acid was also added to aid the reaction. Benzaldehyde and dimedone reacts first with each other, then the resulting intermediate eventually reacts with the aminotriazole to form 1a. 1. Explain how benzaldehyde and dimedone reacts with each other, and then with the aminotriazole to form compound 1a in the presence of an acid catalyst. Provide a detailed reaction mechanism.

Introduction to General, Organic and Biochemistry
11th Edition
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Chapter1: Matter, Energy, And Measurement
Section: Chapter Questions
Problem 1.86P: 1-86 The specific heats of some elements at 25oC are as follows: aluminum = 0.215 cal/g · oC; carbon...
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Case: In an attempt to synthesize compound 1a, the researchers mixed benzaldehyde, dimedone (IUPAC: 5,5-dimethylcyclohexane-1,3-dione), and 3-amino-1,2,4-triazole in ethanol as the solvent. A catalyst that acts both as a Bronsted-Lowry and as a Lewis acid was also added to aid the reaction. Benzaldehyde and dimedone reacts first with each other, then the resulting intermediate eventually reacts with the aminotriazole to form 1a.

1. Explain how benzaldehyde and dimedone reacts with each other, and then with the aminotriazole to form compound 1a in the presence of an acid catalyst. Provide a detailed reaction mechanism.

(1a)
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Transcribed Image Text:(1a) ZI
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