Predict the product where cyclohexadiene does a Diels-Alder with itself. Predict the product where cyclohexadiene does a Diels-Alder with itself.

Diels-Alder reaction : It is a [4+2] cycloaddition reaction between a diene and a dienophile in the…

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Predict the product where cyclohexadiene does a Diels-Alder with itself.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions

Section: Chapter Questions

Problem 20.33P

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True or False: Acetylene is a naturally occurring conjugated diene True or False: The Diels-Alder reaction has the stereochemistry of the dienophile is retained in the product. True or False: When looking at kinetic vs. thermodynamic products the kinetic product predominates at low temperature. True or False: the mechanism of the Diels-Alder reaction is three π bonds break; one σ bond and two π bonds form.
7. At room temperature cyclopentadiene reacts with itself to form dicyclopentadiene in a Diels-Alder reaction. a) draw the self reaction of cyclopentadiene 20°C. b) When dicyclopentadiene is heated to boiling (170°C), the retor-Diels-Alder reaction occurs producing 2 moles of cyclopentadiene. Explain this observation in terms of free energy, enthalpy and entropy. c) If the AHxn = -75 kJ/mol and the ASpxn = -226 J/mol K, What temperature would be required for the reaction to be at equilibrium (Keq = 1).
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Please show all arrow pushingj mechaaisais. Thank you!
Mechanism The Diels-Alder reaction is part of a class of reactions known as a cycloaddition reaction. This reaction is specifically a [4+2] cycloaddition which is a concerted (one-step) process in which two new carbon - carbon sigma bonds are formed from two pi bonds. For the first Diels - Alder step of the mechanism fill in the arrows needed for the transformation. The rest of the mechanism is drawn for you. OH Show mechanism arrows for this step! 4 + 2 cycloaddition OH H D- & H+ transfer OH Nuc acyl substitution H L.G.
A Diels-Alder reaction that shows regioselectivity, but not stereoselectivity
Imagine that you used isoprene as diene – in that case you don’t have to worry about assigning endo vs exo. Draw the "endo" and "exo" products of the Diels-Alder reaction between isoprene and maleic anhydride, and explain why the distinction is irrelevant here.
Draw the structure of the product of the Diels-Alder reaction below. CH3 a CH3 CH3OC-C=C-COCH3 • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • Include H atoms at chiral centers only. / • If a group is achiral, do not use wedged or hashed bonds on it. • If the reaction produces a racemic mixture, just draw one stereoisomer. O. Sn » [ ]# ?
Is the following true or false? To catalyse a Diels-Alder reaction a common approach involves the use of a Lewis acid capable of lowering the LUMO of the dienophile.
Based on the given information, determine the products of the Diels-Alder reaction.
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70 ins210 V16225050 panx qalborgo 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.