Purchase Solution

The reactants are trans-chalcone and ethyl acetoacetate (in

Not what you're looking for?

Ask Custom Question

We are preparing an a,b-unsaturated ketone via Michael and aldol condensation reactions. The reactants are trans-chalcone and ethyl acetoacetate (in ethanol and NaOH). This creates 6-ethoxycarbonyl-3,5-diphenyl-2-cyclohexenone. What I'm wondering is:

Why is it possible to separate the product from sodium hydroxide using acetone?
Could you tell me what is the purpose of this reaction (Michael and aldol condensation reactions), and the stepwise mechanism of the reaction.

Also if we started with 0.24 gr of trans-chalcone , 0.15 gr of ethyl acetoacetate what would be the theoretical yield ?

Purchase this Solution
Solution Summary

The solution provides detailed explanations and answer, including reaction mechanism and drawings, for the problem.

Solution Preview

Please see the attached file.

1. It's possible to separate the product from sodium hydroxide using acetone because the organic product (6-ethoxycarbonyl-3,5-diphenyl-2-cyclohexenone) dissolves in acetone, while NaOH is insoluble in acetone. Thus NaOH will precipitate (cloudy). Upon centrifuging, NaOH is separated from the product.

2. The Michael reaction or Michael addition is the nucleophilic addition of an carbanion to an alpha, beta unsaturated carbonyl compound. It belongs to ...

Purchase this Solution
Free BrainMass Quizzes
Match Elements with their Symbols

Elements are provided: choose the matching one- or two-letter symbol for each element.

Periodic table

Functional groups in Organic Chemistry

You will be tested on the names of functional groups in Organic Chemistry. It is very important to know the functional groups to understand Organic reactions.

Organic Chemistry Naming: Alkanes

This is a quiz which is designed to assist students with learning the nomenclature used to identify organic compounds. This quiz focuses on the organic compounds called Alkanes.

Thermochemistry

The quiz helps in revising basic concepts about thermochemistry.

View More Free Quizzes
Related BrainMass Solutions

  • chemical reaction of NaOH in the air

    We are preparing an a,b-unsaturated ketone via Michael and aldol condensation reactions. The reactants are trans-chalcone and ethyl acetoacetate (in ethanol and NaOH).

  • Knoevenagel Reaction System

    44285 Knoevenagel Reaction System Give the structure of the products of the Knoevenagel reaction for the following pair of reactants: a.) Cyclopentanone + malonitrile (dicyanomethane) b.) Benzaldehyde + ethyl acetoacetate c.)

  • Le Chateliers Principle

    Ethyl acetoacetate and water are clear initially, then when iron(III) chloride is added the solution turned deep purple. Then when bromine water was added the solution turned clear. Over time the deep purple color reappeared in the solution.

  • Aldol Reaction Lab Questions

    252687 Aldol Reaction Lab Questions Please see the attached file for the fully formatted problems. Question 1: In the reaction of 4-Nitrobenzaldehyde + Acetophenone -> trans-4-Nitrochalcone a.

  • Stable Chair Conformations and E / Z Structures of Alkenes

    trans-1-ethyl-3-methylcyclohexane Cis-1-ethyl-4-isopropylcyclohexane (2z)(4E)(6cis) 3-cyclopentyl 5-flouro- 4- isopropyl-oct-2,4,6 triene The solution gives tips for drawing chair conformations of cyclohexane and shows how to work out the priorities

  • Aldol Reactions: Trans-4-Nitrochalcone and Others

    8.96) If you had obtained both the cis- and trans-chalcone products, adn had purified them by recrystallization, how could you instantly know which one was cis and which one was trans without any further characterization?

  • Cesium Salts in Organic Synthesis

    Are there other reasons besides this? 2. In the experimental procedure, trans-4-methoxycinnamic acid, cesium carbonate, and iodoethane are reacted in DMF solvent with nitrogen gas. Why add nitrogen gas? 3.

  • Synthesize a Compound

    You may use: - any organic compounds containing three or less carbon atoms - benzene - n-bromosuccimide - triphenylphosphine - MCPBA - methylvinyl ketone - LDA, ethyl acetoacetate - diethyl malonate - wittig reagents - and any inorganic

  • Synthesize compound

    you may use: any organic compounds containing three or less carbon atoms, benzene, n-bromosuccimide, triphenylphosphine, MCPBA, methylvinyl ketone, LDA, ethyl acetoacetate, diethyl malonate, wittig reagents, and any inorganic reagents.

View More Related Solutions