MONO-METHYL GLUTARATE Chemical Properties

Boiling point:

150-151 °C/10 mmHg (lit.)

Density 

1.169 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.438(lit.)

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform, Methanol (Slightly)

form 

clear liquid

pka

4.62±0.10(Predicted)

color 

Colorless to Almost colorless

Water Solubility 

Slightly soluble in water.

BRN 

1762381

CAS DataBase Reference

1501-27-5(CAS DataBase Reference)

EPA Substance Registry System

Pentanedioic acid, monomethyl ester (1501-27-5)

Safety Information

Risk Statements 

36/38

Safety Statements 

23-24/25

WGK Germany 

3

TSCA 

Yes

HS Code 

29171900

MSDS

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

MONO-METHYL GLUTARATE Usage And Synthesis

Chemical Properties

Clear light yellow liquid

Uses

It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

Definition

ChEBI: A dicarboxylic acid monoester that the monomethyl ester of glutaric acid.

Synthesis Reference(s)

Journal of the American Chemical Society, 107, p. 1365, 1985 DOI: 10.1021/ja00291a042
Tetrahedron, 49, p. 8465, 1993 DOI: 10.1016/S0040-4020(01)81929-3

Synthesis

GENERAL METHOD: A methanol (MeOH, 150 mL) solution of potassium hydroxide (KOH, 5.87 g, 104.65 mmol) was added to dimethyl glutarate (13.15 g, 90 mmol) and the reaction mixture was stirred for 4 hours at room temperature. After completion of the reaction, the solvent was removed under reduced pressure and extracted by adding ether (Et2O, 100 mL) and water (H2O, 200 mL). The organic layer was separated, washed with saturated brine, dried over anhydrous magnesium sulfate (MgSO4) and concentrated under reduced pressure to give compound 3a as a yellow oil (4.61 g, 32% yield). The aqueous layer was acidified to pH 3 with concentrated hydrochloric acid and subsequently extracted with ether (3 x 100 mL). The organic phases were combined, washed with saturated brine (3 x 100 mL) and dried over anhydrous magnesium sulfate (MgSO4). The solvent was removed under reduced pressure to give a mixture of white solid and oil. After filtration and vacuum concentration, the compound was purified by silica gel column chromatography to give compound 4a as a colorless oil (5.79 g, 44% yield).

IC 50

Human Endogenous Metabolite

References

[1] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 12, p. 3865 - 3872
[2] Chemistry Letters, 1995, # 7, p. 539 - 540

MONO-METHYL GLUTARATE(1501-27-5)Related Product Information

• Dimethyl Glutarate
• ETHYL HYDROGEN GLUTARATE
• Diethyl glutarate
• Glutaric acid
• Glutaric anhydride
• Ethyl valerate
• ETHYL GLUTARYL CHLORIDE
• ethyl pentanimidate hydrochloride
• Glutarimide
• Glutacondianil hydrochloride
• 3-(cyanomethylene)glutaric acid dimethyl ester
• GLUTARIC ACID-2-METHYLAMINO-5-NITROMONOANILIDE
• MONOBUTYL PHTHALATE
• Monoethyl fumarate
• gamma-Benzyl L-glutamate
• L-Glutamic acid 5-methyl ester
• DIETHYL HEXAFLUOROGLUTARATE
• Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate