2-Chloroanthracene

Base Information

• Chemical Name: 2-Chloroanthracene
• CAS No.: 17135-78-3
• Molecular Formula: C14H9Cl
• Molecular Weight: 212.678
• Hs Code.: 2903999090
• European Community (EC) Number: 680-114-0
• NSC Number: 408454
• DSSTox Substance ID: DTXSID0049230
• Nikkaji Number: J282H
• Wikidata: Q72517050
• ChEMBL ID: CHEMBL3187451
• Mol file: 17135-78-3.mol

Synonyms:2-Chloroanthracene;17135-78-3;ANTHRACENE, 2-CHLORO-;CCRIS 5549;NSC 408454;BRN 2047055;AI3-23450;DTXSID0049230;4-05-00-02292 (Beilstein Handbook Reference);NSC408454;.beta.-Chloro anthracene;Clc1ccc2cc3ccccc3cc2c1;2-Chloroanthracene, 95%;SCHEMBL1359615;CHEMBL3187451;DTXCID2029086;OWFINXQLBMJDJQ-UHFFFAOYSA-;Tox21_202960;MFCD00003580;AKOS015851144;NSC-408454;NCGC00260506-01;AS-57013;LS-20282;CAS-17135-78-3;C1962;FT-0637503;T70414;A847686;J-010711

Chemical Property of 2-Chloroanthracene

Chemical Property:

• Appearance/Colour: beige to brown-beige powder or flakes
• Vapor Pressure: 2.42E-05mmHg at 25°C
• Melting Point: 221-223 °C
• Refractive Index: 1.717
• Boiling Point: 370.1 °C at 760 mmHg
• Flash Point: 179.2 °C
• PSA: 0.00000
• Density: 1.253 g/cm³
• LogP: 4.64640
• Storage Temp.: Amber Vial, Refrigerator
• Solubility.: Chloroform (Slightly), Dichloromethane (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 212.0392780
• Heavy Atom Count: 15
• Complexity: 225

Purity/Quality:

98% ^*data from raw suppliers

2-Chloroanthracene ^*data from reagent suppliers

Safty Information:

• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C=C3C=C(C=CC3=CC2=C1)Cl
• Uses: 2-Chloroanthracene was employed as model compound to investigate the formation of polychlorinated dibenzo-p-dioxins and polychlorinated dibenzofurans in fly ash. It was also used in the synthesis of polyfluorenes having anthraquinone or naphtylimide end caps.

Technology Process of 2-Chloroanthracene

There total 13 articles about 2-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%

C14H11ClO (1292302-63-6) → 2-chloroanthracene (17135-78-3)

Guidance literature:

With boron trifluoride diethyl etherate; toluene-4-sulfonamide; In toluene; at 20 ℃; for 0.166667h;

DOI:10.1002/adsc.201000732

Reference yield: 96.0%

2-(4-chlorobenzyl)benzaldehyde (1321539-25-6) → 2-chloroanthracene (17135-78-3)

Guidance literature:

With indium(III) triflate; In 1,2-dichloro-ethane; at 115 ℃; for 12h; Inert atmosphere;

DOI:10.1021/jo200861s

Reference yield: 95.0%

iodobenzene (591-50-4) + 2-methyl-4-chlorobenzaldehyde (40137-29-9) → 2-chloroanthracene (17135-78-3)

Guidance literature:

With trifluorormethanesulfonic acid; palladium diacetate; silver trifluoroacetate; acetic acid; glycine; at 100 ℃; for 24h; Sealed tube;

DOI:10.1016/j.tet.2019.06.036

upstream raw materials:

2-chloroanthracene-9,10-dione

3-trifluoromethylnitrobenzene

Anthracene-2-carboxylic acid chloride

2-chloroanthrone

Downstream raw materials:

2-phenylanthracene

2-phenylthioanthracene

2-phenylselenylanthracene

2,2 '-(2-phenylanthracene-9,10-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

Refernces

• 1、 Srinivas,Arun Kumar,Srinivas, Kolupula,Bhanuprakash,Jayathirtha Rao. "Conformational analysis of 2-anthryl-ethylene derivatives: Photochemical and computational investigation". . p. 851 - 865. Retrieved 2013/05/08.
• 2、 Kuninobu, Yoichiro,Tatsuzaki, Tomohiro,Matsuki, Takashi,Takai, Kazuhiko. "Indium-catalyzed construction of polycyclic aromatic hydrocarbon skeletons via dehydration". experimental part. p. 7005 - 7009. Retrieved 2011/10/09.