Dimethyl trans-1,2-Cyclohexanedicarboxylate

Base Information

• Chemical Name: Dimethyl trans-1,2-Cyclohexanedicarboxylate
• CAS No.: 3205-35-4
• Molecular Formula: C10H16 O4
• Molecular Weight: 200.235
• Hs Code.: 2917209090
• European Community (EC) Number: 608-697-9
• Nikkaji Number: J305.233H
• Mol file: 3205-35-4.mol

Synonyms:3205-35-4;Dimethyl trans-1,2-Cyclohexanedicarboxylate;SCHEMBL8058857;T70766;1alpha,2beta-Cyclohexanedicarboxylic acid dimethyl ester

Chemical Property of Dimethyl trans-1,2-Cyclohexanedicarboxylate

Chemical Property:

• Vapor Pressure: 0.0133mmHg at 25°C
• Refractive Index: 1.4520-1.4560
• Boiling Point: 75 °C / 0.8mmHg
• Flash Point: 121.3°C
• PSA: 52.60000
• Density: 1.10
• LogP: 1.13880
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 200.10485899
• Heavy Atom Count: 14
• Complexity: 200

Purity/Quality:

98%,99%, ^*data from raw suppliers

Dimethyl trans-1,2-Cyclohexanedicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CCCCC1C(=O)OC
• Isomeric SMILES: COC(=O)[C@H]1CCCC[C@@H]1C(=O)OC
• Uses: Dimethyl trans-1,2-Cyclohexanedicarboxylate is used in an improved process for prepnaration of Lurasidone Hydrochloride starting from Cyclohexanedicarboxylic Acid.

Technology Process of Dimethyl trans-1,2-Cyclohexanedicarboxylate

There total 8 articles about Dimethyl trans-1,2-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: 96.0%

methanol (67-56-1) + trans-1,2-cyclohexanedicarboxylic acid (2305-32-0) → trans dimethyl cyclohexane-1,2-dicarboxylate (3205-35-4)

Guidance literature:

With camphor-10-sulfonic acid; Heating;

DOI:10.1016/j.tet.2003.11.009

Reference yield: 40.0%

1,4-dibromo-butane (110-52-1) + dimethyl cis-but-2-ene-1,4-dioate (624-48-6) → trans dimethyl cyclohexane-1,2-dicarboxylate (3205-35-4)

Guidance literature:

In various solvent(s); Ambient temperature; electrolysis (Bu₄NBF₄/Bu₄NI, Al anode, steel cathode);

DOI:10.1021/jo00295a048

Reference yield:

phthalic acid dimethyl ester (131-11-3,64441-70-9) → trans dimethyl cyclohexane-1,2-dicarboxylate (3205-35-4)

Guidance literature:

With methanol; nickel; at 50 - 60 ℃; under 73550.8 Torr; Hydrogenation_.Behandeln des Reaktionsprodukts mit methanol. Natriummethylat;

DOI:10.1039/jr9530000399

upstream raw materials:

phthalic acid dimethyl ester

diazomethane

trans-1,2-cyclohexanedicarboxylic acid

2,7-dibromooctanedioic acid dimethyl ester

Downstream raw materials:

(±)-(1S, 2S)-cyclohexane-1,2-dimethanol bis(methanesulfonate)

(1R,2R)-(-)-trans-cyclohexane-1,2-diylbis(methylene)dimethanesulfonate

(+/-)-(trans-2-chloromethyl-cyclohexyl)-methanol

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

Refernces

• 1、 Lemiègre, Lo?c,Lesetre, Fleur,Combret, Jean-Claude,Maddaluno, Jacques. "Synthesis of α,β-unsaturated dioxanes, dioxolanes and dioxepanes by trans-acetalisation of dimethylacetals with meso or C 2-symmetrical 1,2-, 1,3- and 1,4-diols". . p. 415 - 427. Retrieved 2007/10/03.
• 2、 Lu, Yu-Wei,Nedelec, Jean-Yves,Folest, Jean-Claude,Perichon, Jacques. "Electrochemical Coupling of Activated Olefins and Alkyl Dihalides: Formation of Cyclic Compounds". . p. 2503 - 2507. Retrieved 2007/10/02.