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

Base Information

• Chemical Name: 2,3,6,7,10,11-Hexakis(pentyloxy)triphenylene
• CAS No.: 69079-52-3
• Molecular Formula: C₄₈H₇₂O₆
• Molecular Weight: 745.096
• DSSTox Substance ID: DTXSID60446283
• Nikkaji Number: J454.984H
• Wikidata: Q82264896
• Mol file: 69079-52-3.mol

Synonyms:69079-52-3;2,3,6,7,10,11-HEXAKIS(PENTYLOXY)TRIPHENYLENE;2,3,6,7,10,11-hexapentoxytriphenylene;2,3,6,7,10,11-HEXAKIS-PENTYLOXY-TRIPHENYLENE;2,3,6,7,10,11-hexapentyloxytriphenylene;SCHEMBL2201723;DTXSID60446283;MFCD04038065;AKOS024389697

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

Chemical Property:

• Boiling Point: 793.0±55.0 °C(Predicted)
• PSA: 55.38000
• Density: 1.017±0.06 g/cm3(Predicted)
• LogP: 14.56020
• XLogP3: 15.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 30
• Exact Mass: 744.53289001
• Heavy Atom Count: 54
• Complexity: 730

Purity/Quality:

97% ^*data from raw 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)OCCCCC)OCCCCC)OCCCCC

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

There total 13 articles about 2,3,6,7,10,11-Hexakis(pentyloxy)triphenylene 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: 86.0%

1,2-bis(pentyloxy)benzene (142947-21-5) → 2,3,6,7,10,11-hexakis(pentyloxy)triphenylene (69079-52-3)

Guidance literature:

With aluminum oxide; iron(III) chloride; for 12h;

DOI:10.1080/00397919908086164

Reference yield: 66.0%

1,2-bis(pentyloxy)benzene (142947-21-5) → 2,3,6,7,10,11-hexakis(pentyloxy)triphenylene (69079-52-3) + 2-hydroxy-3,6,7,10,11-pentapentyloxytriphenylene (163628-91-9)

Guidance literature:

With iron(III) chloride; sulfuric acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1039/b805870a

Reference yield: 54.0%

2,3,6,7,10,11-Hexakis-trimethylsilanyloxy-triphenylene (244091-61-0) → 2,3,6,7,10,11-hexakis(pentyloxy)triphenylene (69079-52-3)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 80 ℃;

upstream raw materials:

1,2-bis-decyloxy-benzene

1,2-bis(pentyloxy)benzene

1,2-bis(nonyloxy)benzene

2,3,6,7,10,11-Hexakis-trimethylsilanyloxy-triphenylene

Downstream raw materials:

2,7,10-tris(pentyloxy)-3,6,11-trihydroxytriphenylene

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

2,6,10-tris(pentyloxy)-3,7,11-trihydroxytriphenylene

2-hydroxy-3,6,7,10,11-pentapentyloxytriphenylene

Refernces

• 1、 Cooke, Graeme,Sage, Valerie,Richomme, Tanguy. "Synthesis of hexa-alkyloxytriphenylenes using FeCl3 supported on alumina". . p. 1767 - 1771. Retrieved 1999.
• 2、 Markovitsi, Dimitra,Germain, Arnaud,Millie, Philippe,Lecuyer, Pierre,Gallos, Lazaros K.,at al.. "Triphenylene Columnar Liquid Crystals: Excited States and Energy Transfer". . p. 1005 - 1017. Retrieved 1995.
• 3、 Zhao, Ke-Qing,Jing, Min,An, Ling-Ling,Du, Jun-Qi,Wang, Yan-Hong,Hu, Ping,Wang, Bi-Qin,Monobe, Hirosato,Heinrich, Beno?t,Donnio, Bertrand. "Facile transformation of 1-aryltriphenylenes into dibenzo[fg,op]tetracenes by intramolecular Scholl cyclodehydrogenation: synthesis, self-assembly, and charge carrier mobility of large π-extended discogens". . p. 669 - 682. Retrieved 2017.
• 4、 Bondarenko, G. N.,Ivanov, D. A.,Maryasevskaya, A. V.,Merekalov, A. S.,Otmakhova, O. A.,Piryazev, A. A.,Shandryuk, G. A.,Talroze, R. V.. "New complexes of liquid crystal discotic triphenylenes: Induction of the double gyroid phase". . p. 16827 - 16836. Retrieved 2021/08/20.
• 5、 Zhang, Zhenhu,Yang, Huanzhi,Bi, Jingze,Zhang, Ao,Fang, Yi,Feng, Yuwen,An, Li,Liang, Lijuan,Zhang, Chunxiu,Pu, Jialing. "The leading role of the steric hindrance effect and dipole-dipole interaction in superlattice nanostructures formed via the assembly of discotic liquid crystals". supporting information. p. 20087 - 20094. Retrieved 2018/12/13.