2-Chloroanthraquinone

Base Information

• Chemical Name: 2-Chloroanthraquinone
• CAS No.: 131-09-9
• Molecular Formula: C14H7ClO2
• Molecular Weight: 242.661
• Hs Code.: 29147090
• European Community (EC) Number: 205-010-0
• NSC Number: 1702
• UNII: 5ZD4DU5A9G
• DSSTox Substance ID: DTXSID7049213
• Nikkaji Number: J1.511C
• Wikidata: Q72517052
• ChEMBL ID: CHEMBL3186676
• Mol file: 131-09-9.mol

Synonyms:2-CHLOROANTHRAQUINONE;131-09-9;2-chloroanthracene-9,10-dione;9,10-Anthracenedione, 2-chloro-;2-Chloro-9,10-anthraquinone;Anthraquinone, 2-chloro-;beta-Chloroanthraquinone;2-Chloro-9,10-anthracenedione;2-Chloroanthra-9,10-quinone;AI3-00064;NSC 1702;EINECS 205-010-0;.beta.-Chloroanthraquinone;5ZD4DU5A9G;10-Anthracenedione, 2-chloro-;DTXSID7049213;NSC-1702;NSC1702;2-chloranthrachinon;2-chloro-anthraquinone;UNII-5ZD4DU5A9G;2-Chloroanthraquinone, 97%;SCHEMBL155593;AMY437;CHEMBL3186676;DTXCID9029069;2-chloro-anthracene-9,10-dione;2-Chloroanthra-9,10-quinone #;Tox21_202964;BBL034622;MFCD00001227;STL419937;AKOS001482338;SB66373;NCGC00260510-01;CAS-131-09-9;LS-20648;PS-11090;BB 0310168;FT-0611659;FT-0611906;D89202;A806200;AE-641/00185035;W-108338;N-ALPHACARBOBENZOXY-N-GAMMA-(4,4-DIMETHOXY)BENZHYDRYL-L-GLUTAMINEALPHA-METHYLESTER

Chemical Property of 2-Chloroanthraquinone

Chemical Property:

• Appearance/Colour: beige powder
• Vapor Pressure: 1.1E-07mmHg at 25°C
• Melting Point: 209-211 °C(lit.)
• Refractive Index: 1.629
• Boiling Point: 425.7 °C at 760 mmHg
• Flash Point: 179.7 °C
• PSA: 34.14000
• Density: 1.418 g/cm³
• LogP: 3.11540
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: insoluble
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 242.0134572
• Heavy Atom Count: 17
• Complexity: 352

Purity/Quality:

98%, ^*data from raw suppliers

2-Chloroanthraquinone >99.0%(GC) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Dyes -> Anthraquinone Dyes
• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C=C(C=C3)Cl
• Uses: This product has been evaluated as a photo-reagent for the analysis of ginsenosides using photoreduction fluorescence (PRF) detection method.

Technology Process of 2-Chloroanthraquinone

There total 60 articles about 2-Chloroanthraquinone 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%

2-chloroanthracene (17135-78-3) → 2-chloroanthracene-9,10-dione (131-09-9)

Guidance literature:

With tert.-butylhydroperoxide; PhCl(PPh₃)3; In benzene; at 70 ℃; for 11h; Var_. cat.: VO(acac)2;

DOI:10.1016/S0040-4039(00)94122-4

Reference yield: 20.0%

2-(4-chlorobenzoyl)benzoic acid (85-56-3) → 2-chloroanthracene-9,10-dione (131-09-9)

Guidance literature:

With pyrophosphoryl chloride; at 150 ℃; for 1h;

DOI:10.3390/60300279

Reference yield:

2-benzofuran-1(3H)-one (87-41-2) + chlorobenzene (108-90-7) → 2-chloroanthracene-9,10-dione (131-09-9)

Guidance literature:

With aluminium trichloride; at 130 ℃; Erwaermen des Reaktionsprodukts mit CrO₃ in wss. Essigsaeure;

DOI:10.1021/ja01375a034

upstream raw materials:

piperidine

2-chloro-2-butenal

ethanol

acetic acid

Downstream raw materials:

2-chloro-9,10-diphenyl-9,10-dihydro-anthracene-9,10-diol

1.2'-Dianthrimid

2-(4-nitro-anilino)-anthraquinone

2-(2-nitro-anilino)-anthraquinone

Refernces

• 1、 El-Sayrafi, Sami,Rayyan, Saleh. "Intramolecular acylation of aryl- and aroyl-aliphatic acids by the action of pyrophosphoryl chloride and phosphorus oxychloride". . p. 279 - 286. Retrieved 2001.
• 2、 Srinivas,Arun Kumar,Srinivas, Kolupula,Bhanuprakash,Jayathirtha Rao. "Conformational analysis of 2-anthryl-ethylene derivatives: Photochemical and computational investigation". . p. 851 - 865. Retrieved 2012.
• 3、 Epsztajn, J.,Bieniek, A.,Kowalska, J. A.. "Application of Organolithium and Related Reagents in Synthesis XVI: Synthetic Strategies Based on Aromatic Metallation. A Concise Regiospecific Conversion of Chlorobenzoic Acids into their Benzylated Derivatives". . p. 701 - 716. Retrieved 2007/10/03.