Dimethyl 1,4-cyclohexanedicarboxylate

Base Information

• Chemical Name: Dimethyl 1,4-cyclohexanedicarboxylate
• CAS No.: 94-60-0
• Molecular Formula: C10H16O4
• Molecular Weight: 200.235
• Hs Code.: 29172090
• European Community (EC) Number: 202-347-5,919-945-3,678-252-1
• NSC Number: 76564
• UNII: YS87MDS0ZV,35IVG3419I
• DSSTox Substance ID: DTXSID3026566,DTXSID1029255
• Nikkaji Number: J70.191B,J785.082D,J785.083B
• Wikidata: Q27256463,Q27294684
• ChEMBL ID: CHEMBL1894902,CHEMBL3186827
• Mol file: 94-60-0.mol

Synonyms:3399-22-2;94-60-0;Dimethyl 1,4-cyclohexanedicarboxylate;DIMETHYL TRANS-1,4-CYCLOHEXANEDICARBOXYLATE;Dimethyl cyclohexane-1,4-dicarboxylate;3399-21-1;cis-Dimethyl cyclohexane-1,4-dicarboxylate;(1r,4r)-dimethyl cyclohexane-1,4-dicarboxylate;Dimethyl trans-cyclohexane-1,4-dicarboxylate;trans-Dimethyl cyclohexane-1,4-dicarboxylate;1,4-Cyclohexanedicarboxylic acid, dimethyl ester;Dimethyl 1,4-cyclohexanedicarboxylate, cis-;1,4-Cyclohexanedicarboxylic acid, dimethyl ester, trans-;DIMETHYL HEXAHYDROTEREPHTHALATE;(1s,4s)-dimethyl cyclohexane-1,4-dicarboxylate;CIS-1,4-DIMETHYL CYCLOHEXANEDICARBOXYLATE;DMCHDC;Cis-dimethyl 1,4-cyclohexanedicarboxylate;HSDB 5284;1,4-dimethyl cyclohexane-1,4-dicarboxylate;EINECS 202-347-5;UNII-YS87MDS0ZV;1,4-Cyclohexanedicarboxylic Acid Dimethyl Ester;MFCD00063917;YS87MDS0ZV;UNII-TF036NGH12;Dimethyl cis-1,4-cyclohexanedicarboxylate;UNII-35IVG3419I;AI3-28580;AI3-52224;DTXSID1029255;DTXSID3026566;Dimethyl 1,4-cyclohexanedicarboxylate, trans-;35IVG3419I;Cis-1,4-cyclohexanedicarboxylic acid dimethyl ester;MFCD00001460;NSC-76564;trans-1,4-Cyclohexanedicarboxylic Acid Dimethyl Ester;1,4-Cyclohexanedicarboxylic acid, 1,4-dimethyl ester, trans-;trans-dimethyl 1,4-cyclohexanedicarboxylate;EC 202-347-5;1,4-Cyclohexanedicarboxylic acid, 1,4-dimethyl ester;DTXCID806566;trans-Cyclohexane-1,4-dicarboxylic acid dimethyl ester;CAS-94-60-0;Dimethyl Cyclohexane-1,4-dicarboxylate(1,4-Cyclohexanedicarboxylic Dimethyl Ester);Dimethyltrans-1,4-cyclohexanedicarboxylate;Maybridge1_003749;SCHEMBL74396;SCHEMBL2200767;SCHEMBL2948892;SCHEMBL4547603;TF036NGH12;CHEMBL1894902;CHEMBL3186827;HMS552C09;DTXCID10196544;BCP26700;CS-D0993;dimethylcyclohexan-1,4-dicarboxylat;NSC76564;Tox21_200477;Tox21_202298;Tox21_303293;dimethylcyclohexane-1,4-dicarboxylate;MFCD00216473;NSC 76564;SC5069;1,4 dimethyl cyclohexane dicarboxylate;AKOS009158654;AKOS015850869;AM81220;DS-5422;SB11028;dimethyl 1, 4-cyclohexane-dicarboxylate;Dimethyl trans-1,4-cyclohexanedicarboxyl;NCGC00164087-01;NCGC00164087-02;NCGC00164087-03;NCGC00257190-01;NCGC00258031-01;NCGC00259847-01;AS-30076;SY012683;SY013155;CAS-3399-22-2;LS-171505;LS-195348;AM20070482;CS-0043139;CS-0049615;D3723;Dimethyl cyclohexane-trans-1,4-dicarboxylate;FT-0606821;FT-0634832;FT-0686231;EN300-36447;EN300-396250;dimethyl (1r,4r)-cyclohexane-1,4-dicarboxylate;A845014;A918967;DIMETHYLTRANS-CYCLOHEXANE-1,4-DICARBOXYLATE;1,4-Cyclohexanedicarboxylicacid, 1,4-diMethyl ester;Dimethyl 1,4-cyclohexanedicarboxylate, cis + trans;Dimethyl trans-cyclohexane-1,4-dicarboxylate, 99%;J-019410;W-109053;1,4-dimethyl (1r,4r)-cyclohexane-1,4-dicarboxylate;Q27256463;Q27294684;trans-1,4-Cyclohexanedicarboxylic acid, dimethyl ester;1alpha,4beta-Cyclohexanedicarboxylic acid dimethyl ester;Cyclohexane-1alpha,4alpha-dicarboxylic acid dimethyl ester;DIMETHYL 1,4-CYCLOHEXANEDICARBOXYLATE (CIS & TRANS);Dimethyl cyclohexane-1,4-dicarboxylate, technical, cis+trans, >=90% (GC)

