1-Hydroxyphenanthrene

Base Information

• Chemical Name: 1-Hydroxyphenanthrene
• CAS No.: 2433-56-9
• Molecular Formula: C14H10O
• Molecular Weight: 194.233
• Hs Code.: 2906299090
• NSC Number: 44471
• UNII: Y1FTF7MUY7
• DSSTox Substance ID: DTXSID90872758
• Nikkaji Number: J130.703G
• Wikipedia: 1-Hydroxyphenanthrene
• Wikidata: Q18343391
• Metabolomics Workbench ID: 51358
• Mol file: 2433-56-9.mol

Synonyms:1-hydroxyphenanthrene

Chemical Property of 1-Hydroxyphenanthrene

Chemical Property:

• Vapor Pressure: 4.02E-07mmHg at 25°C
• Melting Point: 144-147°C
• Refractive Index: 1.753
• Boiling Point: 404.5 °C at 760 mmHg
• PKA: 9.40±0.30(Predicted)
• Flash Point: 197.7 °C
• PSA: 20.23000
• Density: 1.244 g/cm³
• LogP: 3.69860
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Ethanol (Slightly), Ethyl Acetate (Slightly), Methanol (S
• 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:

99.3% ^*data from raw suppliers

1-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=C3O
• Uses: A metabolite of Phenanthrene. A metabolite of Phenanthrene

Technology Process of 1-Hydroxyphenanthrene

There total 4 articles about 1-Hydroxyphenanthrene 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: 82.0%

C21H16O2 → 1-phenanthrenol (2433-56-9) + 5-phenyl-5a,6-dihydro-5H-phenanthro[1,10-bc]furan-6-ol

Guidance literature:

With phosphomolybdic acid; In 1,2-dichloro-ethane; at 20 ℃; for 0.166667h; Sealed tube; Inert atmosphere; Glovebox;

DOI:10.1021/acs.joc.1c02385

Reference yield: 52.0%

furan (110-00-9) + trifluoromethanesulfonic acid 1-bromonaphthalen-2-yl ester (126613-08-9) → 1-phenanthrenol (2433-56-9) + 4-phenanthrol (7651-86-7)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 - 20 ℃; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.8b00891

Reference yield:

phenanthrene (85-01-8) → phenanthrene-9,10-oxide (585-08-0,84489-06-5) + (3R/S,4S/R)-3,4-Epoxy-3,4-dihydrophenanthrene (89772-86-1,39834-45-2) + 1,2-phenanthrene oxide (39834-44-1) + 1-phenanthrenol (2433-56-9) + 4-phenanthrol (7651-86-7) + 9-Phenanthrol (484-17-3)

Guidance literature:

With Pyrazin-N-Oxid(PyzNO); In dichloromethane; Irradiation; the similar arene oxide formation (t.l.c. evidence) for acenaphthene;

upstream raw materials:

phenanthrene

furan

trifluoromethanesulfonic acid 1-bromonaphthalen-2-yl ester

Downstream raw materials:

1-methoxyphenanthrene

phenanthrene 1,2-quinone

1-(1-hydroxy-[2]phenanthryl)-propan-1-one

naphtho[1,2-k]fluoranthene

Refernces

• 1、 Mohammad-Pour, Gavin S.,Ly, Richard T.,Fairchild, David C.,Burnstine-Townley, Alex,Vazquez-Molina, Demetrius A.,Trieu, Khang D.,Campiglia, Andres D.,Harper, James K.,Uribe-Romo, Fernando J.. "Modular Design of Fluorescent Dibenzo- and Naphtho-Fluoranthenes: Structural Rearrangements and Electronic Properties". supporting information. p. 8036 - 8053. Retrieved 2018/05/31.
• 2、 Pena,Perez,Guitian,Castedo. "Selective palladium-catalyzed cocyclotrimerization of arynes with dimethyl acetylenedicarboxylate: A versatile method for the synthesis of polycyclic aromatic hydrocarbons". . p. 6944 - 6950. Retrieved 2007/10/03.