| Anthracene readily undergoes a Diels-Alder reaction with tetracyanoethene, even though anthracene is NC CN ? + aromatic. NC CN (a) Draw two possible products that can form from this reaction. (b) Explain why anthracene can readily undergo a Diels-Alder reaction, whereas benzene does not.

| Anthracene readily undergoes a Diels-Alder reaction with tetracyanoethene, even though anthracene is NC CN ? + aromatic. NC CN (a) Draw two possible products that can form from this reaction. (b) Explain why anthracene can readily undergo a Diels-Alder reaction, whereas benzene does not.

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...

See similar textbooks

Similar questions

Identify the starting materials that would be needed to produce the Diels-Alder products shown below.
Match the structure with the appropriate suffix. Match each item to a choice: H3C CH3 H3C CH2 H2C: CH3 Choices: : diyne : conjugated diene : trans alkene : cis alkene : enyne : cumulated diene : isolated diene : triyne
Predict the product(s) of the following Diels-Alder reaction. Include stereochemistry if appropriate.
Draw the structure of the product of the Diels-Alder reaction below. H3C CH3 O || O || + CH3OC-CEC-COCH3
Diels–Alder reaction of a monosubstituted diene (such as CH2=CH–CH=CHOCH3) with a monosubstituted dienophile (such as CH2=CHCHO)gives a mixture of products, but the 1,2-disubstituted product oftenpredominates. Draw the resonance hybrid for each reactant, and use thecharge distribution of the hybrids to explain why the 1,2-disubstitutedproduct is the major product.
Consider the following conjugated systems for this and the following three questions. A B -N C D H E H F G H
Draw the major product of the following Diels-Alder reaction. Use the Bicyclic ring tool and guide points to draw bicyclic molecules. NC CN A Click and drag to start drawing a structure. X Ö 4 S
The bicyclic alkene P can be prepared by thermal electrocyclic ringclosure from cyclodecadiene Q or by photochemical electrocyclic ringclosure from cyclodecadiene R. Draw the structures of Q and R, andindicate the stereochemistry of the process by which each reactionoccurs.
Cyclopentadienyl anion (shown) has the following characteristic. O it is an anion with six π electrons, meeting the Hückel rule for aromaticity O it is not aromatic because it has only four electrons and the tetrahedral carbon prevents cyclic conjugation O it is an anion with six electrons, meeting the Hückel rule for anti-aromaticity O it is an anion with four electrons, meeting the Hückel rule for aromaticity
Step 6: Now that you have determined the substrates and mechanism of a Diels-Alder reaction, you will learn how to recognize when you should use the Diels-Alder reaction. In a synthesis reaction, if you are given a cyclohexene product with no other obvious functional group transformations and an electron-withdrawing group two carbons away from the alkene, it is likely made via the Diels-Alder reaction. Deduce the structures of the starting materials to form the Diels-Alder adduct shown. ..... CN CN Diene + Dienophile
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.
3. Which is the first step in the mechanism of this reaction? H₂O/H3O+ (A) (B) (D) (A) || (B) || + H-OH 24. What reagents would make this product from a Diels-Alder reaction? + H-OH H-OH₂ H-OH₂ La CI Qa CI HO: H₂O HO: H₂O CI CI