9,10-Ethanoanthracene-11,12-dicarboxylic acid, 9,10-dihydro-, diethyl ester

Base Information

• Chemical Name: 9,10-Ethanoanthracene-11,12-dicarboxylic acid, 9,10-dihydro-, diethyl ester
• CAS No.: 83742-19-2
• Molecular Formula: C₂₂H₂₂O₄
• Molecular Weight: 350.414
• European Community (EC) Number: 621-579-1
• NSC Number: 403104,122907
• DSSTox Substance ID: DTXSID10918485
• Nikkaji Number: J728.420I
• ChEMBL ID: CHEMBL3105293
• Mol file: 83742-19-2.mol

Synonyms:93368-53-7;9,10-Ethanoanthracene-11,12-dicarboxylic acid, 9,10-dihydro-, diethyl ester;Diethyl 9,10-dihydro-9,10-ethanoanthracene-11,12-dicarboxylate;NSC122907;83742-19-2;diethyl tetracyclo[6.6.2.02,7.09,14]hexadeca-2,4,6,9,11,13-hexaene-15,16-dicarboxylate;trans-9,10-Dihydro-9,10-ethanoanthracene-11,12-dicarboxylic acid diethyl ester;NSC 122907;Maybridge4_000594;Oprea1_475185;CHEMBL3105293;DTXSID10918485;HMS1522K22;CCG-42754;NSC403104;AKOS024324815;NSC-122907;NSC-403104;IDI1_031176;AE-842/33003047;SR-01000632728-1;BRD-A72775198-001-01-7;Diethyl9,10-dihydro-9,10-ethanoanthracene-11,12-dicarboxylate;diethyl tetracyclo[6.6.2.0~2,7~.0~9,14~]hexadeca-2,4,6,9,11,13-hexaene-15,16-dicarboxylate

Chemical Property of 9,10-Ethanoanthracene-11,12-dicarboxylic acid, 9,10-dihydro-, diethyl ester

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 350.15180918
• Heavy Atom Count: 26
• Complexity: 472

Purity/Quality:

DIETHYL 9,10-DIHYDRO-9,10-ETHANOANTHRACENE-11,12-DICARBOXYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1C(C2C3=CC=CC=C3C1C4=CC=CC=C24)C(=O)OCC

Technology Process of 9,10-Ethanoanthracene-11,12-dicarboxylic acid, 9,10-dihydro-, diethyl ester

There total 8 articles about 9,10-Ethanoanthracene-11,12-dicarboxylic acid, 9,10-dihydro-, 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: 92.0%

anthracene (120-12-7) + diethyl Fumarate (623-91-6) → trans-9,10-dihydro-9,10-ethano-anthracene-11,12-dicarboxylic acid (11,12)-diethyl ester (83742-19-2,93368-53-7)

Guidance literature:

With pyrographite; In neat (no solvent); for 0.0166667h; Heating; Irradiation;

Reference yield: 85.0%

ethanol (64-17-5) + dibenzobarallene (103515-22-6) → trans-9,10-dihydro-9,10-ethano-anthracene-11,12-dicarboxylic acid (11,12)-diethyl ester (83742-19-2,93368-53-7)

Guidance literature:

With hydrogenchloride; for 4h; Heating;

Reference yield:

9,10,11,15-Tetrahydro-9,10<3',4'>furanoanthracen-12,14-dion (5443-16-3,103515-22-6) → trans-9,10-dihydro-9,10-ethano-anthracene-11,12-dicarboxylic acid (11,12)-diethyl ester (83742-19-2,93368-53-7)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄

2: NaOEt / ethanol / Heating

With sulfuric acid; sodium ethanolate; In ethanol;

DOI:10.1002/(SICI)1096-9888(199609)31:9<1028::AID-JMS388>3.0.CO;2-K

upstream raw materials:

anthracene

Diethyl maleate

diethyl Fumarate

ethanol

Downstream raw materials:

trans-11,12-bis(hydroxymethyl)-9,10-dihydro-9,10-ethano-anthracene