Chemical Property of Dimethyl 1,4-cyclohexanedicarboxylate

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 1 mm Hg ( 85 °C)
• Melting Point: 24-27 °C
• Refractive Index: n20/D 1.458
• Boiling Point: 263.5 °C at 760 mmHg
• Flash Point: 115.4 °C
• PSA: 52.60000
• Density: 1.102 g/cm³
• LogP: 1.13880
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: practically insoluble
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 200.10485899
• Heavy Atom Count: 14
• Complexity: 192

Purity/Quality:

99% ^*data from raw suppliers

DimethylCyclohexane-?1,?4-?dicarboxylate(1,4-CyclohexanedicarboxylicDimethylEster) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36-52/53-38
• Safety Statements: 26-36-61-37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Other Aromatic Compounds
• Canonical SMILES: COC(=O)C1CCC(CC1)C(=O)OC
• 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. Dimethyl cyclohexane-1,4-dicarboxylate, mixture of cis and trans may be used in chemical synthesis studies.

Technology Process of Dimethyl 1,4-cyclohexanedicarboxylate

There total 23 articles about Dimethyl 1,4-cyclohexanedicarboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

methanol (67-56-1) + cyclohexane-1,4-dicarboxylic acid (619-81-8,619-82-9,1076-97-7) → dimethyl 1,4-cyclohexane dicarboxylate (94-60-0)

Guidance literature:

With hydrogenchloride; thionyl chloride; In methanol; for 1h; Cooling with ice; Reflux;

Reference yield: 92.0%

2-cyclohexene-1,4-dicarboxylic acid dimethyl ester → dimethyl 1,4-cyclohexane dicarboxylate (94-60-0)

Guidance literature:

With platinum on carbon; hydrogen; at 250 ℃; Flow reactor;

DOI:10.1039/d0gc02108c

Reference yield: 79.0%

1,4-benzenedicarboxylic acid dimethyl ester (120-61-6) → dimethyl 1,4-cyclohexane dicarboxylate (94-60-0)

Guidance literature:

With hydrogen; W 2 Raney nickel; In tetrahydrofuran; methanol; at 100 - 105 ℃; for 15h; under 82743.7 Torr;

upstream raw materials:

methanol

trans-1,4-cyclohexanedicarboxylic acid chloride

1,4-benzenedicarboxylic acid dimethyl ester

cyclohexane-1,4-dicarboxylic acid

Downstream raw materials:

Trimethyl 1,1,4-cyclohexanetricarboxylate

dimethyl 1-acetylcyclohexane-1,4-dicarboxylate

transcyclohexane-1,4-dicarboxylic acid amide

dimethyl 1,4-dideuteriocyclohexane-1,4-dicarboxylate

Refernces

• 1、 Carraher, Jack M.,Carter, Prerana,Cochran, Eric W.,Forrester, Michael J.,Pfennig, Toni,Rao, Radhika G.,Shanks, Brent H.,Tessonnier, Jean-Philippe. "Solvent-driven isomerization of: cis, cis -muconic acid for the production of specialty and performance-advantaged cyclic biobased monomers". . p. 6444 - 6454. Retrieved 2020/11/09.
• 2、 -. "POWDERY 1,4-CYCLOHEXANEDICARBOXYLIC ACID". Paragraph 0117. . Retrieved 2019/02/01.