Anthraquinone-2-carbonyl Chloride

Base Information

• Chemical Name: Anthraquinone-2-carbonyl Chloride
• CAS No.: 6470-87-7
• Molecular Formula: C15H7 Cl O3
• Molecular Weight: 270.672
• Hs Code.: 2918300090
• European Community (EC) Number: 672-715-1
• DSSTox Substance ID: DTXSID10567134
• Nikkaji Number: J29.721F
• Wikidata: Q72443510
• Mol file: 6470-87-7.mol

Synonyms:6470-87-7;Anthraquinone-2-carbonyl Chloride;9,10-Dioxo-9,10-dihydroanthracene-2-carbonyl chloride;9,10-DIOXOANTHRACENE-2-CARBONYL CHLORIDE;9,10-dioxo-2-anthracenecarbonyl chloride;2-chlorocarbonylanthraquinone;SCHEMBL698020;YSZC3642;DTXSID10567134;MFCD00059498;2-anthraquinonecarboxylic acid chloride;AKOS015840886;anthraquinone-2-carboxylic acid chloride;BS-44062;A0503;A834861;9,10-Dioxo-9,10-dihydroanthracene-2-carbonylchloride;2-(3,4,5,6-Tetrahydrobenzo[c]azocin-2(1H)-yl)ethanol;9,10-Dioxo-9,10-dihydro-2-anthracenecarbonyl chloride, AldrichCPR

Chemical Property of Anthraquinone-2-carbonyl Chloride

Chemical Property:

• Melting Point: 147°C
• Boiling Point: 210 °C / 0.2mmHg
• PSA: 51.21000
• Density: 1.459
• LogP: 2.84100
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 270.0083718
• Heavy Atom Count: 19
• Complexity: 431

Purity/Quality:

98%,99%, ^*data from raw suppliers

Anthraquinone-2-carbonyl Chloride >98.0%(HPLC)(T) ^*data from reagent suppliers

Safty Information:

• Statements: 34
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C=C(C=C3)C(=O)Cl

Technology Process of Anthraquinone-2-carbonyl Chloride

There total 6 articles about Anthraquinone-2-carbonyl Chloride 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: 91.0%

anthraquinone-2-carboxylic acid (117-78-2) → anthraquinone-2-carbonyl chloride (6470-87-7)

Guidance literature:

With thionyl chloride; for 6h; Heating;

DOI:10.1016/j.ejmech.2006.12.039

Reference yield:

2-methylanthracene-9,10-dione (84-54-8) → anthraquinone-2-carbonyl chloride (6470-87-7)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. sulfuric acid, chromium trioxide / 4 h / 70 - 75 °C

2: thionyl chloride / tetrahydrofuran

With chromium(VI) oxide; thionyl chloride; sulfuric acid; In tetrahydrofuran;

DOI:10.1021/jm00346a008

Reference yield:

2-methylanthracene-9,10-dione (84-54-8) → anthraquinone-2-carbonyl chloride (6470-87-7)

Guidance literature:

Multi-step reaction with 2 steps

1: glacial acetic acid; CrO₃ / 100 °C

2: PCl₅

With chromium(VI) oxide; phosphorus pentachloride; acetic acid;

upstream raw materials:

anthraquinone-2-carboxylic acid

2-methylanthracene-9,10-dione

toluene

2-(4-toluoyl)benzoic acid

Refernces

• 1、 Zerza, Gerald,Scharber, Markus C.,Brabec, Christroph J.,Sariciftci, N. Serdar,Goemez, Rafael,Segura, Jose L.,Martin, Nazario,Srdanov, Vojislav I.. "Photoinduced charge transfer between tetracyano-anthraquino-dimethane derivatives and conjugated polymers for photovoltaics". . p. 8315 - 8322. Retrieved 2000.
• 2、 Wang, Fei,Yu, Dan,Chen, Yang,Sun, Jing,Wang, Jing-Yun,Zhou, Ming-Dong. "Cross-dehydrogenative Coupling of N-Aryl Tetrahydroisoquinolines Catalyzed by an Anthraquinone-containing Polymeric Photosensitizer". . p. 4087 - 4094. Retrieved 2021/11/09.
• 3、 Pan, Fei,Boursalian, Gregory B.,Ritter, Tobias. "Palladium-Catalyzed Decarbonylative Difluoromethylation of Acid Chlorides at Room Temperature". supporting information. p. 16871 - 16876. Retrieved 2018/11/23.