484-17-3

Basic information

• Product Name: 9-PHENANTHROL
• Synonyms: PHENANTHRENE-9-HYDROXY;9-HYDROXYPHENANTHRENE;9-PHENANTHROL;phenanthren-9-ol;9-PHENANTHROL, TECH.;9-Phenanthrenol;NSC 50554;9-Phenanthrol,60%,tech.
• CAS NO: 484-17-3
• Molecular Formula: C₁₄H₁₀O
• Molecular Weight: 194.23
• EINECS: 207-602-4
• Product Categories: Various Metabolites and Impurities;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
• Mol File: 484-17-3.mol
• Article Data: 43

Chemical Properties

• Melting Point: 139-143 °C(lit.)
• Boiling Point: 290.68°C (rough estimate)
• Flash Point: 197.7°C
• Appearance: /
• Density: 1.0550 (rough estimate)
• Vapor Pressure: 4.02E-07mmHg at 25°C
• Refractive Index: 1.5920 (estimate)
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• PKA: 9.40±0.30(Predicted)
• CAS DataBase Reference: 9-PHENANTHROL(CAS DataBase Reference)
• NIST Chemistry Reference: 9-PHENANTHROL(484-17-3)
• EPA Substance Registry System: 9-PHENANTHROL(484-17-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• RTECS: SF8288000
• Hazardous Substances Data: 484-17-3(Hazardous Substances Data)

Usage

Chemical Properties

BROWN POWDER

Uses

Different sources of media describe the Uses of 484-17-3 differently. You can refer to the following data:
1. A metabolite of Phenanthrene.
2. 9-Phenanthrol was used to investigate C K-edge and O K-edge near-edge X-ray absorption fine structure (NEXAFS) spectra of single-wall carbon nanotubes.
3. A metabolite of Phenanthrene

Definition

ChEBI: A phenanthrol that is phenanthrene in which a hydrogen attached to a carbon in the central ring has been replaced by a hydroxy group.

Synthesis Reference(s)

The Journal of Organic Chemistry, 24, p. 86, 1959 DOI: 10.1021/jo01083a025Tetrahedron Letters, 29, p. 5459, 1988 DOI: 10.1016/S0040-4039(00)80786-8

Biochem/physiol Actions

9-Phenanthrol is inhibitor of the transient receptor potential melastatin 4 (TRPM) channel, a Ca2+ -activated non-selective cation channel.

InChI:InChI=1/C14H10O/c15-14-9-10-5-1-2-6-11(10)12-7-3-4-8-13(12)14/h1-9,15H

Upstream product

• 5085-74-5 9-methoxyphenanthrene 
• 67-56-1 methanol 
• 585-08-0 phenanthrene-9,10-oxide 
• 585-08-0 1a,9b-dihydrophenanthro<9,10-b>oxirene 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 120270-41-9 N,N-diisopropyl-2'-methyl-[1,1'-biphenyl]-2-carboxamide 
• 486-25-9 9-fluorenone 
• 60-29-7 diethyl ether 
• 615-53-2 ethyl N-methyl-N-nitrosocarbamate 
• 85-01-8 phenanthrene 
• 893739-36-1 2'-(2-chlorophenyl)acetophenone 
• 2142-69-0 2-bromophenyl methyl ketone 
• 3900-89-8 2-Chlorobenzeneboronic acid 
• 52889-62-0 2-ethynyl-1,1'-biphenyl 

Downstream Products

• 36368-33-9 10-benzeneazo-9-phenanthrol 
• 85-01-8 phenanthrene 
• 5325-97-3 1,2,3,4,5,6,7,8-Octahydrophenanthrene 
• 947-73-9 9-Aminophenanthrene 
• 16269-40-2 N-9-phenanthrenyl-9-phenanthrenamine 
• 215-29-2 1,2,3,4,6,7-Tribenzophenazin 
• 84-11-7 9,10-phenanthrenequinone 
• 51417-63-1 1-fluoronaphthalen-2-ol 
• 59830-28-3 9,9-difluoro-10-keto-9,10-dihydrophenanthrene 
• 61708-78-9 2,2-diphenyl-2H-phrnanthro[9,10-e]pyran 
• 106916-40-9 9-hydroxy-10-phenyl-phenanthren 
• 201-68-3 13-oxa-indeno[1,2-l]phenanthrene 
• 120270-55-5 N,N-diethyl 10-(4'-nitrophenyl)phenanthren-9-yl-O-carbamate 
• 119980-36-8 1',3',3'-trimethylspiro(indoline-2',2-2H-phenanthro[9,10-b][1,4]oxazine) 

Relevant articles and documents

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β-Diketone boron difluoride dye-functionalized conjugated microporous polymers for efficient aerobic oxidative photocatalysis

Incorporation of organic chromophores into conjugated micro/mesoporous polymers (CMPs) provides a promising avenue for developing recyclable heterogeneous photocatalysts by overcoming tedious separation and low reusability of homogeneous organic dye-based photocatalysts. However, the design principle and the underlying structure-property relationship for fabricating and selecting various organic dye-embedded CMPs for efficient photocatalysis have not been well-constructed so far. In this study, we described the rational fabrication of two new CMPsviathe one-step Sonogashira coupling using β-diketone boron difluoride dye as the key linker and commonly used building blocks (triphenylamine/triphenylbenzene) as the cores. The resulting boron-dye containing CMPs were efficiently employed as the metal-free photocatalysts in two typical aerobic oxidative organic transformations including coupling of benzylamine and oxidation of aryl boronic acids to corresponding aryl phenols, which have never been explored with other boron-dye-embedded CMPs. They exhibited superior photocatalytic performance compared to their boron-free counterparts due to their wide visible-light absorption, narrow optical bandgaps, and extended π-conjugation due to boron-complexation. The present study establishes β-diketone boron difluoride dyes as efficient building blocks for fabricating new CMP-based photocatalysts.

Preparation method of 9-hydroxyphenanthrene

The invention discloses a preparation method of 9-hydroxyphenanthrene, the preparation method comprises the following steps: taking a phenanthrene solution as a raw material, carrying out bromination, methoxylation and demethylation reaction to obtain the 9-hydroxyphenanthrene. The preparation method has the advantages of low preparation cost, high preparation efficiency, environmental friendliness, greatly improved product yield and high quality of the prepared product, is suitable for industrial production, and can be used for large-scale industrial preparation of 9-hydroxyphenanthrene and derivatives thereof.