3,6,10,11-Tetrakis(pentyloxy)triphenylene-2,7-diol

Base Information

• Chemical Name: 3,6,10,11-Tetrakis(pentyloxy)triphenylene-2,7-diol
• CAS No.: 102737-76-8
• Molecular Formula: C38H52O6
• Molecular Weight: 604.82
• DSSTox Substance ID: DTXSID20435537
• Nikkaji Number: J964.272B
• Wikidata: Q72507380
• Mol file: 102737-76-8.mol

Synonyms:102737-76-8;3,6,10,11-TETRAKIS(PENTYLOXY)TRIPHENYLENE-2,7-DIOL;3,6,10,11-tetrapentoxytriphenylene-2,7-diol;2,7-Triphenylenediol, 3,6,10,11-tetrakis(pentyloxy)-;2,7-Dihydroxy-3,6,10,11-tetrakis(pentyloxy)triphenylene;DTXSID20435537;2,7-dihydroxy-3,6,10,11-tetra(pent-oxy)triphenylene

Chemical Property of 3,6,10,11-Tetrakis(pentyloxy)triphenylene-2,7-diol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 105.0 °C
• Refractive Index: 1.587
• Boiling Point: 744.05 °C at 760 mmHg
• PKA: 9.19±0.30(Predicted)
• Flash Point: 403.787 °C
• PSA: 77.38000
• Density: 1.102g/cm³
• LogP: 10.83340
• XLogP3: 11.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 20
• Exact Mass: 604.37638937
• Heavy Atom Count: 44
• Complexity: 702

Purity/Quality:

99% ^*data from raw suppliers

3,6,10,11-TETRAKIS(PENTYLOXY)TRIPHENYLENE-2,7-DIOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCOC1=C(C=C2C(=C1)C3=CC(=C(C=C3C4=CC(=C(C=C24)OCCCCC)OCCCCC)O)OCCCCC)O

Technology Process of 3,6,10,11-Tetrakis(pentyloxy)triphenylene-2,7-diol

There total 9 articles about 3,6,10,11-Tetrakis(pentyloxy)triphenylene-2,7-diol 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: 77.0%

2,7-dimethoxy-3,6,10,11-tetrakis(pentyloxy)triphenylene → 2,7-dihydroxy-3,6,10,11-tetrakis(pentyloxy)triphenylene (102737-76-8)

Guidance literature:

With n-butyllithium; diphenylphosphane; In tetrahydrofuran; Petroleum ether; at 50 - 60 ℃; for 4h;

DOI:10.1080/15421400801915084

Reference yield: 40.0%

2,3,6,7,10,11-hexakis(pentyloxy)triphenylene (69079-52-3) → 2,6-dihydroxy-3,7,10,11-tetrapentyloxytriphenylene + 2,7-dihydroxy-3,6,10,11-tetrakis(pentyloxy)triphenylene (102737-76-8) + 2-hydroxy-3,6,7,10,11-pentapentyloxytriphenylene (163628-91-9)

Guidance literature:

With bromocatecholborane; In dichloromethane; at 0 ℃; for 48h; Yield given. Yields of byproduct given;

DOI:10.1055/s-1998-2133

Reference yield: 33.0%

2,3,6,7,10,11-hexakis(pentyloxy)triphenylene (69079-52-3) → 2,7,10-tris(pentyloxy)-3,6,11-trihydroxytriphenylene (168847-28-7) + 2,6-dihydroxy-3,7,10,11-tetrapentyloxytriphenylene + 2,7-dihydroxy-3,6,10,11-tetrakis(pentyloxy)triphenylene (102737-76-8) + 2,6,10-tris(pentyloxy)-3,7,11-trihydroxytriphenylene (168847-20-9) + 2-hydroxy-3,6,7,10,11-pentapentyloxytriphenylene (163628-91-9)

Guidance literature:

With bromocatecholborane; In dichloromethane; for 36h; Product distribution; Ambient temperature; various amounts of reagent; other times and temperatures;

DOI:10.1055/s-1998-2133

upstream raw materials:

1-methoxy-2-pentyloxy-benzene

1,2-bis(pentyloxy)benzene

2,3,6,7,10,11-hexakis(pentyloxy)triphenylene

benzene-1,2-diol