Dimethyl 1,4-cyclohexanedicarboxylate Chemical Properties

Melting point:

24-27 °C

Boiling point:

132 °C10 mm Hg(lit.)

Density 

1.111 g/mL at 25 °C

vapor density 

6.9 (vs air)

vapor pressure 

1 mm Hg ( 85 °C)

refractive index 

n20/D 1.458

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

form 

Liquid After Melting

color 

Clear colorless

explosive limit

0.77%, 150°F

Water Solubility 

practically insoluble

BRN 

1876703

InChIKey

LNGAGQAGYITKCW-UHFFFAOYSA-N

LogP

2.29 at 30℃

CAS DataBase Reference

94-60-0(CAS DataBase Reference)

NIST Chemistry Reference

1,4-Cyclohexanedicarboxylic acid, dimethyl ester(94-60-0)

EPA Substance Registry System

1,4-Cyclohexanedicarboxylic acid, dimethyl ester (94-60-0)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36-52/53-38

Safety Statements 

26-36-61-37

WGK Germany 

1

Autoignition Temperature

730 °F

TSCA 

Yes

HS Code 

29172090

Hazardous Substances Data

94-60-0(Hazardous Substances Data)

MSDS

• Language:English Provider:Dimethyl 1,4-cyclohexanedicarboxylate
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Dimethyl 1,4-cyclohexanedicarboxylate Usage And Synthesis

Chemical Properties

clear colorless liquid after melting

Uses

1,4-Cyclohexanedicarboxylic Dimethyl Ester is a building block that has been used as a reactant for the preparation of cycloalkylamide derivatives as inhibitors of the soluble epoxide hydrolase.

Uses

Dimethyl cyclohexane-1,4-dicarboxylate, mixture of cis and trans may be used in chemical synthesis studies.

Flammability and Explosibility

Non flammable

Synthesis

Methanol (500 mL) was cooled to 0°C under ice-salt bath conditions and thionyl chloride (138 g, 4.0 eq.) was added slowly and dropwise. Cis-1,4-cyclohexanedicarboxylic acid (50 g, 1.0 eq.) was added to the above prepared HCl-methanol solution, followed by heating and refluxing the reaction mixture for 1 hour. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the solvent was removed by evaporation and the residue was diluted with distilled water and extracted with ethyl acetate (3 x 100 mL). The combined ethyl acetate layers were washed sequentially with saturated NaHCO3 solution and saturated brine and dried over anhydrous Na2SO4. Finally, the solvent was removed by evaporation to give dimethyl 1,4-cyclohexanedicarboxylate (56.4 g, 97% yield) as a white solid.

References

[1] Patent: WO2012/154204, 2012, A1. Location in patent: Page/Page column 83; 84
[2] Journal of Physical Chemistry A, 2010, vol. 114, # 3, p. 1446 - 1456
[3] Patent: WO2012/145569, 2012, A1. Location in patent: Page/Page column 134

Dimethyl 1,4-cyclohexanedicarboxylate (94-60-0)Related Product Information

• 1,4-Cyclohexanedicarboxylic acid
• Dimethyl Glutarate
• Cyclohexane
• ETHANE
• Dimethyl phthalate
• Dimethyl fumarate
• Dimethyl sulfate
• Dimethyl carbonate
• Dimethyl sulfoxide
• Dimethyl ether
• Methylcyclohexane
• N,N-Dimethylformamide
• Dimethyl sulfide
• Dimethyl isophthalate
• Diethyl succinosuccinate
• dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylate
• DIETHYL 2,5-DIOXOBICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLATE
• 2,5-dioxo-1,4-cyclohexanedicarboxylic acid dimethyl ester