Answered: 7) Which of the following compounds is…

7) Which of the following compounds is the most reactive dienophile in a Diels-Alder reaction with 1,3-butadiene? A) CH2-CHOCH3 B)CH2CHCHO C) CH3CH-CHCH3 D) (CH3)2C-CH2 E) CH2-CH2 Haiiawi, A

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter14: Conjugated Compounds And Ultraviolet Spectroscopy

Section14.SE: Something Extra

Problem 24MP

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Question

7) Which of the following compounds is the most reactive dienophile in a Diels-Alder reaction
with 1,3-butadiene?
A) CH2-CHOCH3
B)CH2 CHCHO
C) CH3CH-CHCH3
D) (CH3)2C-CH2
E) CH2-CH2
Haiiawi, A

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BASED ON THIS EXPERIMENT: The purpose of this experiment is to perform a Diels-Alder reaction between E,E-2,4-hexadien-1-ol and maleic anhydride in a "neat" or solventless condition. The Diels-Alder reaction is a [4+2] cycloaddition that forms a six-membered ring, typically a derivative of cyclohexene. The diene, E,E-2,4-hexadien-1-ol, and the dienophile, maleic anhydride, will be mixed and ground together, resulting in a eutectic mixture. The reaction is unique as it occurs without a solvent, contributing to a "greener" experiment. After the reaction, the product will be analyzed through mass measurements, and the mechanism involves a subsequent nucleophilic acyl substitution. QUESTION: how many carbon atoms does a dienophile contribute to the Diels-Alderadduct? How many carbon atoms does a diene contribute? draw andlabel which reagent is the diene, and which is the dienophile.