating carvone with aqueous sulfuric acid...Ch. 22.SE - Identify all the acidic hydrogens (pKa 25) in the...Ch. 22.SE - Rank the following compounds in order of...Ch. 22.SE - Prob. 39APCh. 22.SE - Base treatment of the following , -unsaturated...Ch. 22.SE - Prob. 41APCh. 22.SE - Prob. 42APCh. 22.SE - Prob. 43APCh. 22.SE - Which, if any, of the following compounds can be...Ch. 22.SE - Prob. 45APCh. 22.SE - Prob. 46APCh. 22.SE - Prob. 47APCh. 22.SE - How might you convert geraniol into either ethyl...Ch. 22.SE - Prob. 49APCh. 22.SE - One way to determine the number of acidic...Ch. 22.SE - Prob. 51APCh. 22.SE - Prob. 52APCh. 22.SE - Prob. 53APCh. 22.SE - Prob. 54APCh. 22.SE - Prob. 55APCh. 22.SE - Prob. 56APCh. 22.SE - All attempts to isolate primary and secondary...Ch. 22.SE - How would you synthesize the following compounds...Ch. 22.SE - Prob. 59APCh. 22.SE - Prob. 60APCh. 22.SE - Prob. 61APCh. 22.SE - Prob. 62APCh. 22.SE - As far back as the 16th century, South American...Ch. 22.SE - The key step in a reported laboratory synthesis of...Ch. 22.SE - Prob. 65AP
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
- Saved v Question: I've done both of the graphs and generated an equation from excel, I just need help explaining A-B. Below is just the information I used to get the graphs obtain the graph please help. Prepare two graphs, the first with the percent transmission on the vertical axis and concentration on the horizontal axis and the second with absorption on the vertical axis and concentration on the horizontal axis. Solution # Unknown Concentration (mol/L) Transmittance Absorption 9.88x101 635 0.17 1.98x101 47% 0.33 2.95x101 31% 0.51 3.95x10 21% 0.68 4.94x10 14% 24% 0.85 0.62 A.) Give an equation that relates either the % transmission or the absorption to the concentration. Explain how you arrived at your equation. B.) What is the relationship between the percent transmission and the absorption? C.) Determine the concentration of the ironlll) salicylate in the unknown directly from the graph and from the best fit trend-line (least squares analysis) of the graph that yielded a straight…arrow_forwardDon't used Ai solutionarrow_forwardCalculate the differences between energy levels in J, Einstein's coefficients of estimated absorption and spontaneous emission and life time media for typical electronic transmissions (vnm = 1015 s-1) and vibrations (vnm = 1013 s-1) . Assume that the dipolar transition moments for these transactions are in the order of 1 D.Data: 1D = 3.33564x10-30 C m; epsilon0 = 8.85419x10-12 C2m-1J-1arrow_forward
- Don't used Ai solutionarrow_forwardPlease correct answer and don't used hand raitingarrow_forwardIn an induced absorption process:a) the population of the fundamental state is diminishingb) the population of the excited state decreasesc) the non-radiating component is the predominant oned) the emission radiation is consistentarrow_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
Characteristic Reactions of Benzene and Phenols; Author: Linda Hanson;https://www.youtube.com/watch?v=tjEqEjDd87E;License: Standard YouTube License, CC-BY
An Overview of Aldehydes and Ketones: Crash Course Organic Chemistry #27; Author: Crash Course;https://www.youtube.com/watch?v=-fBPX-4kFlw;License: Standard Youtube License