Anthraquinone-2-carboxylic acid

Base Information

• Chemical Name: Anthraquinone-2-carboxylic acid
• CAS No.: 117-78-2
• Molecular Formula: C15H8O4
• Molecular Weight: 252.226
• Hs Code.: 29183000
• European Community (EC) Number: 204-207-9
• NSC Number: 5001
• UNII: 3WS64LL78M
• DSSTox Substance ID: DTXSID70151659
• Nikkaji Number: J32.556B
• Wikidata: Q59196332
• Metabolomics Workbench ID: 135448
• ChEMBL ID: CHEMBL455581
• Mol file: 117-78-2.mol

Synonyms:9,10-anthraquinone 2-carboxylic acid;AQCA-9,10

Chemical Property of Anthraquinone-2-carboxylic acid

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 1.44E-11mmHg at 25°C
• Melting Point: 287-289 °C
• Refractive Index: 1.69
• Boiling Point: 518.3 °C at 760 mmHg
• PKA: pK1: 3.42 (20°C)
• Flash Point: 281.3 °C
• PSA: 71.44000
• Density: 1.469 g/cm³
• LogP: 2.16020
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Soluble in hot Acetic acid(almost transparency).
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 252.04225873
• Heavy Atom Count: 19
• Complexity: 428

Purity/Quality:

99.9% ^*data from raw suppliers

9,10-Dioxo-9,10-dihydroanthracene-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C=C(C=C3)C(=O)O
• Uses: Anthraquinone 2-carboxylic acid (AQ) as a novel electron shuttling mediator and attached electron relay for HRP. Efficient method for the generation of hydrogen peroxide by aerobic photooxidation of 2-propanol using anthraquinone-2-carboxylic acid and molecular oxygen is investigated.

Technology Process of Anthraquinone-2-carboxylic acid

There total 63 articles about Anthraquinone-2-carboxylic acid 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: 95.3%

2-ethylanthraquinone (84-51-5) → anthraquinone-2-carboxylic acid (117-78-2)

Guidance literature:

With dihydrogen peroxide; titanium(IV) oxide; In acetonitrile; at 25 ℃; for 5h; Reagent/catalyst; Solvent; Temperature;

Reference yield: 92.5%

dichlorine monoxide + 2-methylanthracene-9,10-dione (84-54-8) → 2-trichloromethyl-anthraquinone (76213-20-2) + anthraquinone-2-carboxylic acid (117-78-2)

Guidance literature:

In tetrachloromethane; dichloromethane;

Reference yield: 85.0%

2-methylanthracene-9,10-dione (84-54-8) → anthraquinone-2-carboxylic acid (117-78-2)

Guidance literature:

With chromium(VI) oxide; acetic acid; at 85 ℃; for 16h;

DOI:10.3906/kim-1802-25

upstream raw materials:

9,10-dioxo-9,10-dihydroanthracene-2-carbonitrile

2-trichloromethyl-anthraquinone

2-methylanthracene

2-methylanthracene-9,10-dione

Downstream raw materials:

n-ethyl anthraquinone-2-carboxylate

1,4-dihydroxy-6-anthraquinonecarboxylic acid

anthraquinone-2-carbonyl chloride

9,10-Dioxo-9,10-dihydro-anthracene-2-carboxylic acid 5-[1-phenyl-meth-(E)-ylidene]-4-(tetrahydro-pyran-2-yloxy)-cyclodeca-2,6-diynyl ester

Refernces

• 1、 Yates et al.. "". . p. 5389. Retrieved 1968.
• 2、 Sisido,Isida. "". . p. 1289. Retrieved 1948.
• 3、 Bennett, Stephen,Sharples, Derek,Brown, Jeffrey R.. "Preparation and Evaluation of 2-Substituted Anthraquinones Based on the Anthracyclines". . p. 369 - 373. Retrieved 1982.
• 4、 Pincella, Francesca,Isozaki, Katsuhiro,Taguchi, Tomoya,Song, Yeji,Miki, Kazushi. "Selective two-photon-absorption-induced reactions of anthracene-2-carboxylic acid on tunable plasmonic substrate with incoherent light source". . p. 1171 - 1179. Retrieved 2015.
• 5、 Kouda, Kyoji,Kusumi, Takenori,Ping, Xu,Kan, Yukiko,Hashimoto, Toshihiro,Asakawa, Yoshinori. "2-Anthrylmethoxyacetic acid, a new chiral anisotropic reagent for elucidating the absolute configuration of acyclic alcohols". . p. 4541 - 4544. Retrieved 1996.
• 6、 Gruber, Tobias,Helas, Stefanie F.,Seichter, Wilhelm,Weber, Edwin. "X-ray crystal structures of two solvent complexes involving positionally isomeric 9,10-anthraquinonecarboxylic acids and DMSO". . p. 1079 - 1083. Retrieved 2010.
• 7、 Zhang, Zongnan,Zhang, Guoxiang,Xiong, Ni,Xue, Ting,Zhang, Junjie,Bai, Lu,Guo, Qinyue,Zeng, Rong. "Oxidative α-C-C Bond Cleavage of 2° and 3° Alcohols to Aromatic Acids with O2at Room Temperature via Iron Photocatalysis". supporting information. p. 2915 - 2920. Retrieved 2021/05/05.