Concept explainers
(a)
Interpretation:
- The products for the given Diels-Alder reactions have to be predicted.
Concept Introduction:
Diels-Alder reaction:
A conjugated diene reacts with a compound containing a carbon-carbon double bond. It is a cycloaddition reaction, where two reactants form a cyclic product.
Rule: The stabilities of carbocation are,
(b)
Interpretation:
- The products of the given reaction have to be predicted.
Concept Introduction:
Diels-Alder reaction:
A conjugated diene reacts with a compound containing a carbon-carbon double bond. It is a cycloaddition reaction, where two reactants form a cyclic product.
Rule: The stabilities of carbocation are,
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Essential Organic Chemistry, Global Edition
- 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.arrow_forwardCompounds P and Q can undergo a Diels-Alder reaction to form two regioisomeric products R and S as shown in Figure 5. OMe O C8H12O2 R C8H12O2 S Figure 5 Draw the chemical structures of regioisomeric compounds R and S. Using possible resonance contributors of P and Q predict which of the two regioisomers will be favoured in the reaction. Using curly arrows, draw the mechanism for the reaction of P and Q to form the dominant regioisomer you have predicted in your answer to part (ii) above.arrow_forward70 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.arrow_forward
- Can someone draw the arrows for this reaction so I can understand how the product was formed? I'm having trouble understanding that aspect of the Diels-Alder reaction.arrow_forwardThe reaction shown below yields a mixture of two Diels-Alder adducts. In the box below draw the structure of both products. Br Productsarrow_forwardDraw the correct product for the Diels-Alder reaction.arrow_forward
- 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.arrow_forwardThe purine heterocycle occurs commonly in the structure of DNA.a.How is each N atom hybridized? b.In what type of orbital does each lone pair on a N atom reside? c.How many π electrons does purine contain? d.Why is purine aromatic?arrow_forwardDraw the product formed when each diene and dienophile react in a Diels-Alder reaction. соон CH3 a. b. C. čoOCH3arrow_forward
- What kind of compounds are prepared using the Diels Alder reaction?arrow_forwardDraw the major product of the following Diels-Alder reaction. Use the Bicyclic ring tool and guide points to draw bicyclic molecules. D + O Click and drag to start drawing a structure. : m 山arrow_forwardWhat is the major product from the following Diels-Alder reaction? MeO MeO + En MeO. + + En MeO + En ? MeO. + Enarrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning