2,2',4,4',6,6'-Hexabromobiphenyl

Base Information

• Chemical Name: 2,2',4,4',6,6'-Hexabromobiphenyl
• CAS No.: 59261-08-4
• Molecular Formula: C12H4 Br6
• Molecular Weight: 627.588
• NSC Number: 157312
• UNII: 642OIA2442
• DSSTox Substance ID: DTXSID4074772
• Nikkaji Number: J591.253I
• Wikidata: Q27263683
• Mol file: 59261-08-4.mol

Synonyms:2,2',4,4',6,6'-hexabromobiphenyl

Chemical Property of 2,2',4,4',6,6'-Hexabromobiphenyl

Chemical Property:

• Melting Point: 179-180 °C(Solv: hexane (110-54-3))
• Boiling Point: 458.3ºC at 760 mmHg
• Flash Point: 222.8 ºC
• PSA: 0.00000
• Density: 2.492 g/cm³
• LogP: 7.92860
• XLogP3: 7.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 627.53518
• Heavy Atom Count: 18
• Complexity: 234

Purity/Quality:

99% ^*data from raw suppliers

PBB155 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1Br)C2=C(C=C(C=C2Br)Br)Br)Br)Br

Technology Process of 2,2',4,4',6,6'-Hexabromobiphenyl

There total 2 articles about 2,2',4,4',6,6'-Hexabromobiphenyl 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: 61.0%

1,3,5-trisbromobenzene (626-39-1) → 2,2',4,4',6,6'-hexabromo-1,1'-biphenyl (59261-08-4)

Guidance literature:

1,3,5-trisbromobenzene; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Inert atmosphere;

With lithium chloride; copper(I) bromide; In hexane; at -78 ℃; for 2h; Inert atmosphere;

With p-benzoquinone; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ol4021157

Reference yield:

2,4,6-tribromoiodobenzene (21521-51-7) → 2,2',4,4',6,6'-hexabromo-1,1'-biphenyl (59261-08-4)

Guidance literature:

With copper; at 200 ℃; for 2h;

Reference yield:

2,2',4,4',6,6'-hexabromo-1,1'-biphenyl (59261-08-4) → 2,2’,6,6’-tetrabromobiphenyl (97038-96-5) + 2,4,2’,4’-tetrabromobiphenyl (66115-57-9) + 2,4,2',6'-tetrabromo-biphenyl (97038-95-4)

Guidance literature:

2,2',4,4',6,6'-hexabromo-1,1'-biphenyl; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.166667h; Inert atmosphere;

With methanol; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1002/adsc.201000517

upstream raw materials:

2,4,6-tribromoiodobenzene

1,3,5-trisbromobenzene

Downstream raw materials:

2,2’,6,6’-tetrabromobiphenyl

2,4,2’,4’-tetrabromobiphenyl

2,4,2',6'-tetrabromo-biphenyl

Refernces

• 1、 Perron, Quentin,Alexakis, Alexandre. "Catalytic asymmetric bromine-lithium exchange: A new tool to build axial chirality". supporting information; experimental part. p. 2611 - 2620. Retrieved 2011/01/05.
• 2、 Field, Leslie D.,Skelton, Brian W.,Sternhell, Sever,White, Allan H.. "Structural Studies of Some 2,6(2',6')-Halogen-Substituted Biphenyl Derivatives". . p. 391 - 399. Retrieved 2007/10/02.