
Interpretation:
The observation that stereochemistry of the product formed when dimethylbutynedioate undergoes Diels-Alder reaction with (2E,4Z) 2.4-hexadiene is different from that obtained from (2E,4E) isomer is to be explained.
Concept introduction:
In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction.
To explain:
The observation that stereochemistry of the product formed when dimethylbutynedioate undergoes Diels-Alder reaction with (2E,4Z) 2.4-hexadiene is different from that obtained from (2E,4E) isomer.

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Chapter 14 Solutions
Organic Chemistry
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- Provide the missing information for each of the four reactions: *see imagearrow_forward6. Chlorine dioxide (CIO) is used as a disinfectant in municipal water-treatment plants. It decomposes in a first-order reaction with a rate constant of 14 s. How long would it take for an initial concentration of 0.06 M to decrease to 0.02 M? [6 pts]arrow_forwardIf possible, replace an H atom on the a carbon of the molecule in the drawing area with a methyl group substituent, and replace an H atom on the ẞ carbon with a hydroxyl group substituent. If one of the substituents can't be added for any reason, just don't add it. If neither substituent can be added, check the box under the drawing area. en HO OHarrow_forward
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- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning

