The acetoacetic ester synthesis is a carbonyl alkylation reaction. It is used to prepare methyl ketones from primary alkyl halides, lengthening the carbon chain by three atoms. Thus, the product can bevisualized as being a "substituted acetone." The reaction consists of three steps: generation of the enolate anion followed by SN2 reaction with a primary alkyl halide, ester hydrolysis under acidconditions, and decarboxylation.BrH₂CH3C1. NaOEt2. H₂O*3. heatH₂C.OEtDraw curved arrows to show the movement of electrons in this step of the mechanism.Arrow-pushing InstructionsHXCO2CH3+EtOH:OHНаCH3CO2CH3CH3CH3

Please see attachment below for curved arrow mechanism.Explanation:Step 1: Step2: The electrons in…

Answered: The acetoacetic ester synthesis is a…

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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The acetoacetic ester synthesis is a carbonyl alkylation reaction. It is used to prepare methyl ketones from primary alkyl halides, lengthening the carbon chain by three atoms. Thus, the product can be visualized as being a "substituted acetone." The reaction consists of three steps: generation of the enolate anion followed by SN2 reaction with a primary alkyl halide, ester hydrolysis under acid conditions, and decarboxylation. м Br H3C H3C OEt 1. NaOEt 2. H₂O* 3. heat H₂C. Draw curved arrows to show the movement of electrons in this step of the mechanism. CO₂ EtOH CH3 Arrow-pushing Instructions H3C 1:0: :0: :Br: Br: H₂C CH3 CH3 H3C CH3 7b
Predict the structural formula of the major product of the reaction of 2,2,3-trimethyloxirane with set of reagents. Q) MeOH/H+
Ketones and aldehydes react with sodium acetylide (the sodium salt of acetylene) to give alcohols, as shown in the following example: R OH 1. HC=C: Na* 2. H30* R2 Rí `R2 HC Draw the structure of the major reaction product when the following compound reacts with sodium acetylide, assuming that the reaction takes preferentially from the Re face of the carbonyl group. • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • You do not have to explicitly draw H atoms. • If a group is achiral, do not use wedged or hashed bonds on it. H H3C H CH3
In biochemical reactions, decarboxylation of carboxylic acids typically takes place for-keto carboxylic acids. Justify a rational why nature opted for-keto carboxylic acid decarboxylation. Among the following types of biochemical reactions, ester hydrolysis, rearrangement reactions, water elimination reactions, and anhydride hydrolyses, which one is the most favorable one. Rank the above reactions types in the order of being the most to least favorable reaction
Draw the structures of all possible products formed from the following reaction. Specify the type of substitution or elimination pathway. Demonstrate the sterrochemical outcomes of the reaction by drawing your products in wedge dash form when necessary.
Ph3P-CHCH3 H₂C H3C Aldehydes and ketones are converted into alkenes by means of a direct nucleophilic addition called the Wittig reaction. In the reaction, a triphenylphosphorine ylide, also called a phosphorane, adds to an aldehyde/ketone to give a four-membered cyclic intermediate called an oxaphosphetane. The oxaphosphetane is not isolated but instead spontaneously decomposes to release triphenylphosphine oxide and an alkene. CH3 00 + The ylide is formed by reaction of triphenylphosphine, a good nucleophile, with a primary alkyl halide in an SN2 reaction, followed by deprotonation of the carbon with a strong base, such as butyllithium. The carbonyl carbon and the carbon originally bonded to the halogen become the two carbons with the double bond in the product alkene X m CH3 The real value of the Wittig reaction lies in its ability to yield an alkene of predictable structure, as the C=C bond is precisely where the C=O bond was in the reactant and no isomers (other than E/Z isomers)…

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