Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
Diethyl malonate, also known as DEM, is the diethyl ester of malonic acid. It occurs naturally in grapes and strawberries as a colourless liquid with an apple-like odour, and is used in perfumes. It is also used to synthesize other compounds such as barbiturates, artificial flavourings, vitamin B1, and vitamin B6.
^ 'malonic acid' is recognised as a valid, expert-verified name for what would systematically be called 'propanedioic acid' according to ChemSpider.
^Olmstead, William N.; Bordwell, Frederick G. (1980). "Ion-pair association constants in dimethyl sulfoxide". The Journal of Organic Chemistry. 45 (16): 3299–3305. doi:10.1021/jo01304a033.
^ abcCRC handbook of chemistry and physics : a ready-reference book of chemical and physical data. William M. Haynes, David R. Lide, Thomas J. Bruno (2016-2017, 97th ed.). Boca Raton, Florida. 2016. ISBN 978-1-4987-5428-6. OCLC 930681942.{{cite book}}: CS1 maint: location missing publisher (link) CS1 maint: others (link)
Diethylmalonate, also known as DEM, is the diethyl ester of malonic acid. It occurs naturally in grapes and strawberries as a colourless liquid with...
well as its esters and salts, are known as malonates. For example, diethylmalonate is malonic acid's diethyl ester. The name originates from the Greek...
Diethyl diethylmalonate or diethyl 2,2-diethylmalonate is a derivative of diethylmalonate. It can be used in the synthesis of barbital. As being a diethyl...
The malonic ester synthesis is a chemical reaction where diethylmalonate or another ester of malonic acid is alkylated at the carbon alpha (directly adjacent)...
producer of dimethyl malonate by volume and uses a chloroacetic acid/sodium cyanide process developed in the 1940s. Diethylmalonate Merck Index, 11th Edition...
are the reaction between diethylmalonate (Michael donor) and diethyl fumarate (Michael acceptor), that of diethylmalonate and mesityl oxide (forming...
co-workers obtained by the nitrosation of diethylmalonate its isonitrosoester, which was oxidized to diethyl oxomalonate with dinitrogen tetroxide N2O4...
acetoacetate is often used in the acetoacetic ester synthesis similar to diethylmalonate in the malonic ester synthesis or the Knoevenagel condensation. A subsequent...
relatively weaker electrophiles than alkyl halides and thus poorly alkylate diethylmalonate. Methods using Caesium carbonate and copper(I) iodide have been developed...
synthesized in a condensation reaction from urea and diethyl-2,2-diethylmalonate, a diethylmalonate derivative: Barbital was marketed in 1904 by the Bayer...
N-methylproline, and synthesized proline by the reaction of sodium salt of diethylmalonate with 1,3-dibromopropane. The next year, Emil Fischer isolated proline...
active hydrogen component has the form Z−CH2−Z or Z−CHR−Z for instance diethylmalonate, Meldrum's acid, ethyl acetoacetate or malonic acid, or cyanoacetic...
drugs are obtained via condensation reactions between a derivative of diethylmalonate and urea in the presence of a strong base. The synthesis of phenobarbital...
only this molecule forms the enolate. For example, the addition of diethylmalonate into benzaldehyde produces only one product: If one group is considerably...
elemental sulfur and a base to produce a 2-aminothiophene. Malonic acid Diethylmalonate NIOSH Pocket Guide to Chemical Hazards. "#0378". National Institute...
German chemist Adolf von Baeyer. This was done by condensing urea with diethylmalonate. There are several stories about how the substance got its name. The...
German chemist Hans Meerwein using the reaction of formaldehyde with diethylmalonate in the presence of piperidine. Instead of adamantane, Meerwein obtained...
first discovered by C. Bingel in 1993 with the bromo derivative of diethylmalonate in the presence of a base such as sodium hydride or DBU. The preferred...
phosphorus oxychloride (POCl3). Malonic acid has since been replaced by diethylmalonate, because using the ester avoids the problem of having to deal with...
ligand salen. Hydroxylamine gives salicylaldoxime. Condensation with diethylmalonate gives 3-carbethoxycoumarin (a derivative of coumarin) by an aldol condensation...
aldehyde functional group. Dimedone is prepared from mesityl oxide and diethylmalonate via a Michael addition reaction. Dimedone is in equilibrium with its...
tin. Thioglycolic acid reacts with diethyl acetylmalonate to form acetylmercaptoacetic acid and diethylmalonate, the reducing agent in the conversion...
commercially available diethylmalonate derivative starting material, improving on the prior method of Jansen. Diethyl bis(hydroxymethyl)malonate is treated with...
ethoxide is also a suitable base for the malonic ester synthesis where diethylmalonate is used, since any transesterification reaction does not result in...
esters of malonic acid. As an example of reactivity at the nitrile, diethylmalonate is obtained from cyanoacetic acid ethyl ester by reaction with ethanol...
isocyanates have different unblocking temperatures. Sodium bisulfite 85 °C Diethylmalonate = 110 °C 3,5-Dimethylpyrazole = 115 °C MEKO = 135 °C Phenol = 150 °C...
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