cis-4-Cyclohexene-1,2-dicarboxylic Acid Diethyl Ester

Base Information

• Chemical Name: cis-4-Cyclohexene-1,2-dicarboxylic Acid Diethyl Ester
• CAS No.: 4841-85-4
• Molecular Formula: C12H18 O4
• Molecular Weight: 226.273
• Nikkaji Number: J1.657.171G
• Mol file: 4841-85-4.mol

Synonyms:4841-85-4;cis-4-Cyclohexene-1,2-dicarboxylic Acid Diethyl Ester;Diethyl cis-4-Cyclohexene-1,2-dicarboxylate;1,2-Diethyl (1R,2S)-rel-cyclohex-4-ene-1,2-dicarboxylate;SCHEMBL11311453;MFCD00029512;AKOS025402729;AS-50376;Diethylcis-4-Cyclohexene-1,2-dicarboxylate;CS-0057939;P10037;3-(Butan-2-yl)-6-methoxy cyclohexa-1,4-diene;diethyl (1S,2R)-cyclohex-4-ene-1,2-dicarboxylate;J-803009

Chemical Property of cis-4-Cyclohexene-1,2-dicarboxylic Acid Diethyl Ester

Chemical Property:

• Refractive Index: 1.4610 to 1.4650
• Boiling Point: 293.5°Cat760mmHg
• Flash Point: 138.1°C
• PSA: 52.60000
• Density: 1.087g/cm³
• LogP: 1.69500
• 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:

97% ^*data from raw suppliers

Diethyl cis-4-Cyclohexene-1,2-dicarboxylate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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 cis-4-Cyclohexene-1,2-dicarboxylic Acid Diethyl Ester

There total 13 articles about cis-4-Cyclohexene-1,2-dicarboxylic Acid Diethyl Ester 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:

ethanol

cis-1,2,3,6-tetrahydrophthalic acid

buta-1,3-diene

Diethyl maleate

Downstream raw materials:

diethyl cyclohexane-cis-1,2-dicarboxylate

trans-cyclohex-4-ene-1,2-dicarboxylic acid

cis-cyclohex-4-ene-1,2-dicarboxylic acid dihydrazide

(1S*,2S*)-cyclohex-4-ene-1,2-dicarbohydrazide