1-Chloroanthraquinone

Base Information

• Chemical Name: 1-Chloroanthraquinone
• CAS No.: 82-44-0
• Molecular Formula: C14H7ClO2
• Molecular Weight: 242.661
• Hs Code.: 29147090
• European Community (EC) Number: 201-421-4
• NSC Number: 30428,5138
• UNII: 96S5SQV15V
• DSSTox Substance ID: DTXSID7052571
• Nikkaji Number: J55.388C
• Wikidata: Q27271927
• ChEMBL ID: CHEMBL3560876
• Mol file: 82-44-0.mol

Synonyms:1-CHLOROANTHRAQUINONE;82-44-0;1-chloroanthracene-9,10-dione;1-Chloro anthraquinone;Anthraquinone, 1-chloro-;1-Chloro-9,10-anthraquinone;9,10-Anthracenedione, 1-chloro-;1-Chloranthrachinon;1-Chloranthrachinon [Czech];alpha-Chloroanthraquinone;Chloroanthraquinone;alpha-Monochloroanthraquinone;C14H7ClO2;.alpha.-Monochloroanthraquinone;1-chloro-9,10-Anthracenedione;HSDB 2565;EINECS 201-421-4;NSC 30428;.alpha.-Chloroanthraquinone;BRN 1912752;UNII-96S5SQV15V;Chloro-9,10-anthracenedione;AI3-38116;96S5SQV15V;9,10-Anthracenedione, chloro-;DTXSID7052571;NSC-5138;NSC-30428;9, 1-chloro-;4-07-00-02559 (Beilstein Handbook Reference);C14-H7-Cl-O2;WLN: L C666 BV IVJ DG;26264-07-3;1-Chloranthrachinon (czech).alpha.-chloroanthraquinone;1-Chloroanthra-9,10-quinone;1-chloranthraquinon;1-chloro-anthraquinone;1-CHLORO AQ;1-chloro-9,10-dihydroanthracene-9,10-dione;SCHEMBL36815;1-Chloroanthraquinone, 98%;CHEMBL3560876;DTXCID4031144;1-chloro-anthracene-9,10-dione;NSC5138;1-Chloroanthra-9,10-quinone #;1-chloranylanthracene-9,10-dione;AMY31054;NSC30428;Tox21_303937;MFCD00001189;STK396664;AKOS003632854;CS-W010272;CAS-82-44-0;NCGC00357175-01;AC-10631;AS-59737;LS-20647;.ALPHA.-CHLOROANTHRAQUINONE [HSDB];FT-0607644;3-BROMO-4-TRIMETHYLSILANYL-1H-PYRAZOLE;F87551;A840334;AE-641/00185034;W-104176;Q27271927

Chemical Property of 1-Chloroanthraquinone

Chemical Property:

• Appearance/Colour: light yellow to yellow powder or chunks
• Vapor Pressure: 1.87E-07mmHg at 25°C
• Melting Point: 159-160 °C(lit.)
• Refractive Index: 1.665
• 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.: Store below +30°C.
• Solubility.: Soluble in hot toluene. (almost transparency)
• 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:

99% ^*data from raw suppliers

1-Chloroanthraquinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-24/25

MSDS Files:

Useful:

• Chemical Classes: Other Classes -> Aromatic Ketones
• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C(=CC=C3)Cl
• Uses: 1-Chloroanthraquinone is an intermediate for manufacturing vat dyes such as CI Vat Brown 1. 1-Chloroanthraquinone is used to characterize anthraquinone intercalators as carrier molecules for second-generation platinum anticancer drugs.

Technology Process of 1-Chloroanthraquinone

There total 45 articles about 1-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: 95.0%

C14H11ClN2 (1234379-63-5) → 1-chloroanthracene-9,10-dione (82-44-0)

Guidance literature:

With sodium periodate; In water; ethyl acetate; at 20 ℃; for 0.333333h;

DOI:10.1016/j.tetlet.2010.05.103

Reference yield: 82.0%

2C14H7N2O2(1+)*Cl4Cu(2-) → 1-chloroanthracene-9,10-dione (82-44-0)

Guidance literature:

With dimethyl sulfoxide; Ambient temperature;

Reference yield: 55.0%

1-chloro-9-anthrone (4887-98-3) → 1-chloroanthracene-9,10-dione (82-44-0)

Guidance literature:

With phenylhydrazine; In N,N-dimethyl-formamide; at 20 - 25 ℃; for 5h;

upstream raw materials:

1-nitroanthraquinone

1-hydroxyanthraquinone

4-chloroanthrone

8-chloro-9,10-dioxo-9,10-dihydro-anthracene-1-carboxylic acid

Downstream raw materials:

1-piperidinoanthraquinone

1-methoxyanthracene-9,10-dione

1-amino-9,10-anthracenedione

2-bromo-1,1'-imino-di-anthraquinone

Refernces

• 1、 Telvekar, Vikas N.,Takale, Balaram S.. "Carbon-carbon cleavage of aryl diamines and quinone formation using sodium periodate: a novel application". experimental part. p. 3940 - 3943. Retrieved 2010/08/07.
• 2、 Loskutov. "Reaction of anthrone and its 1- and 4-substituted derivatives with sulfur in the presence of nucleophiles". . p. 1478 - 1481. Retrieved 2007/10/03.