9,10-Dibromoanthracene

Base Information

• Chemical Name: 9,10-Dibromoanthracene
• CAS No.: 523-27-3
• Molecular Formula: C14H8Br2
• Molecular Weight: 336.026
• Hs Code.: 29039990
• European Community (EC) Number: 208-342-4
• NSC Number: 6263
• UNII: 61CP7C5Y82
• DSSTox Substance ID: DTXSID5049312
• Nikkaji Number: J6.630C
• Wikipedia: 9,10-Dibromoanthracene
• Wikidata: Q27263331
• ChEMBL ID: CHEMBL3183379
• Mol file: 523-27-3.mol

Synonyms:9,10-Dibromoanthracene;523-27-3;Anthracene, 9,10-dibromo-;9,10-Dibromo-anthracene;C14H8Br2;MFCD00001244;UNII-61CP7C5Y82;DTXSID5049312;61CP7C5Y82;NSC 6263;NSC-6263;EINECS 208-342-4;NSC6263;9,10 dibromoanthracene;Anthracene,10-dibromo-;9,10 -dibromoanthracene;9,10- dibromoanthracene;SCHEMBL28511;9,10-Dibromoanthracene, 98%;C14-H8-Br2;CHEMBL3183379;DTXCID0029268;AMY11187;BCP06867;Tox21_202923;BBL002460;STK286015;9,10-DIBROMOANTHRACENE [MI];AKOS003241118;AC-4953;CS-W011924;NCGC00260469-01;AS-14616;CAS-523-27-3;SY012827;D0166;FT-0621594;EN300-68262;W-105834;Q27263331

Chemical Property of 9,10-Dibromoanthracene

Chemical Property:

• Appearance/Colour: yellow to yellow-green fluffy powder
• Vapor Pressure: 4.19E-07mmHg at 25°C
• Melting Point: 220-225 °C
• Refractive Index: 1.748
• Boiling Point: 427.1 °C at 760 mmHg
• Flash Point: 248.1 °C
• PSA: 0.00000
• Density: 1.768 g/cm³
• LogP: 5.51800
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform
• Water Solubility.: Soluble in water.
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 335.89723
• Heavy Atom Count: 16
• Complexity: 203

Purity/Quality:

99.0%min ^*data from raw suppliers

9,10-Dibromoanthracene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,N
• Hazard Codes: Xi,N
• Statements: 36/37/38-50/53
• Safety Statements: 37/39-26-61-60-36

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Polyaromatics
• Canonical SMILES: C1=CC=C2C(=C1)C(=C3C=CC=CC3=C2Br)Br
• Uses: 9,10-Dibromoanthracene is a dibrominated polycyclic aromatic hydrocarbon (PAH). 9,10-Dibromoanthracene is often used as an energy acceptor and activator in reactions that produce chemiluminescence. 9,10-Dibromoanthracene is an important raw material and intermediate used in organic synthesis, pharmaceuticals and agrochemicals.

Technology Process of 9,10-Dibromoanthracene

There total 48 articles about 9,10-Dibromoanthracene 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) → 9,10-Dibromoanthracene (523-27-3)

Guidance literature:

With N-Bromosuccinimide; lithium perchlorate; silica gel; In dichloromethane; at 20 ℃; for 0.0833333h;

DOI:10.1139/v05-001

Reference yield: 85.0%

9-Bromoanthracene (1564-64-3) → 9,10-Dibromoanthracene (523-27-3)

Guidance literature:

With N-Bromosuccinimide; C₅H₁₃NO₃S; In n-heptane; at 25 ℃; for 19h; Reagent/catalyst; Darkness;

DOI:10.1039/d0cc04673f

Reference yield: 84.0%

anthracene (120-12-7) → 9-Bromoanthracene (1564-64-3) + 9,10-Dibromoanthracene (523-27-3)

Guidance literature:

With N-Bromosuccinimide; 2,4,6-trimethylaniline; In dichloromethane; at 0 ℃; for 8h; regioselective reaction; Inert atmosphere;

DOI:10.1002/chem.201502234

upstream raw materials:

9,10-dihydroanthracene

9,19-Dibromo-9,10-dihydroanthracene

diethyl ether

1,2,3,4,9,10-hexabromo-1,2,3,4-tetrahydro-anthracene

Downstream raw materials:

9,10-Ethano-9,10-dibrom-9,10-dihydro-anthracen-11,12-dicarbonsaeureanhydrid

9-Bromoanthracene

9,10-diformylanthracene

anthracene

Refernces

• 1、 Liang, Zhixiong,Zhao, Wei,Wang, Shenglong,Tang, Qin,Lam, Sheung-Chuen,Miao, Qian. "Unexpected photooxidation of H-bonded tetracene". . p. 2007 - 2010. Retrieved 2008.
• 2、 Zhan, Yong,Cao, Kaiyu,Xue, Pengchong,Lu, Ran. "Synthesis of monodisperse oligocarbazoles-functionalized anthracenes with intense blue-emitting". . p. 594 - 599. Retrieved 2013.
• 3、 Li, Wan,Chasing, Pongsakorn,Benchaphanthawee, Wachara,Nalaoh, Phattananawee,Chawanpunyawat, Thanyarat,Kaiyasuan, Chokchai,Kungwan, Nawee,Namuangruk, Supawadee,Sudyoadsuk, Taweesak,Promarak, Vinich. "Intramolecular hydrogen bond-enhanced electroluminescence performance of hybridized local and charge transfer (HLCT) excited-state blue-emissive materials". . p. 497 - 507. Retrieved 2021.
• 4、 Quah, Hong Sheng,Ng, Li Ting,Donnadieu, Bruno,Tan, Geok Kheng,Vittal, Jagadese J.. "Molecular Scissoring: Facile 3D to 2D Conversion of Lanthanide Metal Organic Frameworks Via Solvent Exfoliation". . p. 10851 - 10854. Retrieved 2016.
• 5、 Jones,Atherton. "An improved procedure for the preparation of 9,10-dibromoanthracene". . p. 1799 - 1802. Retrieved 2001.
• 6、 Mondal, Haripriyo,Sk, Md Raja,Maji, Modhu Sudan. "Cooperativity within the catalyst: alkoxyamide as a catalyst for bromocyclization and bromination of (hetero)aromatics". supporting information. p. 11501 - 11504. Retrieved 2020/10/12.