Monoethyl cyclohexane-1,2-dicarboxylate

Base Information

• Chemical Name: Monoethyl cyclohexane-1,2-dicarboxylate
• CAS No.: 67805-22-5
• Molecular Formula: C10H15O4-
• Molecular Weight: 200.2316
• European Community (EC) Number: 241-502-1,267-190-7,307-714-4
• DSSTox Substance ID: DTXSID70913698
• Nikkaji Number: J317.176K
• Mol file: 67805-22-5.mol

Synonyms:Monoethyl cyclohexane-1,2-dicarboxylate;67805-22-5;2-ethoxycarbonylcyclohexane-1-carboxylic acid;EINECS 241-502-1;2-(ethoxycarbonyl)cyclohexanecarboxylic acid;17488-76-5;EINECS 267-190-7;EINECS 307-714-4;97718-55-3;Monoethyl cyclohexane-1,2-dicarboxylate (cis)-;Ethyl hydrogen cyclohexane-1,2-dicarboxylate;Ethyl hydrogen trans-cyclohexane-1,2-dicarboxylate;SCHEMBL1296411;DTXSID70913698;AKOS022646399;2-(ethoxycarbonyl)cyclohexanecarboxylicacid;1,2,3,4,5,6-hexahydrophthalic acid monoethyl ester;(1RS,2RS)-2-(ethoxycarbonyl)cyclohexanecarboxylic acid;1,2-Cyclohexanedicarboxylic acid hydrogen 1-ethyl ester;2-(ETHOXYCARBONYL)CYCLOHEXANE-1-CARBOXYLIC ACID

Chemical Property of Monoethyl cyclohexane-1,2-dicarboxylate

Chemical Property:

• Vapor Pressure: 8.16E-05mmHg at 25°C
• Boiling Point: 317.4°Cat760mmHg
• Flash Point: 121°C
• Density: 1.158g/cm³
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 200.10485899
• Heavy Atom Count: 14
• Complexity: 224

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1CCCCC1C(=O)O

Technology Process of Monoethyl cyclohexane-1,2-dicarboxylate

There total 8 articles about Monoethyl cyclohexane-1,2-dicarboxylate 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: 89.0%

ethanol (64-17-5) + 1,2-cis-cyclohexanedicarboxylic anhydride (13149-00-3) → (1R,2S)-Cyclohexane-1,2-dicarboxylic acid monoethyl ester (17488-76-5,67805-22-5,97718-55-3)

Guidance literature:

With boron trifluoride diethyl etherate; for 0.00833333h; further reagents;

DOI:10.1016/S0040-4020(99)00089-7

Reference yield: 85.0%

Cyclohexane-1,2-dicarboxylic acid 1-ethyl ester 2-methyl ester → 1,2,3,4,5,6-hexahydrophthalic acid monoethylester (17488-76-5,67805-22-5,97718-55-3)

Guidance literature:

With methanesulfonic acid; 1-methylimidazolium hydrobromide; at 120 ℃; for 6h;

DOI:10.14233/ajchem.2013.14947

Reference yield: 80.5%

dl-cis-ethyl methyl cyclohexane-1,2-dicarboxylate (76772-95-7) → cis-2-(ethoxycarbonyl)cyclohexanecarboxylic acid (76756-35-9,17488-76-5,67805-22-5,97718-55-3)

Guidance literature:

With aluminum tri-bromide; ethanethiol; for 48h; Ambient temperature;

DOI:10.1021/jo00323a004

upstream raw materials:

ethanol

1,2-cis-cyclohexanedicarboxylic anhydride

dl-cis-ethyl methyl cyclohexane-1,2-dicarboxylate

(1S,2R)-Cyclohexane-1,2-dicarboxylic acid monoethyl ester

Downstream raw materials:

dl-cis-ethyl methyl cyclohexane-1,2-dicarboxylate

Refernces

• 1、 Wei, Benmei,Zhang, Zhiyong,Dai, Zhiqun,Guan, Jintao. "An efficient approach for the deprotection of esters using ionic liquid as nucleophile". . p. 6404 - 6406. Retrieved 2013/07/26.
• 2、 Yue, Tai-Yuen,McLeod, Douglas D.,Albertson, Kevin B.,Beck, Steven R.,Deerberg, Joerg,Fortunak, Joseph M.,Nugent, William A.,Radesca, Lilian A.,Tang, Liya,Xiang, Cathie Dong. "Stereoselective process for a CCR3 antagonist". . p. 262 - 271. Retrieved 2012/12/22.