TRANS-2-CARBOMETHOXYCYCLOHEXANE-1-CARBOXYLIC ACID

Base Information

• Chemical Name: TRANS-2-CARBOMETHOXYCYCLOHEXANE-1-CARBOXYLIC ACID
• CAS No.: 2484-60-8
• Molecular Formula: C₉H₁₄O₄
• Molecular Weight: 186.208
• Mol file: 2484-60-8.mol

Synonyms:TRANS-2-CARBOMETHOXYCYCLOHEXANE-1-CARBOXYLIC ACID;trans-2-Carbomethoxycyclohexane-1-carboxyic acid;(R,R)-Cyclohexane-1,2-dicarboxylic acid mono-methyl ester;(1R,2R)-2-(Methoxycarbonyl)cyclohexane-1-carboxylicacid

Chemical Property of TRANS-2-CARBOMETHOXYCYCLOHEXANE-1-CARBOXYLIC ACID

Chemical Property:

• Vapor Pressure: 0.000219mmHg at 25°C
• Boiling Point: 303.1°C at 760 mmHg
• PKA: 4.43±0.28(Predicted)
• Flash Point: 118.3°C
• PSA: 63.60000
• Density: 1.191g/cm³
• LogP: 1.05040
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98% ^*data from raw suppliers

(1R,2R)-2-(Methoxycarbonyl)cyclohexane-1-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of TRANS-2-CARBOMETHOXYCYCLOHEXANE-1-CARBOXYLIC ACID

There total 14 articles about TRANS-2-CARBOMETHOXYCYCLOHEXANE-1-CARBOXYLIC ACID 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: 100.0%

methanol (67-56-1) + 1,2-cis-cyclohexanedicarboxylic anhydride (13149-00-3) → cyclohexane-1,2-dicarboxylic acid monomethyl ester (2484-60-8,2778-62-3,7719-08-6,52782-07-7,88335-91-5,88335-92-6,96894-64-3,111955-05-6)

Guidance literature:

at 100 ℃; for 1h;

DOI:10.2174/1570178614666171130161203

Reference yield: 94.0%

cyclohexane-1,2-dicarboxylic acid monomethyl ester (2484-60-8,2778-62-3,7719-08-6,52782-07-7,88335-91-5,88335-92-6,96894-64-3,111955-05-6) → (1S*,2S*)-2-(methoxycarbonyl)cyclohexane-1-carboxylic acid (2484-60-8,2778-62-3,7719-08-6,52782-07-7,88335-91-5,88335-92-6,96894-64-3,111955-05-6)

Guidance literature:

With sodium methylate; In methanol; for 5h; Inert atmosphere; Reflux;

DOI:10.2174/1570178614666171130161203

Reference yield:

methyl cyclohex-1-ene-1-carboxylate (18448-47-0) + carbon dioxide (124-38-9,18923-20-1) → (1S*,2S*)-2-(methoxycarbonyl)cyclohexane-1-carboxylic acid (2484-60-8,2778-62-3,7719-08-6,52782-07-7,88335-91-5,88335-92-6,96894-64-3,111955-05-6) + cyclohexane-1,2-dicarboxylic acid monomethyl ester (2484-60-8,2778-62-3,7719-08-6,52782-07-7,88335-91-5,88335-92-6,96894-64-3,111955-05-6)

Guidance literature:

With 1-Ethyl-2,2,6,6-tetramethylpiperidine; [1,1';4',1'']terphenyl; tris-(trimethylsilyl)silane; In N,N-dimethyl-formamide; at 35 ℃; for 0.333333h; Overall yield = 69 percent; UV-irradiation;

DOI:10.1021/acscatal.0c05050

upstream raw materials:

(+/-)-trans-cyclohex-4-ene-1,2-dicarboxylic acid monomethyl ester

methyl trans-2-formylcyclohexane-1-carboxylate

methanol

8,8-dichlorobicyclo[4.2.0]octan-7-one

Downstream raw materials:

methyl cyclohex-1-ene-1-carboxylate

methyl cyclohex-2-en-1-carboxylate

methyl trans-2-formylcyclohexane-1-carboxylate

(1S*,2S*)-2-(methoxycarbonyl)cyclohexane-1-carboxylic acid

Refernces

• 1、 -. "Synthesis method of trans 1 and 2 - cyclohexane dicarboxylic acid monomethylester". Paragraph 0044-0048; 0049-0053. . Retrieved 2021/08/25.
• 2、 Uccello Barretta, Gloria,Mandoli, Alessandro,Balzano, Federica,Aiello, Federica,De Nicola, Beatrice,Del Grande, Alessandro. "Monomeric and Dimeric 9-O Anthraquinone and Phenanthryl Derivatives of Cinchona Alkaloids as Chiral Solvating Agents for the NMR Enantiodiscrimination of Chiral Hemiesters". . p. 693 - 699. Retrieved 2015/10/12.