Cyclooctatetraene-1,2-dicarboxylic acid dimethyl ester

Base Information

• Chemical Name: Cyclooctatetraene-1,2-dicarboxylic acid dimethyl ester
• CAS No.: 15956-91-9
• Molecular Formula: C12H12 O4
• Molecular Weight: 220.225
• NSC Number: 131080
• DSSTox Substance ID: DTXSID30419166
• Nikkaji Number: J264.238G
• Mol file: 15956-91-9.mol

Synonyms:NSC131080;15956-91-9;DTXSID30419166;NSC-131080;Cyclooctatetraene-1,2-dicarboxylic acid dimethyl ester;dimethyl 1,3,5,7-cyclooctatetraene-1,2-dicarboxylate

Chemical Property of Cyclooctatetraene-1,2-dicarboxylic acid dimethyl ester

Chemical Property:

• Vapor Pressure: 0.0001mmHg at 25°C
• Boiling Point: 338.1°Cat760mmHg
• Flash Point: 168.5°C
• Density: 1.181g/cm³
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 220.07355886
• Heavy Atom Count: 16
• Complexity: 373

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=CC=CC=C1)C(=O)OC
• Isomeric SMILES: COC(=O)/C/1=C(/C=C\C=C/C=C1)\C(=O)OC

Technology Process of Cyclooctatetraene-1,2-dicarboxylic acid dimethyl ester

There total 2 articles about Cyclooctatetraene-1,2-dicarboxylic acid dimethyl 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: 16.0%

9-Phenyl-6b,8,9,9a-tetrahydro-acenaphtho[1,2-d]oxazole (80577-80-6) + dimethyl acetylenedicarboxylate (762-42-5) → dimethyl cyclooctatetraene-1,2-dicarboxylate (15956-91-9) + 1,2,5-Triphenylpyrrol-3,4-dicarbonsaeure-dimethylester (30082-50-9) + 3,4-bis(methoxycarbonyl)-2,5-trans-1,3,5-triphenyl-3-pyrroline (30082-49-6,34310-82-2,34310-83-3)

Guidance literature:

In benzene; for 3h; Irradiation;

DOI:10.1246/cl.1981.1585

Reference yield:

dimethyl acetylenedicarboxylate (762-42-5) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → phthalic acid dimethyl ester (131-11-3,64441-70-9) + dimethyl 2-(phenyl)maleate (29576-99-6) + dimethyl cyclooctatetraene-1,2-dicarboxylate (15956-91-9) + dimethyl (2E)-2-phenyl-2-butenedioate (29394-47-6)

Guidance literature:

With trifluoroacetic acid; at 20 - 25 ℃; for 5h; Product distribution; Mechanism; Irradiation; photoreaction with electron-acceptor alkenes and alkynes, further reagents, further solvents, different reagent concentrations;

Reference yield: 99.0%

4-Phenyl-1,2,4-triazolidine-3,5-dione (4233-33-4) + dimethyl 1,3,5,7-cyclooctatetraene-1,8-dicarboxylate (15956-91-9) → 2,3-di(carbomethoxy)-7,8-diazatricyclo[4.2.2.0(2,5)]deca-3,9-diene-7,8-dicarboxylic acid phenylimide

Guidance literature:

In ethyl acetate; at 70 ℃; for 1h; Microwave irradiation;

DOI:10.1002/chem.200903454

upstream raw materials:

9-Phenyl-6b,8,9,9a-tetrahydro-acenaphtho[1,2-d]oxazole

dimethyl acetylenedicarboxylate

benzene

Downstream raw materials:

Cyclooctatetraen-1,2-dicarbonsaeure

C₃₂H₂₆O₅

C₅₂H₄₀O₆

phthalic acid dimethyl ester

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