4-Phenanthrenol

Base Information

• Chemical Name: 4-Phenanthrenol
• CAS No.: 7651-86-7
• Molecular Formula: C14H10O
• Molecular Weight: 194.233
• European Community (EC) Number: 231-613-3
• NSC Number: 171284
• UNII: 4ED7OAK0P9
• DSSTox Substance ID: DTXSID30227324
• Nikkaji Number: J151.439C
• Wikidata: Q27109303
• Metabolomics Workbench ID: 53757
• Mol file: 7651-86-7.mol

Synonyms:4-hydroxyphenanthrene

Chemical Property of 4-Phenanthrenol

Chemical Property:

• Vapor Pressure: 4.02E-07mmHg at 25°C
• Melting Point: 113-115°C
• Refractive Index: 1.753
• Boiling Point: 404.5 °C at 760 mmHg
• Flash Point: 197.7 °C
• PSA: 20.23000
• Density: 1.244 g/cm³
• LogP: 3.69860
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 194.073164938
• Heavy Atom Count: 15
• Complexity: 225

Purity/Quality:

99%, ^*data from raw suppliers

4-Phenanthrol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=C2C(=CC=C3)O
• Uses: A metabolite of Phenanthrene (P294800(P)), which is a polycyclic aromatic hydrocarbon; an environmental pollutant.

Technology Process of 4-Phenanthrenol

There total 39 articles about 4-Phenanthrenol 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: 94.0%

4-methoxyphenanthren (15638-06-9) → 4-phenanthrol (7651-86-7)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/anie.202014138

Reference yield: 65.0%

1-Nitronaphthalene (86-57-7) + 1-(trimethylsiloxy)-1,3-butadiene (6651-43-0) → 4-phenanthrol (7651-86-7)

Guidance literature:

With N-methylimidazolium hexafluorophosphate; at 60 ℃; for 48h; Reagent/catalyst; Time; Sealed tube; Inert atmosphere;

DOI:10.1039/c3ra42042f

Reference yield: 59.0%

furan (110-00-9) + trifluoromethanesulfonic acid 1-bromonaphthalen-2-yl ester (126613-08-9) → 4-phenanthrol (7651-86-7)

Guidance literature:

furan; trifluoromethanesulfonic acid 1-bromonaphthalen-2-yl ester; With methyllithium; In tetrahydrofuran; diethyl ether; at -78 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

With hydrogenchloride; In tetrahydrofuran; diethyl ether; water; at 30 ℃; for 10h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.1c05434

upstream raw materials:

2,3-Dihydro-4(1H)-phenanthrenone

4-phenanthrenamine

4-[2]naphthyl-but-3-enoic acid

phenanthrene

Downstream raw materials:

4-methoxyphenanthren

1-Hydroxy-benzophenanthren

phenanthrene 3,4-quinone

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