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Dimethyl 1,4-cyclohexanedicarboxylate

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CAS:94-60-0
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Products Intro: Product Name:Dimethyl 1,4-cyclohexanedicarboxylate
CAS:94-60-0
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CAS:94-60-0
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CAS:94-60-0
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CAS:94-60-0
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Dimethyl 1,4-cyclohexanedicarboxylate manufacturers

Dimethyl 1,4-cyclohexanedicarboxylate Basic information
Product Name:Dimethyl 1,4-cyclohexanedicarboxylate
Synonyms:1,4-DIMETHYL CYCLOHEXANEDICARBOXYLATE;1,4-CYCLOHEXANEDICARBOXYLIC ACID DIMETHYL ESTER;HEXAHYDROTEREPHTHALIC ACID DIMETHYL ESTER;CYCLOHEXANE-1,4-DICARBOXYLIC ACID DIMETHYL ESTER;DIMETHYL 1,4-CYCLOHEXANEDICARBOXYLATE;1,4-Cyclohexanedicarboxylic acid dimethyl ester,c&t;DiMethyl 1,4-cyclohexanedicarboxylate, Mixture of cis and trans, 90-95% 25GR;1,4-Cyclohexanedicarboxylic acid, 1,4-diMethyl ester
CAS:94-60-0
MF:C10H16O4
MW:200.23
EINECS:202-347-5
Product Categories:4-Substituted Cyclohexanecarboxylic Acids;C10 to C11;Carbonyl Compounds;Esters;Organic Building Blocks;Building Blocks;C10 to C11;Carbonyl Compounds;Chemical Synthesis
Mol File:94-60-0.mol
Dimethyl 1,4-cyclohexanedicarboxylate Structure
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
Fp >230 °F
storage temp. Sealed in dry,Room Temperature
form Liquid After Melting
color Clear colorless
explosive limit0.77%, 150°F
Water Solubility practically insoluble
BRN 1876703
InChIKeyLNGAGQAGYITKCW-UHFFFAOYSA-N
LogP2.29 at 30℃
CAS DataBase Reference94-60-0(CAS DataBase Reference)
NIST Chemistry Reference1,4-Cyclohexanedicarboxylic acid, dimethyl ester(94-60-0)
EPA Substance Registry System1,4-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 Temperature730 °F
TSCA Yes
HS Code 29172090
Hazardous Substances Data94-60-0(Hazardous Substances Data)
MSDS Information
ProviderLanguage
Dimethyl 1,4-cyclohexanedicarboxylate English
SigmaAldrich English
ACROS English
ALFA English
Dimethyl 1,4-cyclohexanedicarboxylate Usage And Synthesis
Chemical Propertiesclear colorless liquid after melting
UsesDimethyl cyclohexane-1,4-dicarboxylate, mixture of cis and trans may be used in chemical synthesis studies.
Uses1,4-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.
Flammability and ExplosibilityNon flammable
Synthesis
Methanol

67-56-1

cis-1,4-Cyclohexanedicarboxybic acid

619-81-8

Dimethyl 1,4-cyclohexanedicarboxylate

94-60-0

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 Preparation Products And Raw materials
Raw materialsMethanol-->cis-1,4-Cyclohexanedicarboxybic acid-->Hydrochloric acid-->Thionyl chloride
Preparation Products4-CARBOMETHOXY-CYCLOHEXANE-1-CARBOXYLIC ACID-->TRANS-1,4-CYCLOHEXANEDIMETHANOL
Tag: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

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