Hexaphenol

Base Information

• Chemical Name: Hexaphenol
• CAS No.: 1506-76-9
• Molecular Formula: C21H18O6
• Molecular Weight: 366.37
• Hs Code.: 2906299090
• DSSTox Substance ID: DTXSID00369306
• Nikkaji Number: J991.835C
• Wikidata: Q82156360
• Mol file: 1506-76-9.mol

Synonyms:Hexaphenol;1506-76-9;Cyclotricatechylene;10,15-Dihydro-5H-tribenzo[a,d,g][9]annulene-2,3,7,8,12,13-hexaol;tetracyclo[15.4.0.03,8.010,15]henicosa-1(21),3,5,7,10,12,14,17,19-nonaene-5,6,12,13,19,20-hexol;5H-Tribenzo[a,d,g]cyclononene-2,3,7,8,12,13-hexol,10,15-dihydro-;YSZC606;SCHEMBL7777089;DTXSID00369306;MFCD00216940;AKOS017344974;BS-49063;CS-0110430;E85099;4,5'-Methylene-4',5''-methylene-4'',5-methylenetricatechol;10,15-Dihydro-5H-tribenzo[a,d,g][9]annulene-2,3,7,8,12,13-hexol

Chemical Property of Hexaphenol

Chemical Property:

• Appearance/Colour: grey fluffy powder
• Vapor Pressure: 3.01E-21mmHg at 25°C
• Melting Point: 287-289 °C
• Refractive Index: 1.762
• Boiling Point: 717.101 °C at 760 mmHg
• PKA: 9.11±0.20(Predicted)
• Flash Point: 337.191 °C
• PSA: 121.38000
• Density: 1.528 g/cm³
• LogP: 3.00600
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 366.11033829
• Heavy Atom Count: 27
• Complexity: 402

Purity/Quality:

98%Min ^*data from raw suppliers

HEXAPHENOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=CC(=C(C=C2CC3=CC(=C(C=C3CC4=CC(=C(C=C41)O)O)O)O)O)O

Technology Process of Hexaphenol

There total 4 articles about Hexaphenol 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: 87.0%

cyclotriveratrylene (1180-60-5) → cyclotricatechylene (1506-76-9)

Guidance literature:

With boron tribromide; In dichloromethane; at -40 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c7ce01075c

Reference yield:

(3,4-dimethoxyphenyl)methanol (93-03-8) → cyclotricatechylene (1506-76-9)

Guidance literature:

Multi-step reaction with 2 steps

1: phosphoric acid / 5 h / 80 °C

2: boron tribromide / dichloromethane / 2.42 h / 0 °C / Inert atmosphere; Reflux

With phosphoric acid; boron tribromide; In dichloromethane;

DOI:10.1021/ja806524m

Reference yield:

1,2-dimethoxybenzene (91-16-7) → cyclotricatechylene (1506-76-9)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄

2: BBr₃ / benzene

With sulfuric acid; boron tribromide; In benzene;

upstream raw materials:

cyclotriveratrylene

1,2-dimethoxybenzene

(3,4-dimethoxyphenyl)methanol

Downstream raw materials:

(3,4)dm8G₁*-CTV

Refernces

• 1、 Chakrabarti, Ananya,Chawla,Hundal, Geeta,Pant. "Convenient synthesis of selectively substituted tribenzo[a,d,g] cyclononatrienes". . p. 12323 - 12329. Retrieved 2005.
• 2、 Kawakami, Yoshiteru,Ogishima, Tsuyoshi,Kawara, Tomoki,Yamauchi, Shota,Okamoto, Kazuhiko,Nikaido, Singo,Souma, Daiki,Jin, Ren-Hua,Kabe, Yoshio. "Silane catecholates: Versatile tools for self-assembled dynamic covalent bond chemistry". supporting information. p. 6066 - 6069. Retrieved 2019/06/03.
• 3、 Roche, Cécile,Sun, Hao-Jan,Prendergast, Margaret E.,Leowanawat, Pawaret,Partridge, Benjamin E.,Heiney, Paul A.,Araoka, Fumito,Graf, Robert,Spiess, Hans W.,Zeng, Xianbingon,Ungar, Goran,Percec, Virgil. "Homochiral columns constructed by chiral self-sorting during supramolecular helical organization of hat-shaped molecules". supporting information. p. 7169 - 7185. Retrieved 2014/06/09.