The malonic ester synthesis in the undergraduate laboratory

Organic chemistry: “ aromatic substitution”. aromatic substitution of benzene. Substitution through intermediates. Summary of methods for synthesis of phenols. oxidation to carboxylic acids; synthesis problems involving oxidation. Radical

The product in this case is a phenyl substituted malonic ester rather than a ketoester

In this video, the aldol reaction of acetaldehyde was used to make an alpha beta unsaturated aldehyde which is a type of michael acceptor. The claisen ester condensation reaction was used to convert ethyl acetate into the acetoacetic ester. From the acetoacetic ester, we can create different types of methyl ketones. Using the malonic ester synthesis reaction, we were able to create alpha substituted carboxylic acid molecules.
This video covers synthesis problems and reaction mechanisms associated with the aldol reaction, claisen ester condensation, the acetoacetic ester reaction, and the malonic ester synthesis reaction.

and the first steps of the Malonic ester synthesis)

This video provides the mechanism of the malonic ester synthesis reaction. It also provides a few retrosynthesis examples and problems as well. The malonic ester reaction is very useful for making substituted carboxylic acids and cyclic carboxylic acids. NaOEt and EtOH is used as the base and solvent in this reaction. Products produce include hexanoic acid cyclohexane carboxylic acid or cyclohexanoic acid in addition to cyclopentane carboxylic acid or cyclopentanoic acid.

Malonic acid is very damaging especially in ..

The following problems review many aspects of the chemistry of carboxylic acids and their derivatives. The first question explores the relative acidity of various functional derivatives. The second tests your understanding of the Claisen condensation. The third is an introduction to multistep syntheses. The fourth and fifth questions ask you to draw the product structures for a number of multistep syntheses, involving other classes of compounds as well as carboxylic acids. The last two questions allow you to choose reagents for a multistep synthesis.


Organic chemistry: “ of alkenes”. addition reactions. Addition of OsO4 (osmium ) to achieve . Using to achieve anti . A synthesis problem. The synthetic toolbox. When does hindrance block one face of a planar intermediate?

MALONIC ACID is a carboxylic acid

Organic chemistry: “Reactions of and ”. formation through attack of secondary amines on and ; as ; of ; synthesis problems involving . condensation; crossed condensation; condensation. condensation; condensation; crossed condensation; condensation as a route to . ester synthesis; ester synthesis. Michael addition; Michael acceptors; Michael donors

Gabriel Malonic Ester Synthesis of alpha Amino ..

Organic chemistry: “Introduction to amines”. Amine nomenclature. and of amines. Synthesis of amines—through SN2, through lithium aluminum hydride (LAH) reduction of amides or , through the Gabriel synthesis, or through reductive . Overview of LAH reductions—of and , of carboxylic acids, of esters, of amides, and of .

amino acids is a modification of the malonic ester synthesis

Organic chemistry: “Introduction to amino acids and peptides”. Biochemistry. How to draw amino acids. Acid/base properties of amino acids. Finding net charge of amino acids and peptides (proteins) at a specified pH. of amino acids and peptides. Peptide (amide) bonds. Amino acid sequencing with partial digestion by enzymes such as . Total acid hydrolysis (TAH)