Diethyl trans-4-Cyclohexene-1,2-dicarboxylate

Base Information

• Chemical Name: Diethyl trans-4-Cyclohexene-1,2-dicarboxylate
• CAS No.: 5048-50-0
• Molecular Formula: C₁₂H₁₈O₄
• Molecular Weight: 226.273
• Hs Code.: 29172090
• European Community (EC) Number: 651-436-9
• DSSTox Substance ID: DTXSID60493878
• Nikkaji Number: J1.773.689B
• Wikidata: Q72462256
• Mol file: 5048-50-0.mol

Synonyms:5048-50-0;Diethyl trans-4-Cyclohexene-1,2-dicarboxylate;Diethyl (1R,2R)-cyclohex-4-ene-1,2-dicarboxylate;trans-Diethyl cyclohex-4-ene-1,2-dicarboxylate;trans-4-Cyclohexene-1,2-dicarboxylic Acid Diethyl Ester;(1R,2R)-diethyl cyclohex-4-ene-1,2-dicarboxylate;1,2-diethyl (1R,2R)-cyclohex-4-ene-1,2-dicarboxylate;1453535-88-0;Diethyl trans-1,2,3,6-Tetrahydrophthalate;4-Cyclohexene-1,2-dicarboxylic acid, diethyl ester, (1R,2R)-rel-;SCHEMBL817452;(+/-)-Diethyl trans-4-cyclohexene-1,2-dicarboxylate;trans-1,2,3,6-Tetrahydrophthalic Acid Diethyl Ester;DTXSID60493878;OWVOHDKOANTMJU-NXEZZACHSA-N;MFCD06799457;AKOS022185041;AS-66982;trans-diethyl 1,2,3,6-tetrahydrophthalate;C1704;CS-0453045;A15604;Diethyl (1R,2R)-4-cyclohexene-1,2-dicarboxylate;(+/-)-Diethyl trans-4-cyclohexene-1,2-dicarboxylate, >=98.0%

Chemical Property of Diethyl trans-4-Cyclohexene-1,2-dicarboxylate

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.474
• Boiling Point: 293.501 °C at 760 mmHg
• Flash Point: 138.147 °C
• PSA: 52.60000
• Density: 1.088 g/cm³
• LogP: 1.69500
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 226.12050905
• Heavy Atom Count: 16
• Complexity: 255

Purity/Quality:

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

Diethyl trans-4-Cyclohexene-1,2-dicarboxylate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1CC=CCC1C(=O)OCC
• Isomeric SMILES: CCOC(=O)[C@@H]1CC=CC[C@H]1C(=O)OCC

Technology Process of Diethyl trans-4-Cyclohexene-1,2-dicarboxylate

There total 8 articles about Diethyl trans-4-Cyclohexene-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: 97.0%

3-Sulfolene (77-79-2) + diethyl Fumarate (623-91-6) → trans-1,2-bis(ethoxycarbonyl)-4-cyclohexene (4841-85-4,5048-50-0,13043-60-2,56000-17-0)

Guidance literature:

In ethanol; at 120 ℃; for 16h;

DOI:10.1016/S0040-4020(02)00681-6

Reference yield: 42.0%

buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) + diethyl Fumarate (623-91-6) → trans-1,2-bis(ethoxycarbonyl)-4-cyclohexene (4841-85-4,5048-50-0,13043-60-2,56000-17-0)

Guidance literature:

at 50 ℃; for 24h; heating the mixture in a bomb;

DOI:10.1021/ja00526a041

Reference yield:

buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) + diethyl Fumarate (623-91-6) → (1S,2S)-cyclohex-4-ene-1,2-dicarboxylic acid diethyl ester (548786-21-6) + (1R,2R)-cyclohex-4-ene-1,2-dicarboxylic acid diethyl ester (4841-85-4,5048-50-0,13043-60-2,56000-17-0)

Guidance literature:

With triflimide activated chiral oxazaborolidine; In dichloromethane; toluene; at 20 ℃; for 16h; Title compound not separated from byproducts;

DOI:10.1021/ja035393r

upstream raw materials:

buta-1,3-diene

diethyl Fumarate

3-Sulfolene

ethanol

Downstream raw materials:

(rac)-trans-4,5-bis(hydroxymethyl)cyclohex-1-ene

((1R,6R)-6-(hydroxymethyl)cyclohex-3-enyl)methanol

C₂₀H₂₆Cl₂O₆Se

Refernces

• 1、 Eid, Assaad A.,Koubeissi, Ali,Bou-Mjahed, Ribal,Khalil, Nadine Al,Farah, Manal,Maalouf, Rita,Nasser, Niveen,Bouhadir, Kamal H.. "Novel carbocyclic nucleoside analogs suppress glomerular mesangial cells proliferation and matrix protein accumulation through ROS-dependent mechanism in the diabetic milieu". . p. 174 - 178. Retrieved 2013/02/23.
• 2、 -. "INHIBITION OF BACTERIAL BIOFILMS WITH IMIDAZOLE DERIVATIVES". Page/Page column 22. . Retrieved 2008/12/07.