6363-86-6

Basic information

• Product Name: 9,10-dioxo-9,10-dihydroanthracene-2-carbaldehyde
• Synonyms: 2-anthracenecarboxaldehyde, 9,10-dihydro-9,10-dioxo-; 2-Anthraquinonecarboxaldehyde; 9,10-Dioxo-9,10-dihydroanthracene-2-carbaldehyde
• CAS NO: 6363-86-6
• Molecular Formula: C₁₅H₈O₃
• Molecular Weight: 236.2222
• Mol File: 6363-86-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 462.3°Cat760mmHg
• Flash Point: 204.3°C
• Appearance: /
• Density: 1.383g/cm³
• Vapor Pressure: 1E-08mmHg at 25°C
• Refractive Index: 1.692
• CAS DataBase Reference: 9,10-dioxo-9,10-dihydroanthracene-2-carbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 9,10-dioxo-9,10-dihydroanthracene-2-carbaldehyde(6363-86-6)
• EPA Substance Registry System: 9,10-dioxo-9,10-dihydroanthracene-2-carbaldehyde(6363-86-6)

Safety Data

• Hazardous Substances Data: 6363-86-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H8O3/c16-8-9-5-6-12-13(7-9)15(18)11-4-2-1-3-10(11)14(12)17/h1-8H

Upstream product

• 85-44-9 phthalic anhydride 
• 100-52-7 benzaldehyde 
• 84-54-8 2-methylanthracene-9,10-dione 
• 7664-93-9 sulfuric acid 
• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 
• 7598-10-9 2-(bromomethyl)anthraquinone 
• 3958-63-2 lithium 2-nitropropane 
• 65398-95-0 Tetra-n-butyl-ammonium 2-nitropropanate 
• 100914-11-2 2-dibromomethyl-anthraquinone 

Downstream Products

• 681463-35-4 2-(2,4-dinitro-styryl)-anthraquinone 
• 120335-98-0 2,6-bis-(9,10-dioxo-9,10-dihydro-[2]anthryl)-1,7-diphenyl-1,7-dihydro-benzo[1,2-d;4,5-d']diimidazole 
• 17241-59-7 2-Hydroxymethylanthraquinone 
• 117-78-2 anthraquinone-2-carboxylic acid 
• 561064-16-2 [2-(1-phenyl-1H-benzoimidazole-2-yl)-anthraquinone] 
• 561064-14-0 C₅₁H₃₄N₂ 

Relevant articles and documents

Development of a Rhodium(II)-Catalyzed Chemoselective C(sp3)-H Oxygenation

We report the first example of RhII-catalyzed chemoselective double C(sp3)-H oxygenation, which can directly transform various toluene derivatives into highly valuable aromatic aldehydes with great chemoselectivity and practicality. The critical combination of catalyst Rh(OAc)2, oxidant Selectfluor, and solvents of TFA/TFAA promises the successful delivery of the oxidation with satisfactory yields. A possible mechanism involving a unique carbene-Rh complex is proposed, and has been supported by both experiments and theoretical calculations.

Synthesis and Properties of Anthraquinone-Substituted Porphyrin Compounds

A synthetic route for the preparation of covalently-linked porphyrin-anthraquinone compounds as models for the phototrap in photosynthesis is described. 5-(2-anthraquinone)-15-(N,N-dimethylaminobenzal)-2,8,12,18-tetraethyl-3,7,13,17-tetramethylporphyrin (DPQ) and its derivatives are synthesized by condensation of 3,3'-diethyl-4,4'-dimethyl-2,2'-dipyrrolylmethane with an appropriate aldehyde in good molecular orientation and higher yield.The structures of new compounds are determined by 1H NMR, UV-visible spectroscopy, FTIR spectroscopy, mass spectrometry and elemental analytical data.Some of the photophysical properties of the compounds are reported with reference to their use as models of the reaction centre in photosynthesis.

S(RN)1 reactions of anthraquinone alkylating agents

The C-alkylation reaction of three reductive alkylating agents prepared from 2-methylanthraquinone by 2-nitropropane anion is shown to proceed by the S(RN)1 mechanism. The S(RN)1 mechanism is confirmed by the leaving group effect and the inhibitory effect of dioxygen, p-dinitrobenzene, cupric chloride and di-tert-butylnitroxide. This reaction can be extended to 1-methyl-3-nitropyrolidin-2-one anion.