146746-37-4

Basic information

• Product Name: 9-(2'-hydroxyphenyl)anthracene
• Synonyms: 9-(2'-hydroxyphenyl)anthracene
• CAS NO: 146746-37-4
• Molecular Weight: 270.331
• Mol File: 146746-37-4.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 9-(2'-hydroxyphenyl)anthracene(CAS DataBase Reference)
• NIST Chemistry Reference: 9-(2'-hydroxyphenyl)anthracene(146746-37-4)
• EPA Substance Registry System: 9-(2'-hydroxyphenyl)anthracene(146746-37-4)

Safety Data

• Hazardous Substances Data: 146746-37-4(Hazardous Substances Data)

Usage

General Description

9-(2'-hydroxyphenyl)anthracene, also known as 2'-Hydroxy-9-anthrylphenyl, is a chemical compound with the molecular formula C22H16O. It is a heterocyclic aromatic hydrocarbon and a derivative of anthracene. 9-(2'-hydroxyphenyl)anthracene is a polycyclic aromatic compound with a hydroxy substituent located at the 2' position of the phenyl ring. It is commonly used as a fluorescent dye and has been studied for its potential in organic semiconductors and optoelectronic devices. 9-(2'-hydroxyphenyl)anthracene has also been researched for its potential use in photodynamic therapy for the treatment of cancer due to its ability to generate singlet oxygen when exposed to light.

Upstream product

• 1232-27-5 9-(2'-methoxyphenyl)anthracene 
• 61592-89-0 2,2’-dibromodiphenylmethane 
• 119-36-8 methyl salicylate 
• 95-56-7 2-hydroxybromobenzene 
• 90-44-8 anthracen-9(10H)-one 
• 108-95-2 phenol 
• 146746-34-1 2-(methoxy)methoxyphenylmagnesium bromide 
• 824-91-9 O-methoxymethylphenol 
• 5720-06-9 2-Methoxyphenylboronic acid 
• 1564-64-3 9-Bromoanthracene 
• 142399-19-7 9-<2-(methoxymethoxy)phenyl>anthracene 

Downstream Products

• 210096-14-3 3-(anthracen-9-yl)-2-hydroxybenzaldehyde 
• 146746-38-5 9-(2-hydroxyphenyl)anthracene triflate 

Relevant articles and documents

Synthesis and photochemical behaviour of novel uranyl-salophen complexes bearing anthracenyl side arms

In this paper, we report the synthesis and physico-chemical investigation of two uranyl-salophen receptors, bearing either one or two anthracenyl moieties appended to the salophen skeleton. Despite the presence of the anthracenyl fluorophores, no fluorescence emission was detected. Photophysical data and cyclic voltammetric experiments show that photoinduced electron transfer from the anthracene-localised first singlet excited state to the metal centre is strongly exergonic, thus suggesting that this is the main fluorescence quenching mechanism in these complexes. The investigated compounds are photoreactive upon UV irradiation, yielding either anthracene photooxidation or photodimerisation products depending on the specific complex and the experimental conditions.

Stereoselective Alkali-Metal Catalysts for Highly Isotactic Poly(rac-lactide) Synthesis

A high degree of chain end control in the isoselective ring-opening polymerization (ROP) of rac-lactide is a challenging research goal. In this work, eight highly active sodium and potassium phenolates as highly isoselective catalysts for the ROP of rac-l

Photoaddition of water and alcohols to the anthracene moiety of 9-(2′-hydroxyphenyl)anthracene via formal excited state intramolecular proton transfer

The title compound undergoes efficient photoaddition of a molecule of a hydroxylic solvent (H2O, MeOH, (Me)2CHOH) across the 9- and 10-positions of the anthracene moiety to give isolable triphenylmethanol or triphenylmethyl ether type products. The reaction is believed to proceed via a mechanism involving water-mediated formal excited state intramolecular proton transfer (ESIPT) from the phenolic OH to the 10-position of the anthracene ring, generating an o-quinone methide intermediate that is observable by nanosecond laser flash photolysis, and is trappable with nucleophiles. A "water-relay" mechanism for proton transfer seems plausible but cannot be proven directly with the data available. Irradiation in deuterated solvents led to incorporation of one deuterium atom at the methylene position in the photoaddition product, and partial deuterium exchange of the 10-position of recovered starting material, consistent with the proposed formal excited state proton transfer mechanism. The deuterium exchange and photoaddition reach maximum quantum efficiency at ～5 M water (in CH3CN or CH 3OH), with no reaction observed in the absence of a hydroxylic solvent, demonstrating the sensitivity of this type of ESIPT to solvent composition.