3,3',5,5'-TETRABROMOBIPHENYL

Base Information

• Chemical Name: 3,3',5,5'-TETRABROMOBIPHENYL
• CAS No.: 16400-50-3
• Molecular Formula: C12H6 Br4
• Molecular Weight: 469.796
• Hs Code.: 2903999090
• Mol file: 16400-50-3.mol

Synonyms:Biphenyl,3,3',5,5'-tetrabromo- (7CI,8CI); 3,3',5,5'-Tetrabromobiphenyl;3,5,3',5'-Tetrabromobiphenyl; PBB 80

Chemical Property of 3,3',5,5'-TETRABROMOBIPHENYL

Chemical Property:

• Melting Point: 185-190℃
• Boiling Point: 401.8 °C at 760 mmHg
• Flash Point: 190.7 °C
• PSA: 0.00000
• Density: 2.14 g/cm³
• LogP: 6.40360
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Dichloromethane (Slightly)

Purity/Quality:

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

PBB80 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: PBB 80 is a related compound of PBB 37 (P215150), a brominated biphenyls that can be used as a flame retardant and often incorporated into consumer products including appliances, electronics and plastics. 3,3',5,5'-TETRABROMOBIPHENYL can be used as organic synthesis intermediates and pharmaceutical intermediates, mainly used in laboratory research and development processes and chemical production processes.

Technology Process of 3,3',5,5'-TETRABROMOBIPHENYL

There total 11 articles about 3,3',5,5'-TETRABROMOBIPHENYL 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: 90.0%

1,3,5-trisbromobenzene (626-39-1) → 3,3',5,5'-tetrabromo-1,1'-biphenyl (16400-50-3)

Guidance literature:

1,3,5-trisbromobenzene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

With copper dichloride; In tetrahydrofuran; for 12h; Inert atmosphere;

DOI:10.1016/j.dyepig.2012.04.011

Reference yield: 83.0%

3,5-dibromophenylboronic acid (117695-55-3) → 3,3',5,5'-tetrabromo-1,1'-biphenyl (16400-50-3)

Guidance literature:

With air; [{(1,10-phenanthroline)Cu(μ-OH)}2Cl2]*3H2O; In isopropyl alcohol; at 28 ℃; for 6h;

DOI:10.1002/ejoc.200900173

Reference yield:

C24H51In (1041479-71-3) + (3,5-dibromophenyl)zinc(II) chloride (1205517-08-3) → 3,3',5,5'-tetrabromo-1,1'-biphenyl (16400-50-3) + 1,3-dibromo-5-n-octylbenzene (75894-99-4)

Guidance literature:

With palladium chloride*2MeCN; Desyl chloride; bis[2-(diphenylphosphino)phenyl] ether; In tetrahydrofuran; at 20 ℃; for 5h; chemoselective reaction;

DOI:10.1002/adsc.200800703

upstream raw materials:

4,4′-diaminobiphenyl-3,3′,5,5′-tetrabromide

1,3,5-trisbromobenzene

methyl 4-iodobenzoate

2-(3,5-dibromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Downstream raw materials:

5,5''-bis(3-nitrophenyl)-1,1':3',1'':3'',1'''-quaterphenyl

3,3',5,5'-tetrakis(3-pyridyl)biphenyl

3,5,3',5'-tetra(m-pyridin-3-yl)phenyl-[1,1']biphenyl

3,5,3',5'-tetra(m-pyridin-4-yl)phenyl-[1,1']biphenyl

Refernces

• 1、 Yin, Xiaojun,Peng, Yuhao,Luo, Jiajia,Zhou, Xiaoyan,Gao, Chunmei,Wang, Lei,Yang, Chuluo. "Tailoring the framework of organic small molecule semiconductors towards high-performance thermoelectric composites: Via conglutinated carbon nanotube webs". supporting information. p. 8323 - 8330. Retrieved 2018/05/23.
• 2、 Shibata, Mari,Ito, Hideto,Itami, Kenichiro. "Oxidative homocoupling reaction of aryltrimethylsilanes by Pd/o-chloranil catalysis". supporting information. p. 1701 - 1704. Retrieved 2017/11/23.