9,10-Anthracenediol

Base Information

• Chemical Name: 9,10-Anthracenediol
• CAS No.: 4981-66-2
• Molecular Formula: C14H10O2
• Molecular Weight: 210.232
• Hs Code.: 2907299090
• UNII: ETK5C5EZG6
• DSSTox Substance ID: DTXSID4063664
• Nikkaji Number: J11.015I
• Wikipedia: 9,10-Dihydroxyanthracene
• Wikidata: Q4645526
• Mol file: 4981-66-2.mol

Synonyms:anthracene-9,10-diol;4981-66-2;9,10-Anthracenediol;9,10-DIHYDROXYANTHRACENE;Anthrahydroquinone;ETK5C5EZG6;oxanthranol;UNII-ETK5C5EZG6;9,10-ANTHRADIOL;9,10-DIOXYANTHRACENE;SCHEMBL526630;DTXSID4063664;CHEBI:80378;MFCD00796919;AKOS016004983;DS-3830;CS-0368221;C15862;A871719;Q4645526

Chemical Property of 9,10-Anthracenediol

Chemical Property:

• Vapor Pressure: 1.21E-09mmHg at 25°C
• Melting Point: 102-103 °C
• Boiling Point: 475°Cat760mmHg
• PKA: 10.85±0.30(Predicted)
• Flash Point: 240.3°C
• PSA: 40.46000
• Density: 1.36g/cm³
• LogP: 3.40420
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 210.068079557
• Heavy Atom Count: 16
• Complexity: 203

Purity/Quality:

99%, ^*data from raw suppliers

Anthracene-9,10-diol 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=C3C=CC=CC3=C2O)O

Technology Process of 9,10-Anthracenediol

There total 42 articles about 9,10-Anthracenediol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

9,10-phenanthrenequinone (84-65-1) → 9,10-Dihydroxyanthracene (4981-66-2)

Guidance literature:

at 24.84 ℃; Kinetics; Quantum yield; UV-irradiation;

DOI:10.1134/S1070363208080112

Reference yield: 88.0%

→ 9,10-Dihydroxyanthracene (4981-66-2)

Guidance literature:

In N,N-dimethyl-formamide; electrolysis in 0.2M KClO₄ with mercury pool working electrode, Ag/0.1M AgNO₃ reference electrode, Pt counter electrode, potential -1.95 V;

Reference yield:

anthracene (120-12-7) → benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) + 9-anthrol (529-86-2) + 9,10-Dihydroxyanthracene (4981-66-2) + anthracen-9(10H)-one (90-44-8) + 9,10-dihydro-9,10-dihydroxyanthracene (58343-58-1) + 9,10-phenanthrenequinone (84-65-1) + benzaldehyde (100-52-7)

Guidance literature:

anthracene; With water; In acetone; for 2h; Darkness;

In acetone; for 6h; Irradiation;

DOI:10.1016/j.molcata.2010.03.029

upstream raw materials:

ethanol

oxanthrone

sodium acetate

anthracene

Downstream raw materials:

anthracen-9(10H)-one

water

9,10-phenanthrenequinone

3-(10-{3-[bis(4-methoxyphenyl)phenylmethoxy]propyloxy}anthracen-9-yloxy)propan-1-ol

Refernces

• 1、 Hamanoue, Kumao,Nakayama, Toshihiro,Sawada, Kazuhide,Yamamoto, Yoshiaki,Hirase, Susumu,Teranishi, Hiroshi. "Photochemical Reactions of Bromoanthraquinones in Ethanol at Room Temperature Studied by Steady-State Photolysis and Laser Photolysis". . p. 2735 - 2742. Retrieved 1986.
• 2、 Nakayama, Toshihiro,Nakamura, Noriyasu,Miki, Sadao,Hamanoue, Kumao. "Formation of Anthrahydroquinones (XAQH2) via Excited Singlet Charge-transfer Complexes (or Singlet Ion Pairs) of Anthraquinones with 2,5-Dimethylhexa-2,4-diene (DMHD), and Photochemical Reaction of XAQH2 with DMHD". . p. 607 - 614. Retrieved 1995.
• 3、 Hamanoue, Kumao,Nakayama, Toshihiro,Sasaki, Hideyuki,Ikenaga, Koichiro,Ibuki, Kazuyasu. "Solvent Effects on the Formation and Decay of Ionic Intermediates for the Photoreduction of Anthraquinone by Triethylamine in Ethanol, Toluene, and Acetonitrile at Room Temperature". . p. 3141 - 3148. Retrieved 1992.
• 4、 Fedenok, Lidiya,Dultsev, Fedor,Barabanov, Igor,Polyakov, Nikolay. "Mechanism of С-Н cyclization of alkynylanthraquinones into thienoanthraquinones with the participation of sodium sulfide". . p. 6334 - 6340. Retrieved 2017.
• 5、 Wielend, Dominik,Apaydin, Dogukan Hazar,Sariciftci, Niyazi Serdar. "Anthraquinone thin-film electrodes for reversible CO2 capture and release". . p. 15095 - 15101. Retrieved 2018.
• 6、 -. "ANTI-MIGRATION PHOTOPOLYMERIZATION SENSITIZER". Paragraph 0229-0230. . Retrieved 2020/11/04.