(a)
Interpretation:
The product of the Diels-Alder reaction between
Concept introduction:
The reaction of a conjugated diene with a substituted
(b)
Interpretation:
The product of the Diels-Alder reaction between
Concept introduction:
The reaction of a conjugated diene with a substituted alkene to form cyclohexene derivative is known as Diels-Alder reaction. The substituted alkene is also known as dienophile. The compound,
Want to see the full answer?
Check out a sample textbook solutionChapter 17 Solutions
Organic Chemistry (9th Edition)
- 3. What diene and dienophile should be used to synthesize the following compounds in a Diels- Alder reaction. CN CH3. CO,CH3 C=N ICO,CH3 H- H CN CH, ČEN ОНС -СНО 4. Indicate which of the following molecules and ions would show aromatic character. For those that are aromatic indicate the number of pi electrons in the system and for those that are not give a reason why. H H +) CH3arrow_forward5. Predict the product for the following Diels-Alder reaction. Сосн,arrow_forwardCyclic dienes work similar to that of non-cyclic dienes, the substituents that point inward are now the ring and will end upward, whereas the substituents pointing downward will still end up moving downward. O A. OC H3C- H B. R -H H3C. CH3 From the following reaction, please select the major endo product. A. H B. 21-3 H3C R O H3C (+) R -H Or (±) FO (+) H₂C. C. D. -H H R R H (±) CH3 (±) (±)arrow_forward
- 14. Which diene and dienophile would react to give the following Diels-Alder product?arrow_forward5) Construct the orbital correlation diagram for hexatriene-cyclohexadiene interconversion, to what extend this obeys the Woodward-Hoffmann rules? 6) Using the Woodward-Hoffmann rules, predict the stereochemistry of each reaction a. a [6 + 4] thearmal cycloaddition b. photochemical electrocyclic ring closure of 1,3,5,7,9-decapentaene c. a [1 + 3] photochemical sigmatropic rearrangement d. photochemical ring opening of 1,3,5-cyclooctatrienearrow_forward3-Sulfolene: A butadiene Source for a diels Alder Synthesis. Please be prepared to take a quiz on this experiment. Be able to write an equation for this reaction. What intermediate is formed. What solvent is used. What is boiling point of the solvent? The authors state that by using solvent they were able to control decomposition of 3-sulfolene in 25- 30 minutes. Why is that important?arrow_forward
- 9. Show the starting diene and dienophile you could use to prepare the following molecules.arrow_forwardDraw structural formulas for the diene and dienophile that combine in a Diels-Alder reaction to form the product shown. CN Diene + Dienophile CH₂O • Consider E/Z stereochemistry of alkenes. CNarrow_forwardComplete the following Diels-Alder reaction by drawing a structure for the product formed. Consider the resonance in the diene and dienophile and draw partial charges at correct positions. That will help you in drawing the correct product.arrow_forward
- Which of the following is correctly related? a.Limonene: unsaturated aliphatic b.Limonene: aromatic c. Cyclopentane: aromatic d. 1-Butene: saturated aliphatic 2. EXCEPT for one 2,3-dimethylheptane and 2,3-dimethylhepta-1,5-diene, the following tests or reagents could distinguish them.a. Under gloomy conditions, Br2 in waterb. Alkylation Friedel-Crafts Testc. Combustionarrow_forwardselect reagents: cyclopentanone Reagents a. C6H5CHO b. NaOH, ethanol c. Pyrrolidine, cat. Hj. d. H₂C=CHCN e. H3O+ f. LDA g. A) bg EtOC(=O)CO₂Et h. i. B) ka k. I. m. O: BrCH₂CH=CH₂ NatOEt, ethanol Br₂, H+ K+ t-BUO™ CH2(CO2Et)z heat C) jh CO₂Et D) Imarrow_forward4. Show using resonance which of the molecules below is considered an electron-donating group (EDG) and which the electron-withdrawing group (EWG): Он он vs. (a) Which dienophile above will cause a Diels-Alder reaction to proceed more rapidly with a higher yield? Briefly explain why this is the case.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning