ETHYLMALONIC ACID Chemical Properties

Melting point:

112-114 °C (lit.)

Boiling point:

292.77°C (rough estimate)

Density 

1.5633 (rough estimate)

refractive index 

1.4016 (estimate)

storage temp. 

Sealed in dry,Room Temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

pK1:2.90(0);pK2:5.55(+1) (25°C)

color 

Off-White

Water Solubility 

Soluble in water, methanol (very faint turbidity), and ethanol.

BRN 

774334

CAS DataBase Reference

601-75-2(CAS DataBase Reference)

NIST Chemistry Reference

Ethylmalonic acid(601-75-2)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

HS Code 

29171990

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

ETHYLMALONIC ACID Usage And Synthesis

Chemical Properties

white to faintly pink crystalline powder

Uses

Ethylmalonic acid is a important organic intermediate. It can be used in agrochemical, pharmaceutical and dyestuff field.

Definition

ChEBI: Ethylmalonic acid is a dicarboxylic acid obtained by substitution of one of the methylene hydrogens of malonic acid by an ethyl group. It has a role as a human metabolite. It is a dicarboxylic acid and a dicarboxylic fatty acid. It is functionally related to a malonic acid. It is a conjugate acid of an ethylmalonate and an ethylmalonate(2-).

Synthesis

Step 2: In a 250 mL three-necked flask equipped with a magnetic stirrer, a dosing funnel and a thermometer, monoethyl malonate potassium salt (17.77 g, 104.49 mmol) was dissolved in 18 mL of water. The reaction mixture was cooled in an ice bath and 8 mL of concentrated hydrochloric acid (about 2 mL) was added slowly and dropwise. Upon completion of the reaction, the mixture was filtered to remove the resulting KCl precipitate and the precipitate was washed with ether (3 x 50 mL). The filtrate was separated and the aqueous phase was further extracted with ether (3 x 50 mL). All ether phases were combined, dried with anhydrous MgSO4, filtered and concentrated under reduced pressure to give the colorless oily product ethylmalonic acid (13.45 g, 82% overall yield in two steps).

IC 50

Human Endogenous Metabolite

References

[1] Patent: US6780887, 2004, B1

ETHYLMALONIC ACID(601-75-2)Related Product Information

• ETHYLMALONIC ACID DIETHYL ESTER
• Ethylmalonic acid dimethyl ester
• Ethanesulfonamide
• ETHYLDIPHENYLPHOSPHINE
• DIETHYL DIETHYLMALONATE
• DIALLYL GLUTARATE
• Diethyl butylmalonate
• DIETHYL 2-(2-CYANOETHYL)MALONATE
• Diethyl benzylmalonate
• DIETHYLMALONIC ACID
• DIETHYL DIALLYLMALONATE
• Dimethyl allylmalonate
• 2-HEXADECYL-MALONIC ACID
• Dimethyl diethylmalonate
• TETRAETHYL 1,1,2,2-ETHANETETRACARBOXYLATE
• BIS[(12-CROWN-4)METHYL] DODECYLMETHYLMALONATE
• TRIETHYL 1,1,2-ETHANETRICARBOXYLATE
• Benzylmalonic acid