70 oins210, V1622505(1 pero til bogeno 3) In a recently-published synthesis of yohimbine (used in folk medicine as an aphrodisiac), the Diels-Alder reaction was used to form a new ring during a key step. R OtBu Diels-Alder a. Draw a circle around the four atoms of the diene group in this molecule. b. Draw a square around the two atoms of the best dienophile group in this molecule. c. Draw the product of this reaction, ignoring stereochemistry.

70 oins210, V1622505(1 pero til bogeno 3) In a recently-published synthesis of yohimbine (used in folk medicine as an aphrodisiac), the Diels-Alder reaction was used to form a new ring during a key step. R OtBu Diels-Alder a. Draw a circle around the four atoms of the diene group in this molecule. b. Draw a square around the two atoms of the best dienophile group in this molecule. c. Draw the product of this reaction, ignoring stereochemistry.

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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3) In a recently-published synthesis of yohimbine (used in folk medicine as an aphrodisiac), the Diels-Alder reaction was used to form a new ring during a key step. 7 R N- -CVI O Spring OtBu Diels-Alder a. Draw a circle around the four atoms of the diene group in this molecule. b. Draw a square around the two atoms of the best dienophile group in this molecule. c. Draw the product of this reaction, ignoring stereochemistry.
The Diels–Alder reaction, a powerful reaction discussed in Chapter 14, occurs when a 1,3-diene such as A reacts with an alkene such as B to form the six-membered ring in C. a.Draw curved arrows to show how A and B react to form C. b.What bonds are broken and formed in this reaction? c.Would you expect this reaction to be endothermic or exothermic? d.Does entropy favor the reactants or products? e. Is the Diels–Alder reaction a substitution, elimination, or addition?
Draw structural formulas for the diene and dienophile that combine in a Diels-Alder reaction to form the product shown CH3CH2O. Diene + Dienophile Co,CH3 •Consider E Z stereochemistry of alkenes. •Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate multiple products using the sign from the drop-down menu. C. P. opy aste %3D
D. Provide a reasonable mechanism for the Diels-Alder reaction between two molecules of cyclopenta-1,3-diene. Br 1. Mg 2.CO₂ 3. H₂O* OH
What is the major organic product of the following Diels-Alder reaction? Me₂N. A. B. C. D. Me₂N Me₂N Me₂N OHC Me₂N CHO CHO CHO CHO 5 heat
10. The following compound was produced in a Diels-Alder reaction. COOH a) How many sp³ hybridized carbons are in this molecule? b) Is this molecule chiral? c) Are the carboxylic acid substituents electron donating group or electron withdrawing group? d) Draw the diene and dienophile which would react together to give this product.
Exp3: Diels-Alder reaction Why does cyclopentadiene regularly form a dimer? How to break the dimer into monomers? Does the diene in this reaction act as the nucleophile or the electrophile? Is the maleic anhydride a nucleophile or an electrophile in this reaction? Explain your reasoning.
a.What carbon radical is formed by homolysis of the C–Ha bond in propylbenzene? Draw all reasonable resonance structures for this radical. b.What carbon radical is formed by homolysis of the C–Hb bond in propylbenzene? Draw all reasonable resonance structures for this radical. c. The bond dissociation energy of one of the C–H bonds is considerably less than the bond dissociation energy of the other. Which C–H bond is weaker? Offer an explanation.
2. A benzene ring alters the reactivity of a neighboring group in the so-called "benzylic" position, similarly to how a double bond alters the reactivity of groups in the "allylic" position. R .R allylic position benzylic position Benzylic cations, anions, and radicals are all more stable than simple alkyl intermediates. a) Use resonance structures to show the delocalization of the positive charge, negative charge, and unpaired electron of the benzyl cation, anion, and radical.
What is the major product of the following Diels-Alder cycloaddition? a. ₂CH3 X b. + CO₂CH3 CO₂CH3 CO₂CH3 d. CO₂CH3
Draw the correct product for the Diels-Alder reaction. Select / Draw C Rings H More
In a Diels-Alder reaction, compound will react the fastest and will react the slowest. CN NH2 CN CN IV A. I, I B. I, III C. II, V D. II, I E. IV, V O A C E > > B.