Dibenz[a,c]anthracene

Base Information

• Chemical Name: Dibenz[a,c]anthracene
• CAS No.: 215-58-7
• Molecular Formula: C22H14
• Molecular Weight: 278.353
• Hs Code.: 29029000
• European Community (EC) Number: 205-920-8
• UNII: 6OC62KCV5A
• DSSTox Substance ID: DTXSID9049245
• Nikkaji Number: J2.974B
• Wikidata: Q27155939
• ChEMBL ID: CHEMBL166266
• Mol file: 215-58-7.mol

Synonyms:1,2,3,4-dibenzanthracene;benzo(b)triphenylene;benzotriphenylene;dibenz(a,c)anthracene;dibenzo(a,c)anthracene

Chemical Property of Dibenz[a,c]anthracene

Chemical Property:

• Appearance/Colour: LIGHT YELLOW TO BROWN POWDER
• Vapor Pressure: 2.55E-10mmHg at 25°C
• Melting Point: 205-207 °C(lit.)
• Refractive Index: 1.8120 (estimate)
• Boiling Point: 518 °C(lit.)
• Flash Point: 264.5°C
• PSA: 0.00000
• Density: 1.232g/cm³
• LogP: 6.29940
• Storage Temp.: APPROX 4°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), DMSO (Slightly)
• Water Solubility.: 1.6ug/L(25 oC)
• XLogP3: 6.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 278.109550447
• Heavy Atom Count: 22
• Complexity: 361

Purity/Quality:

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

Dibenzo[a,c]anthracene-13C6 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N,Xn,F
• Hazard Codes: T,N,Xn,F
• Statements: 23/24/25-50-67-65-50/53-38-11
• Safety Statements: 36/37-45-61-62-60

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Polycyclic Aromatic Hydrocarbons
• Canonical SMILES: C1=CC=C2C=C3C4=CC=CC=C4C5=CC=CC=C5C3=CC2=C1
• Uses: Dibenzo[a,c]anthracene is a polycyclic aromatic hydrocarbon which are known carcinogens and environmental pollutants.

Technology Process of Dibenz[a,c]anthracene

There total 53 articles about Dibenz[a,c]anthracene 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: 99.0%

2-(biphenyl-2-yl)-1-fluoronaphthalene → dibenzo[a,c]anthracene (215-58-7)

Guidance literature:

With aluminum (III) chloride; In chlorobenzene; at 60 ℃; for 3h; Solvent; Reagent/catalyst; regioselective reaction; Inert atmosphere;

DOI:10.1039/c6cc07199f

Reference yield: 88.0%

2'-(2-naphthyl)-1,1'-biphenyl-2-yl triflate → dibenzo[a,c]anthracene (215-58-7) + benzo[g]chrycene (196-78-1)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; In 1,2-dimethoxyethane; at 85 ℃; for 23h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.6b03861

Reference yield: 85.0%

(2RS,15SR)-23-oxahexacyclo[14.6.1.02,15.03,8.09,14.017,22]tricosa-3(8),4,6,9(14),10,12,17,19,21-nonaene → dibenzo[a,c]anthracene (215-58-7)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/jo048702k

upstream raw materials:

dibenzanthracene-9,14-dione

10,11,12,13-tetrahydrodibenzanthracene

[9]phenanthryl-o-tolyl ketone

2-[9]phenanthrylmethyl-benzoic acid

Downstream raw materials:

10,11,12,13-tetrahydrodibenzanthracene

9-nitrodibenzanthracene

10-hydroxydibenz[a,c]anthracene

Refernces

• 1、 Lee, Hongmee,Harvey, Ronald G.. "Benzylic Oxidation with 2,3-Dichloro-5,6-dicyanobenzoquinone in Aqueous Media. A Convenient Synthesis of Aryl Ketones and Aldehydes". . p. 749 - 751. Retrieved 1983.
• 2、 Zinke,Ott. "-". . p. 946. Retrieved 1951.
• 3、 Jayanth, Thiruvellore Thatai,Jeganmohan, Masilamani,Cheng, Chien-Hong. "Palladium-catalyzed [2 + 2 + 2] cocyclotrimerization of benzynes with bicyclic alkenes: An efficient route to anellated 9,10-dihydrophenanthrene derivatives and polyaromatic compounds". . p. 8445 - 8450. Retrieved 2004.
• 4、 Zhou, Liwei,Sun, Mingjie,Zhou, Fengru,Deng, Guobo,Yang, Yuan,Liang, Yun. "Atmosphere-Controlled Palladium-Catalyzed Divergent Decarboxylative Cyclization of 2-Iodobiphenyls and α-Oxocarboxylic Acids". supporting information. p. 7150 - 7155. Retrieved 2021/09/18.
• 5、 Hu, Tao,Xu, Kai,Ye, Zenghui,Zhu, Kai,Wu, Yanqi,Zhang, Fengzhi. "Two-in-One Strategy for the Pd(II)-Catalyzed Tandem C-H Arylation/Decarboxylative Annulation Involved with Cyclic Diaryliodonium Salts". supporting information. p. 7233 - 7237. Retrieved 2019/10/02.