Anthraquinone

Base Information

• Chemical Name: Anthraquinone
• CAS No.: 84-65-1
• Deprecated CAS: 790240-52-7
• Molecular Formula: C14H8O2
• Molecular Weight: 208.216
• Hs Code.: 2914 61 00
• European Community (EC) Number: 201-549-0,292-087-9
• ICSC Number: 1605
• NSC Number: 7957
• UN Number: 3143
• UNII: 030MS0JBDO
• DSSTox Substance ID: DTXSID3020095
• Nikkaji Number: J294A
• Wikipedia: Anthraquinone
• Wikidata: Q423174
• NCI Thesaurus Code: C26451
• Metabolomics Workbench ID: 52250
• ChEMBL ID: CHEMBL55659
• Mol file: 84-65-1.mol

Synonyms:Anthracenedione;Anthracenediones;Anthranoid;Anthranoids;Anthraquinone;Anthraquinone Compound;Anthraquinone Compounds;Anthraquinone Derivative;Anthraquinone Derivatives;Anthraquinones;Compound, Anthraquinone;Compounds, Anthraquinone;Derivative, Anthraquinone;Derivatives, Anthraquinone

Chemical Property of Anthraquinone

Chemical Property:

• Appearance/Colour: dull yellow powder
• Vapor Pressure: 1 mm Hg ( 190 °C)
• Melting Point: 284-286 °C(lit.)
• Refractive Index: 1.659
• Boiling Point: 377 °C at 760 mmHg
• Flash Point: 141.4 °C
• PSA: 34.14000
• Density: 1.308 g/cm³
• LogP: 2.46200
• Storage Temp.: Storage temperature: no restrictions.
• Solubility.: 0.00007g/l
• Water Solubility.: <0.1 g/100 mL at 23℃
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 208.052429494
• Heavy Atom Count: 16
• Complexity: 261

Purity/Quality:

99% ^*data from raw suppliers

Anthraquinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 43-36/37/38
• Safety Statements: 36/37-37/39-26-24

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aromatic Ketones
• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C3=CC=CC=C3C2=O
• Effects of Short Term Exposure: May cause mechanical irritation.
• Uses: Anthraquinone is used in paper industry as a catalyst to increase the pulp production yield and to improves the fiber strength through reduction reaction of cellulose to carboxylic acid. It is also used as a precursor for dye formation.

Technology Process of Anthraquinone

There total 680 articles about Anthraquinone 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: 68.0%

2-aminoanthraquinone (117-79-3) → 2-bromoanthracene-9,10-dione (572-83-8) + 9,10-phenanthrenequinone (84-65-1)

Guidance literature:

With tert.-butylnitrite; copper(ll) bromide; In tetrahydrofuran; acetonitrile; at 25 ℃; for 20h;

DOI:10.1016/S0040-4039(02)02791-0

Reference yield: 28.0%

Anthracene-9-carboxylic acid; compound with ethane-1,2-diamine → 9,10-dihydroanthracene (613-31-0) + 5,6,11,12-tetrahydro-5,12;6,11-di-o-benzeno-dibenzo[a,e]cyclooctene (1627-06-1) + anthracene (120-12-7) + 9,10-phenanthrenequinone (84-65-1)

Guidance literature:

In solid; for 20h; Irradiation;

Reference yield: 24.0%

9,10-diformylanthracene (7044-91-9) + phenylmagnesium bromide → 9,10-bis(phenylhydroxymethyl)anthracene (103162-56-7) + 9,10-phenanthrenequinone (84-65-1) + benzaldehyde (100-52-7) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

With oxygen; In tetrahydrofuran; diethyl ether; at 20 ℃; for 18h; Irradiation;

DOI:10.3987/COM-03-S(P)24

upstream raw materials:

propan-1-ol

tetrachloromethane

10-benzylidene-9,10-dihydro-[9]anthrol

peracetic acid

Downstream raw materials:

1-piperidinoanthraquinone

C₁₁H₁₅

9,9'-bianthrone dianion

9,10-dithioanthraquinone

Refernces

• 1、 Majeski et al.. "-". . p. 633. Retrieved 1968.
• 2、 Opeida,Kas'yanchuk. "Oxidation of anthrone with oxygen in DMSO". . p. 905 - 906. Retrieved 2002.
• 3、 Newman. "". . p. 2324. Retrieved 1942.
• 4、 Deane,Huffman. "". . p. 684,685, 687. Retrieved 1943.
• 5、 Colomban, Cédric,Fuertes-Espinosa, Carles,Goeb, Sébastien,Sallé, Marc,Costas, Miquel,Blancafort, Lluís,Ribas, Xavi. "Self-Assembled Cofacial Zinc–Porphyrin Supramolecular Nanocapsules as Tuneable 1O2 Photosensitizers". . p. 4371 - 4381. Retrieved 2018.
• 6、 Senseman,Nelson. "-". . . Retrieved 1923.
• 7、 Ropp. "". . p. 1255. Retrieved 1960.
• 8、 Gogoi, Aniruddha,Navgire, Madhukar,Sarma, Kanak Chandra,Gogoi, Parikshit. "Novel highly stable β-cyclodextrin fullerene mixed valent Fe-metal framework for quick Fenton degradation of alizarin". . p. 40371 - 40382. Retrieved 2017.
• 9、 Degirmenbasi, Nebahat,Oezguen, Beytiye. "Quinaldinium fluorochromate and quinaldinium dichromate: Two new and efficient reagents for the oxidation of alcohols". . p. 407 - 410. Retrieved 2004.
• 10、 Perkin. "-". . p. 1012. Retrieved 1891.