Dimethyl cyclohexa-2,4-diene-1,2-dicarboxylate

Base Information

• Chemical Name: Dimethyl cyclohexa-2,4-diene-1,2-dicarboxylate
• CAS No.: 90295-61-7
• Molecular Formula: C10H12O4
• Molecular Weight: 196.203
• DSSTox Substance ID: DTXSID50511858
• Mol file: 90295-61-7.mol

Synonyms:90295-61-7;Dimethyl cyclohexa-2,4-diene-1,2-dicarboxylate;SCHEMBL13671086;DTXSID50511858

Chemical Property of Dimethyl cyclohexa-2,4-diene-1,2-dicarboxylate

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 196.07355886
• Heavy Atom Count: 14
• Complexity: 301

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CC=CC=C1C(=O)OC

Technology Process of Dimethyl cyclohexa-2,4-diene-1,2-dicarboxylate

There total 8 articles about Dimethyl cyclohexa-2,4-diene-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: 40.0%

(1S*,2S*,4S*,5S*)-dimethyl 4-fluoro-5-(phenylselanyl)cyclohexane-1,2-dicarboxylate → (±)-dimethyl cyclohexa-2,4-diene-1,2-dicarboxylate (90295-61-7)

Guidance literature:

(1S*,2S*,4S*,5S*)-dimethyl 4-fluoro-5-(phenylselanyl)cyclohexane-1,2-dicarboxylate; With dihydrogen peroxide; sodium hydrogencarbonate; In tetrahydrofuran; water; at 0 ℃; for 0.5h;

With triethylamine; In tetrahydrofuran; water; at 0 - 20 ℃;

DOI:10.3762/BJOC.16.208

Reference yield: 37.0%

(1R*,2S*)-dimethyl 4-fluoro-5-(phenylselanyl)cyclohexane-1,2-dicarboxylate → (±)-dimethyl cyclohexa-2,4-diene-1,2-dicarboxylate (90295-61-7)

Guidance literature:

(1R*,2S*)-dimethyl 4-fluoro-5-(phenylselanyl)cyclohexane-1,2-dicarboxylate; With dihydrogen peroxide; sodium hydrogencarbonate; In tetrahydrofuran; water; at 0 ℃; for 0.5h;

With triethylamine; In tetrahydrofuran; water; at 0 - 20 ℃;

DOI:10.3762/BJOC.16.208

Reference yield:

4,5-dibromo-trans-cyclohexane-1,2-dicarboxylic acid dimethyl ester (90409-98-6) → (±)-dimethyl cyclohexa-2,4-diene-1,2-dicarboxylate (90295-61-7)

Guidance literature:

With lithium carbonate; lithium chloride; In N,N,N,N,N,N-hexamethylphosphoric triamide;

DOI:10.1021/jo00188a033

upstream raw materials:

diazomethane

2,4-cyclohexadiene-1,2-dicarboxylic acid

dimethyl cyclohexa-1,4-diene-1,2-dicarboxylate

4,5-dibromo-trans-cyclohexane-1,2-dicarboxylic acid dimethyl ester