Discussion: I want to explain what happened in this reaction Experimental 6. Synthesis of dibenzalacetoneThe Claisen Schmidt reactionThe Claisen-Schmidt reaction refers specifically to the synthesis of a,ß-unsaturated ketones by the condensation of an aromatic aldehyde wilt aketone. As the aromatic aldehyde possesses no hydrogens a- to the carbonylgroup, it cannot undergo self-condensation but reacts readily with the ketonepresent. The initial aldol adduct cannot be isolated asif dehydratesspontaneously under the reaction conditions but thea,ß-unsaturated ketone soproduced also possesses activated hydrogensand may condense with a furthermolecule of benzaldehyde. In the following experiments, conditions will bechosen to optimize formation of the mono- and bis-adducts respectively andthey will be differentiated by their physical and spectroscopic properties. Inthe first experiment the acetone is used in a large excess in order to minimizethe second condensation step. In the second experiment the benzaldehyde ispresent in twofold excess and sufficient ethanol is added to the reactionmixture to keep the initial condensation product in solution long enough toreact with a second molecule of benzaldehyde.Reaction:СНОH3C`CH; • (1 equiv.)`CH3aq. NaOHPHCHOCHOH;C`CH; • (0.5 equiv.)aq. NaOH

The chemical moiety which is formed by the deprotonation of the α-carbon atom of a ketone/aldehyde…

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Chemistry

Discussion: I want to explain what happened in this reaction

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...

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Discussion: I want to explain what happened in this reaction

Experimental 6. Synthesis of dibenzalacetone
The Claisen Schmidt reaction
The Claisen-Schmidt reaction refers specifically to the synthesis of a,ß-
unsaturated ketones by the condensation of an aromatic aldehyde wilt a
ketone. As the aromatic aldehyde possesses no hydrogens a- to the carbonyl
group, it cannot undergo self-condensation but reacts readily with the ketone
present. The initial aldol adduct cannot be isolated asif dehydrates
spontaneously under the reaction conditions but thea,ß-unsaturated ketone so
produced also possesses activated hydrogensand may condense with a further
molecule of benzaldehyde. In the following experiments, conditions will be
chosen to optimize formation of the mono- and bis-adducts respectively and
they will be differentiated by their physical and spectroscopic properties. In
the first experiment the acetone is used in a large excess in order to minimize
the second condensation step. In the second experiment the benzaldehyde is
present in twofold excess and sufficient ethanol is added to the reaction
mixture to keep the initial condensation product in solution long enough to
react with a second molecule of benzaldehyde.
Reaction:
СНО
H3C
`CH; • (1 equiv.)
`CH3
aq. NaOH
PHCHO
CHO
H;C
`CH; • (0.5 equiv.)
aq. NaOH

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