9-Chloroanthracene

Base Information

• Chemical Name: 9-Chloroanthracene
• CAS No.: 716-53-0
• Molecular Formula: C14H9Cl
• Molecular Weight: 212.678
• European Community (EC) Number: 211-937-1
• NSC Number: 179354
• DSSTox Substance ID: DTXSID20221831
• Nikkaji Number: J193.087G
• Wikidata: Q25449180
• Mol file: 716-53-0.mol

Synonyms:9-Chloroanthracene;716-53-0;Anthracene, 9-chloro-;CCRIS 5547;Anthracene,9-chloro-;EINECS 211-937-1;9-Chloranthracen;9-chloro-anthracene;9-Chloroanthracene #;BIDD:GT0730;SCHEMBL632553;DTXSID20221831;MFCD00001245;NSC179354;AKOS003596691;NSC-179354;SB66852;AS-57075;LS-20283;CS-0155657;FT-0621635;D94726;A837274;26779-04-4

Chemical Property of 9-Chloroanthracene

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 2.42E-05mmHg at 25°C
• Melting Point: 103 - 105 °C
• Refractive Index: 1.717
• Boiling Point: 370.1 °C at 760 mmHg
• Flash Point: 179.2 °C
• PSA: 0.00000
• Density: 1.253g/cm³
• LogP: 4.64640
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly)
• Water Solubility.: Insoluble in water.
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 212.0392780
• Heavy Atom Count: 15
• Complexity: 203

Purity/Quality:

99% ^*data from raw suppliers

9-Chloroanthracene, 90+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Halogenated Polyaromatics
• Canonical SMILES: C1=CC=C2C(=C1)C=C3C=CC=CC3=C2Cl
• Uses: 9-Chloroanthracene, is used as a chlorinated anthracene compound used for biochemical research. It is also used as a pharmaceutical intermediate.

Technology Process of 9-Chloroanthracene

There total 27 articles about 9-Chloroanthracene 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: 100.0%

anthracene (120-12-7) → 9-chloroanthracene (716-53-0)

Guidance literature:

With chloro-trimethyl-silane; bis-[(trifluoroacetoxy)iodo]benzene; In dichloromethane; at 20 ℃; for 18h; Reagent/catalyst; Inert atmosphere;

DOI:10.1002/ejoc.201900237

Reference yield: 90.0%

9-nitroanthracene (602-60-8) → 9-chloroanthracene (716-53-0)

Guidance literature:

With Dichlorophenylphosphine; In various solvent(s); at 170 ℃; for 5h;

DOI:10.1021/jo00247a042

Reference yield: 72.0%

anthracene (120-12-7) → 9-chloroanthracene (716-53-0) + 9,10-dichloroanthracene (605-48-1)

Guidance literature:

With N-chloro-succinimide; 2,4,6-trimethylaniline; In dichloromethane; at 20 ℃; for 5h; regioselective reaction; Inert atmosphere;

DOI:10.1002/chem.201502234

upstream raw materials:

N-chloroacetamide

anthracene

9,10-dichlorodihydroanthracene

cis-9.10-diacetoxy-9.10-dihydro-anthracene

Downstream raw materials:

phenyl 9-anthryl sulfide

anthracene

9-chloroanthracene radical anion

9-deuteroanthracene

Refernces

• 1、 Nakayama, Toshihiro,Amijima, Yutaka,Miki, Sadao,Hamanoue, Kumao. "Solvent-dependent quenching of the lowest excited singlet state of 9,10-dichloroanthracene by ground-state 2,5-dimethylhexa-2,4-diene yielding 9-chloroanthracene in acetonitrile or the [4+2]adduct in n-Heptane". . p. 223 - 224. Retrieved 1997.
• 2、 -. "Efficient halogenation synthesis method of aryl halide". Paragraph 0151-0154. . Retrieved 2021/03/31.
• 3、 Samanta, Ramesh C.,Yamamoto, Hisashi. "Selective Halogenation Using an Aniline Catalyst". supporting information. p. 11976 - 11979. Retrieved 2015/08/18.