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ChEBI: A phenanthrol that is phenanthrene in which a hydrogen attached to a carbon in the central ring has been replaced by a hydroxy group.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

• 5423-69-8 10-chloro-[9]phenanthrol 
• 84-11-7 9,10-phenanthrenequinone 
• 60-29-7 diethyl ether 
• 71-43-2 benzene 
• 585-08-0 1a,9b-dihydrophenanthro<9,10-b>oxirene 
• 484-16-2 10H-phenanthren-9-one 
• 120298-01-3 N,N-diethyl-2′-methylbiphenyl-2-carboxamide 
• 3112-05-8 1-biphenyl-2-yl-2-diazo-ethanone 
• 85-01-8 phenanthrene 
• 7647-01-0 hydrogenchloride 
• 64-17-5 ethanol 
• 302-01-2 hydrazine 
• 91-17-8 decalin 
• 10034-85-2 hydrogen iodide 

Downstream Products

• 957-82-4 9-Acetoxy-phenanthren 
• 855877-02-0 salicylic acid-[9]phenanthryl ester 
• 36368-33-9 10-benzeneazo-9-phenanthrol 
• 84-11-7 9,10-phenanthrenequinone 
• 947-73-9 9-Aminophenanthrene 
• 120270-55-5 N,N-diethyl 10-(4'-nitrophenyl)phenanthren-9-yl-O-carbamate 
• 182615-23-2 (CO)5W(C₁₇H₉OC₆H₅) 
• 1158849-56-9 9-(4-phenoxybutoxy)phenanthrene 
• 2005-10-9 6H-benzo[c]chromen-6-one 
• 2510-55-6 9-cyanophenanthrene 
• 100891-94-9 N-methyl-5H-dibenzo[c,e]azepine-5,7(6H)-dione 
• 120270-54-4 N,N-Diethyl-2-phenanthren-9-yl-benzamide 
• 4410-14-4 2-phenylphenanthro[9,10-d]oxazole 
• 21639-88-3 2-methylphenanthro[9,10-d][1,3]oxazole 

Relevant articles and documents

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ELECTROACTIVE COMPOUNDS

There is provided a compound having Formula (I) In Formula I = Ar1 is a hydrocarbon aryl group, a heteroaryl group, or a substituted derivative thereof; and Q has Formula (Q1), (Q2), or (Q3) The variables are described in detail herein.

A simple Hückel model-driven strategy to overcome electronic barriers to retro-Brook silylation relevant to aryne and bisaryne precursor synthesis

ortho-Silylaryl triflate precursors (oSATs) have been responsible for many recent advances in aryne chemistry and are most commonly accessed from the corresponding 2-bromophenol. A retro-BrookO- toC-silyl transfer is a key step in this synthesis but not all aromatic species are amenable to the transformation, with no functionalized bisbenzyneoSATs reported. Simple Hückel models are presented which show that the calculated aromaticity at the brominated position is an accurate predictor of successful retro-Brook reaction, validated synthetically by a new success and a predicted failure. From this, the synthesis of a novel difunctionalized bisaryne precursor has been tested, requiring different approaches to install the twoC-silyl groups. The first successful use of a disubstitutedo-silylaryl sulfonate bisbenzyne precursor in Diels-Alder reactions is then shown.