5146-30-5

Usage

Family of organic compounds

Phenanthrenes and derivatives

Physical state

Yellow powder

Molecular weight

286.32 g/mol

Primary use

Production of dyes

Additional uses

Chemical and pharmaceutical applications

Presence of functional group

Hydroxyl group

Role in synthesis

Valuable intermediate in the synthesis of other organic compounds

Health hazards

Potential health risks if mishandled

Environmental risks

Potential environmental risks if mishandled

InChI:InChI=1/C20H14O2/c21-19-15-10-4-6-12-17(15)20(22,14-8-2-1-3-9-14)18-13-7-5-11-16(18)19/h1-13,22H

Upstream product

• 52236-50-7 10-chloro-10-phenyl-anthrone 
• 602-55-1 9-phenylanthracene 
• 134450-66-1 9-phenyl-10-nitroanthracene 
• 4773-20-0 10-hydroxy-10-phenyl-anthrone-imine 
• 14596-75-9 phenyl-9 hydroperoxy-9 anthrone-10 
• 84-65-1 9,10-phenanthrenequinone 
• 110-89-4 piperidine 
• 112865-65-3 10-phenyl-9,10-dihydro-9,10-epidioxido-anthracene-9-carboxylic acid methyl ester 
• 88-95-9 Phthaloyl dichloride 
• 71-43-2 benzene 
• 71103-83-8 o-Benzyldiphenylmethylenamino-oxyessigsaeure 
• 119-61-9 benzophenone 
• 1696-17-9 N,N-diethylbenzamide 
• 31364-30-4 9-cyclohexoxy-9-phenylanthrone 

Downstream Products

• 6318-17-8 anthranol 
• 52236-50-7 10-chloro-10-phenyl-anthrone 
• 23102-67-2 10,10'-diphenyl-9,9'-bianthracene 
• 54647-14-2 10-acetoxy-10-phenyl-anthrone 
• 6941-82-8 10-(4-methoxy-phenyl)-10-phenyl-anthrone 
• 25548-89-4 10-methoxy-10-phenyl-9-anthrone 
• 73476-13-8 n-Butyltritylonether 
• 14596-70-4 10-phenylanthrone 
• 36112-48-8 9-octoxy-9-phenylanthrone 
• 31364-30-4 9-cyclohexoxy-9-phenylanthrone 

Relevant academic research and scientific papers

Crystal and Molecular Structure of 10-Substituted 9-Anthracenones. Substituent Size as the Controlling Factor for the Nonplanarity of the Central Ring

MM2 calculations for a series of 10-R-9-anthracenones demonstrate an increase of the folding of the central ring with increasing size of the substituent.All the substituents considered prefer the pseudoaxial position except fluorine, which prefers the pse

Uncaging Alcohols Using UV or Visible Light Photoinduced Electron Transfer to 9-Phenyl-9-tritylone Ethers

The clean and efficient photorelease of primary and secondary alcohols is reported from the deprotection of a new photoremovable protecting group, the 9-phenyltritylone (PTO) group. Deprotection is initiated by 350 nm excitation of the PTO chromophore in the presence of triethylamine or using 447 nm light in the presence of a visible light absorbing photocatalyst and triethylamine. Laser flash photolysis results are reported in support of a proposed deprotection mechanism for the release of alcohols on a ca. 20 μs time scale.

Interaction of 9-substituted anthracenes with oxidation systems tert-butylhydroperoxide-metal tert-butoxide

9-R-Anthracenes (R = Me, Ph) are effective acceptors of peroxyl and metalalkoxyl radicals in the systems tert-butylhydroperoxide-metal tert-butoxide (M = Al, V, Cr; C6H6, 20°C). Isolation of 9-R-9,10-dihydro-9,10-di-tert-butylperoxyanthracenes, 10-R-10-tert-butylperoxy-9-anthrones as major products reliably confirms the formation of tert-butylperoxy radicals and can be used for quantitative assessment of their content.

Elucidation of the Electron Transfer Reduction Mechanism of Anthracene Endoperoxides

The homogeneous and heterogeneous reductions of the endoperoxides 9,10-diphenyl-9,10-epidioxyanthracene (DPA-O2) and 9,10-dimethyl-9,10-epidioxyanthracene (DMA-O2) were investigated, and they were found to undergo a dissociative elec

SYNTHESES VIA ANODICALLY PRODUCED PHENOXENIUM IONS. APPLICATIONS IN THE FIELD OF PEPTIDES AND CARBOHYDRATES

Sterically hindered phenols are anodically oxidized to the corresponding phenoxenium ions which react with O- and N-nucleophiles to give cyclohexadienyl-protected nucleophiles. 4-Acyloxy substituted phenoxenium ions can transfer the acyl group to nucleoph

REACTION OF SUPEROXIDE AND OZONATE RADICAL-IONS WITH 9,10-DICHLORO-9,10-DIPHENYLDIHYDROANTHRACENE

Reaction of (a) superoxide and (b) ozonate radical-ions with the title dichloride does not give the corresponding endo-peroxide and ozonide, respectively.A variety of products formed by nucleophilic substitution and reductive dehalogenation were isolated.

Selektive Blockierung von primaeren oder sekundaeren Hydroxylgruppen mit elektroaktiven Schutzgruppen

In a diol such as 17, at first the primary OH-group is blocked with an electroactive protecting group (18).Then the secondary OH-group is protected with a second group (19), that is reduced at more negative potentials.Controlled potential electrolysis selectively deblocks the primary OH-group.As protecting groups the tritylone (= 9,10-dihydro-10-oxo-9-phenyl-9-anthracenyl-) and 4-cyanobenzyl residue were suitable.With the help of a combination of these groups 1-dodecyloxy-3-octadecyloxy-2-propanol (27) was prepared starting with 1,2-O-isopropylideneglycerol (21).

TRANSFORMATIONS PHOTOCHIMIQUES d'ENDOPEROXYDES DERIVES d'HYDROCARBURES AROMATIQUES POLYCYCLIQUES-I; CAS DU PHOTOOXYDE DE DIPHENYL-9,10 ANTHRACENE; OBTENTION ET PROPRIETES DU DIEPOXYDE ISOMERE

When irradiated at long wavelengths (λ>=435 nm), the 9,10-endoperoxide of 9,10-diphenylanthracene 1a isomerizes to the 4a,10:9,9a-diepoxide 4a, which can be isolated at low temperature.On warming at 20-25 deg C, 4a gives only the benzocyclobutenic diether 6a by electrocycling ring opening and cyclisation, whereas under irradiation it undergoes, degradation to 10-hydroxy-10-phenyl-9-anthrone 7a and isomerizations to the bicyclic acetal 8a and to the benzofurobenzofuran 9a.These transformations of 4a explain previous results obtained when irradiating 1a under various conditions; their mechanisms are discussed.