Cycloundeca-1,10-diene-1,2,6,7-tetracarboxylate;9,9,10,11-tetramethylcycloundeca-1,10-diene-1,2,6,7-tetracarboxylate

Base Information

• Chemical Name: Cycloundeca-1,10-diene-1,2,6,7-tetracarboxylate;9,9,10,11-tetramethylcycloundeca-1,10-diene-1,2,6,7-tetracarboxylate
• CAS No.: 71928-61-5
• Molecular Formula: C19H20 O8
• Molecular Weight: 1345.17376
• DSSTox Substance ID: DTXSID20700611
• Mol file: 71928-61-5.mol

Synonyms:DTXSID20700611;71928-61-5;cycloundeca-1,10-diene-1,2,6,7-tetracarboxylate;9,9,10,11-tetramethylcycloundeca-1,10-diene-1,2,6,7-tetracarboxylate

Chemical Property of Cycloundeca-1,10-diene-1,2,6,7-tetracarboxylate;9,9,10,11-tetramethylcycloundeca-1,10-diene-1,2,6,7-tetracarboxylate

Chemical Property:

• Vapor Pressure: 5.92E-09mmHg at 25°C
• Refractive Index: 1.571
• Boiling Point: 468.6°C at 760 mmHg
• Flash Point: 205.2°C
• PSA: 105.20000
• Density: 1.408g/cm³
• LogP: 0.41330
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 32
• Rotatable Bond Count: 0
• Exact Mass: 1344.3380699
• Heavy Atom Count: 96
• Complexity: 1250

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(CC(C(CCCC(=C1C(=O)[O-])C(=O)[O-])C(=O)[O-])C(=O)[O-])(C)C)C.C1CC(C(CCC=CC(=C(C1)C(=O)[O-])C(=O)[O-])C(=O)[O-])C(=O)[O-].C1CC(C(CCC=CC(=C(C1)C(=O)[O-])C(=O)[O-])C(=O)[O-])C(=O)[O-].C1CC(C(CCC=CC(=C(C1)C(=O)[O-])C(=O)[O-])C(=O)[O-])C(=O)[O-]

Technology Process of Cycloundeca-1,10-diene-1,2,6,7-tetracarboxylate;9,9,10,11-tetramethylcycloundeca-1,10-diene-1,2,6,7-tetracarboxylate

There total 7 articles about Cycloundeca-1,10-diene-1,2,6,7-tetracarboxylate;9,9,10,11-tetramethylcycloundeca-1,10-diene-1,2,6,7-tetracarboxylate 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: 98.0%

dimethyl tricyclo[4.2.1.0(2,5)]nona-3,7-diene-3,4-dicarboxylate (13155-83-4) + dimethyl acetylenedicarboxylate (762-42-5) → tetramethyl (1α,2β,5β,6α,7β,10β)tetracyclo[4.4.1.02,5.07,10]undec-3,8-diene-3,4,8,9-tetracarboxylate (71928-61-5)

Guidance literature:

With carbonyl bis(hydrido)tris(triphenylphosphine)ruthenium(II); In tetrahydrofuran; at 80 ℃; for 1h; Microwave irradiation;

DOI:10.1080/00397911.2010.481744

Reference yield: 76.0%

bicyclo[2.2.1]hepta-2,5-diene (121-46-0) + dimethyl acetylenedicarboxylate (762-42-5) → tetramethyl (1α,2β,5β,6α,7β,10β)tetracyclo[4.4.1.02,5.07,10]undec-3,8-diene-3,4,8,9-tetracarboxylate (71928-61-5)

Guidance literature:

With carbonyl bis(hydrido)tris(triphenylphosphine)ruthenium(II); In N,N-dimethyl-formamide; at 100 ℃; for 0.0333333h; Microwave irradiation;

DOI:10.1016/j.tetlet.2010.08.119

Reference yield: 74.0%

C7H4 + dimethyl acetylenedicarboxylate (762-42-5) → tetramethyl (1α,2β,5β,6α,7β,10β)tetracyclo[4.4.1.02,5.07,10]undec-3,8-diene-3,4,8,9-tetracarboxylate (71928-61-5)

Guidance literature:

With carbonyl bis(hydrido)tris(triphenylphosphine)ruthenium(II); In N,N-dimethyl-formamide; at 90 - 140 ℃; for 100h; Sealed tube;

DOI:10.1002/ejoc.201901352

upstream raw materials:

dimethyl tricyclo[4.2.1.0(2,5)]nona-3,7-diene-3,4-dicarboxylate

dimethyl acetylenedicarboxylate

bicyclo[2.2.1]hepta-2,5-diene

bicyclo[2.2.1]hepta-2,5-diene