14343-95-4

Basic information

• Product Name: 10-(4-methylbenzylidene)anthracen-9(10H)-one
• Synonyms: 9(10H)-anthracenone, 10-[(4-methylphenyl)methylene]-
• CAS NO: 14343-95-4
• Molecular Formula: C₂₂H₁₆O
• Molecular Weight: 296.3618
• Mol File: 14343-95-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 447.8°C at 760 mmHg
• Flash Point: 196.1°C
• Density: 1.201g/cm³
• Vapor Pressure: 3.28E-08mmHg at 25°C
• Refractive Index: 1.687
• CAS DataBase Reference: 10-(4-methylbenzylidene)anthracen-9(10H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 10-(4-methylbenzylidene)anthracen-9(10H)-one(14343-95-4)
• EPA Substance Registry System: 10-(4-methylbenzylidene)anthracen-9(10H)-one(14343-95-4)

Safety Data

• Hazardous Substances Data: 14343-95-4(Hazardous Substances Data)

Usage

Class

Aromatic ketones

Applications

a. Organic light-emitting diodes (OLEDs)
b. Organic photovoltaic (OPV) devices

Known for

High photoluminescence efficiency

Role in optoelectronic devices

Enhances efficiency and performance

Potential as a sensitizing agent

Singlet oxygen production

Implications

a. Photodynamic therapy
b. Photoinactivation of microorganisms

Unique features

a. Chemical structure
b. Photophysical properties

Promising candidate

Various applications in organic electronics and phototherapy

Upstream product

• 74975-69-2 9-bromo-9-(α-bromo-p-methylbenzyl)anthrone 
• 90-44-8 anthracen-9(10H)-one 
• 104-87-0 4-methyl-benzaldehyde 

Downstream Products

• 74975-69-2 9-bromo-9-(α-bromo-p-methylbenzyl)anthrone 
• 14659-80-4 10-Benzyliden-9-(4-methylbenzyliden)-9,10-dihydro-anthracen 
• 74975-66-9 9-(α-bromo-p-methylbenzylidene)anthrone 
• 74975-86-3 9-(p-methyl-α-trifluoroethoxybenzylidene)anthrone 
• 74975-81-8 9-acetoxy-10-(p-methylbenzoyl)anthracene 
• 14343-98-7 9-<4-Methyl-benzyliden>-10-benzyl-9,10-dihydro-anthranol-10 

Relevant articles and documents

An expedient regio- and diastereoselective synthesis of hybrid frameworks with embedded spiro[9,10]dihydroanthracene [9,3']-pyrrolidine and Spiro[oxindole-3,2'-pyrrolidine] motifs via an ionic liquid-mediated multicomponent reaction

A series of hitherto unreported anthracene-embedded dispirooxindoles has been synthesized via a one-pot three-component 1,3-dipolar cycloaddition reaction of an azomethine ylide, generated in situ from the reaction of isatin and sarcosine to 10-benzyliden

Vinylic Cations from Solvolysis. 29. Solvolysis of 9-(α-Bromoarylidene)anthrones as a Probe to the Reactivity - Selectivity Relationship in Solvolysis Reactions

The solvolyses of 9-(α-bromoarylidene)anthrones 5a (Ar=An), 5b (Ar=Tol), 5c (Ar=Ph), and 5d (Ar=o-An) in 1:1 AcOH-Ac2O/NaOAc and in TFE/2,6-lutidine and of 5a in buffered AcOH and 80percent EtOH were investigated.An extensive common ion rate depression by the formed or added Br- ion was observed.Selectivity constants α=kBr-/kAcO- and α'=kBr-/kTFE or kBr-/K80percentEtOH for competitive capture of the derived cations 14 by Br- vs.AcO- or the solvent were calculated.The α values in 1:1 AcOH-Ac2O, the α' values in TFE, and the reactivities (kt0 values) are structure dependent and follow the order 5a > 5d > 5b.The results for 5c are not sufficiently accurate for reliable selectivity determination.The nature of the capturing nucleophile in AcOH-containing media is discussed and evidence for product formation nearly exclusively from a solvolytically generated free vinyl cation in AcOH, AcOH-Ac2O, and TFE is given.Linear or nearly linear reactivity-selectivity relationships of log kt0 vs. log α or log α' for 5a, 5b, and 5d were obtained, but the selectivity differences are moderate in 1:1 AcOH-Ac2O and small in TFE.This behavior is discussed in relation to Ritchie's constant selectivity rule for stable cations and the linear reactivity-selectivity observed for less selective ions.It is suggested that the different selectivity relationships represent different regions of an overall nonlinear reactivity-selectivity plots for carbonium ion reactions.The merits and disadvantages of measuring selectivities by common ion rate depression are discussed.