1,3,6,8-Tetrabromopyrene

Base Information

• Chemical Name: 1,3,6,8-Tetrabromopyrene
• CAS No.: 128-63-2
• Deprecated CAS: 2364454-63-5
• Molecular Formula: C16H6Br4
• Molecular Weight: 517.84
• Hs Code.: 29039990
• European Community (EC) Number: 204-900-6
• UNII: 6VWU1E395N
• DSSTox Substance ID: DTXSID2029165
• Nikkaji Number: J184.364H
• Wikidata: Q27265604
• Mol file: 128-63-2.mol

Synonyms:1,3,6,8-Tetrabromopyrene;128-63-2;Pyrene, 1,3,6,8-tetrabromo-;C16H6Br4;UNII-6VWU1E395N;6VWU1E395N;EINECS 204-900-6;MFCD00428682;YSZC173;1,3,6,8- Tetrabromopyrene;SCHEMBL1005904;C16-H6-Br4;DTXSID2029165;1,3,6,8-Tetrabromopyrene, 97%;AC1266;AKOS003620496;CS-W018441;SB66487;AS-59009;SY052723;FT-0755634;T2716;A921470;J-005616;Q27265604

Chemical Property of 1,3,6,8-Tetrabromopyrene

Chemical Property:

• Vapor Pressure: 1.64E-11mmHg at 25°C
• Melting Point: 416-420 °C
• Refractive Index: 1.872
• Boiling Point: 548.218 °C at 760 mmHg
• Flash Point: 273.884 °C
• PSA: 0.00000
• Density: 2.284 g/cm³
• LogP: 7.63400
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Nitrobenzene (Very Slightly, Heated, Partially Soluble)
• XLogP3: 7.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 517.71620
• Heavy Atom Count: 20
• Complexity: 319

Purity/Quality:

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

1,3,6,8-Tetrabromopyrene ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C3C(=C(C=C2Br)Br)C=CC4=C(C=C(C1=C43)Br)Br
• Uses: 1,3,6,8-Tetrabromopyrene is used as a reactant in the synthesis of pyrene-centered starburst oligofluorenes which display good film forming ability and sky blue fluroescence and used in electroluminescent devices. Synthetic building block for the creation of blue to green OLED emitters

Technology Process of 1,3,6,8-Tetrabromopyrene

There total 8 articles about 1,3,6,8-Tetrabromopyrene 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%

pyrene (129-00-0) → 1,3,6,8-tetrabromopyrene (128-63-2)

Guidance literature:

With bromine; In nitrobenzene; at 120 ℃; for 2h;

DOI:10.1021/ol7023136

Reference yield: 91.0%

pyrene (129-00-0) → napthalene-1,4,5,8-tetracarboxylic acid 1,4-monoanhydride + 1,3,6,8-tetrabromopyrene (128-63-2)

Guidance literature:

With sodium chlorate; bromine; In water;

Reference yield: 90.0%

pyrene (129-00-0) + sodium hydrogensulfite → naphthalene-1,4,5,8-tetracarboxylic acid 1,4-monoanhydride + 1,3,6,8-tetrabromopyrene (128-63-2)

Guidance literature:

With sodium chlorate; ammonium hydroxide; bromine; In water;

upstream raw materials:

pyrene

nitrobenzene

Downstream raw materials:

1,3,6,8-tetrakis(2,4,6-trimethylphenyl)pyrene

1,3,6,8-tetrakis(2,3,5,6-tetramethylphenyl)pyrene

1,3,6,8-tetrakis(2,6-dimethyl-4-methoxyphenyl)pyrene

1,3,6,8-tetrakis[(4-ethoxycarbonylphenyl)ethynyl]pyrene

Refernces

• 1、 Waller, Peter J.,Alfaraj, Yasmeen S.,Diercks, Christian S.,Jarenwattananon, Nanette N.,Yaghi, Omar M.. "Conversion of Imine to Oxazole and Thiazole Linkages in Covalent Organic Frameworks". . p. 9099 - 9103. Retrieved 2018.
• 2、 Li, Jin Xiao,Guan, Qing Lin,Wang, Yu,You, Zi Xin,Xing, Yong Heng,Bai, Feng Ying,Sun, Li Xian. "A lanthanide-organic crystalline framework material encapsulating 1,3,6,8-tetrakis(: P -benzoic acid)pyrene: Selective sensing of Fe3+, Cr2O72- and colchicine and white-light emission". . p. 1446 - 1454. Retrieved 2020.
• 3、 Huang, Yong-Liang,Gong, Yun-Nan,Jiang, Long,Lu, Tong-Bu. "A unique magnesium-based 3D MOF with nanoscale cages and temperature dependent selective gas sorption properties". . p. 1753 - 1755. Retrieved 2013.
• 4、 You, Jia,Li, Guiyang,Wang, Zhonggang. "Synthesis of pyrene-cored dendrimers with 9-phenylcarbazole-based dendrons and their thermal, photophysical and electrochemical properties". . p. 5116 - 5123,8. Retrieved 2012.
• 5、 Mohamed, Mohamed Gamal,El-Mahdy, Ahmed F. M.,Takashi, Yasuno,Kuo, Shiao-Wei. "Ultrastable conductive microporous covalent triazine frameworks based on pyrene moieties provide high-performance CO2 uptake and supercapacitance". . p. 8241 - 8253. Retrieved 2020.
• 6、 Venkatramaiah,Firmino, Ana D. G.,Almeida Paz, Filipe A.,Tomé, Jo?o P. C.. "Fast detection of nitroaromatics using phosphonate pyrene motifs as dual chemosensors". . p. 9683 - 9686. Retrieved 2014.
• 7、 Xu, Feng,Nishida, Takanori,Shinohara, Kenta,Peng, Lifen,Takezaki, Makoto,Kamada, Takahiro,Akashi, Haruo,Nakamura, Hiromu,Sugiyama, Kouki,Ohta, Kazuchika,Orita, Akihiro,Otera, Junzo. "Trimethylsilyl Group Assisted Stimuli Response: Self-Assembly of 1,3,6,8-Tetrakis((trimethysilyl)ethynyl)pyrene". . p. 556 - 563. Retrieved 2017.
• 8、 Cappellari, Maria V.,Mangione, María I.,Spanevello, Rolando A.,Marzari, Gabriela,Morales, Gustavo M.,Fungo, Fernando. "Design and synthesis of efficient electrogenerated chemiluminescent emitters derived from pyrene". . p. G163 - G170. Retrieved 2018.
• 9、 Yi, Jian-Peng,Zhao, Li,Xu, Weidong,Liu, Cheng-Fang,Lai, Wen-Yong,Huang, Wei. "Pyrene-capped starburst emitters as gain media for organic lasers: Design, synthesis, and stabilized lasing properties". . p. 7546 - 7553. Retrieved 2016.
• 10、 Kulisic, Niksa,More, Sandeep,Mateo-Alonso, Aurelio. "A tetraalkylated pyrene building block for the synthesis of pyrene-fused azaacenes with enhanced solubility". . p. 514 - 516. Retrieved 2011.