7554-12-3

Basic information

• Product Name: Diethyl malate
• Synonyms: 2-hydroxy-butanedioicaciddiethylester;Butanedioicacid,hydroxy-,diethylester;hydroxy-butanedioicacidiethylester;FEMA 2374;ETHYL-DL-MALATE;DIETHYL MALATE;DIETHYL DL-MALATE;DL-MALIC ACID DIETHYL ESTER
• CAS NO: 7554-12-3
• Molecular Formula: C₈H₁₄O₅
• Molecular Weight: 190.19
• EINECS: 210-930-0
• Mol File: 7554-12-3.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 122-124 °C12 mm Hg(lit.)
• Flash Point: 185 °F
• Appearance: /
• Density: 1.128 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000417mmHg at 25°C
• Refractive Index: 1.4330 to 1.4360
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 12.35±0.20(Predicted)
• CAS DataBase Reference: Diethyl malate(CAS DataBase Reference)
• NIST Chemistry Reference: Diethyl malate(7554-12-3)
• EPA Substance Registry System: Diethyl malate(7554-12-3)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 7554-12-3(Hazardous Substances Data)

Usage

Chemical Properties

Diethyl malate has a fruity odor with a pleasant herbaceous undertone. It is an ester of dicarboxylic acid

Occurrence

It exhibits two optically active isomers in addition to the optically inactive form; the most common is the l-isomer; reported present in the cultures of certain fungi (Rhizopus). Reported found in raspberry, cognac, malt whiskey, cider, sherry, white, red, port, sparkling, rose, strawberry and bilberry wines

Preparation

The l-isomer can be prepared by esterification of the l-isomer of the acid with alcohol in the presence of HCl.

InChI:InChI=1/C8H14O5/c1-3-12-7(10)5-6(9)8(11)13-4-2/h6,9H,3-5H2,1-2H3

Upstream product

• 64-17-5 ethanol 
• 617-48-1 malic acid 
• 108-56-5 diethyl oxaloacetate 
• 3291-46-1 (2SR,3SR)-oxirane-2,3-dicarboxylic acid diethyl ester 
• 141-78-6 ethyl acetate 
• 25117-86-6 diazo-succinic acid diethyl ester 
• 7664-93-9 sulfuric acid 
• 60-29-7 diethyl ether 
• 121-75-5 [(dimethoxyphosphinothioyl)thio]-butanedioic acid, diethyl ester 
• 7732-18-5 water 
• 67-64-1 acetone 
• 924-44-7 glyoxylic acid ethyl ester 
• 1071-46-1 hydrogen ethyl malonate 
• 96-47-9 2-methyltetrahydrofuran 

Downstream Products

• 3068-00-6 D,L-1,2,4-butanetriol 
• 7209-04-3 diethyl chlorosuccinate 
• 763-51-9 diethyl 2-bromosuccinate 
• 70523-39-6 diethyl O-[4-(hexadecylamino)benzoyl]malate 
• 34953-54-3 ethyl 2-(5-ethoxy-2-methyloxazol-4-yl)acetate 
• 1443222-00-1 1-butyl-4-hydroxy-5-oxo-2-p-tolyl-2,5-dihydro-1H-pyrrole-3-carboxylic acid ethyl ester 
• 15275-67-9 diethyl 2-(benzyloxy)succinate 
• 1426934-86-2 ethyl 6-phenyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylate 
• 1426934-83-9 ethyl 1-(4-methoxybenzyl)-6-phenyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylate 
• 1426934-81-7 ethyl 1-(4-methoxybenzyl)-6-(trifluoromethylsulfonyloxy)-1H-pyrazolo[3,4-b]pyridine-4-carboxylate 
• 1174876-30-2 ethyl 1-(4-methoxybenzyl)-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridine-4-carboxylate 
• 1446114-13-1 ethyl 1-(4-methoxybenzyl)-6-(phenylamino)-1H-pyrazolo[3,4-b]pyridine-4-carboxylate 
• 628-13-7 pyridine hydrochloride 
• 27728-17-2 oxomalonic acid monoethyl ester 

Relevant articles and documents

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Method of selectively catalytically oxidizing biomass-based furan compound

The invention discloses a method of selectively catalytically oxidizing a biomass-based furan compound. The method comprises the following step of: by taking a heteropolyacid functional ionic liquid as a catalyst and an alcohol solution as a reaction medium, obtaining dicarboxylic acid or dicarboxylate in the conditions that the reaction temperature is 100-150 DEG C, the reaction time is 1-3h and the oxygen pressure is 0.5-1.0MPa, wherein over 62.35% of difumarate selectivity is obtained. The single chemical yield and selectivity for oxidizing preparation of a biomass-based furan derivative are far higher than those of the prior art. The method has the remarkable advantage that an ionic liquid catalyst can be recovered and recycled by simply adjusting the temperature. The method disclosed by the invention is mild in reaction condition, green and safe in process and simple to operate, and can realize intermittent and continuous production.

Synthesis and antiischemic activity of dicarboxylic nitroxyalkylamides and nitroxyalkylimides

A number of dicarboxylic N-(2-nitroxyalkyl)amides and N-(2-nitroxyalkyl)imides were synthesized and their antiischemic activity was studied. The ratio of the areas of necrotic and ischemic zones was used as a criterion for evaluation of antiischemic activity. The maximum values were close to antiischemic activity of Nicorandil, with acute toxicity of compounds synthesized being considerably lower.