4-Bromobiphenyl

Base Information

• Chemical Name: 4-Bromobiphenyl
• CAS No.: 92-66-0
• Molecular Formula: C12H9Br
• Molecular Weight: 233.107
• Hs Code.: 29036990
• European Community (EC) Number: 202-176-6
• NSC Number: 406933
• UN Number: 3152
• UNII: OE77OKH5BL
• DSSTox Substance ID: DTXSID4024640
• Nikkaji Number: J95.604J
• Wikidata: Q27285606
• ChEMBL ID: CHEMBL1399688
• Mol file: 92-66-0.mol

Synonyms:4-bromobiphenyl

Chemical Property of 4-Bromobiphenyl

Chemical Property:

• Appearance/Colour: white powder
• Melting Point: 82-86 °C(lit.)
• Refractive Index: 1.6565 (estimate)
• Boiling Point: 309.8 °C at 760 mmHg
• Flash Point: 141.8 °C
• PSA: 0.00000
• Density: 1.363 g/cm³
• LogP: 4.11610
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: dioxane: soluble1g/10 mL, clear, colorless to very faintly yello
• Water Solubility.: Insoluble
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 231.98876
• Heavy Atom Count: 13
• Complexity: 141
• Transport DOT Label: Class 9

Purity/Quality:

98% ^*data from raw suppliers

4-Bromobiphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,N,Xn
• Statements: 36/37/38-50/53-41-37/38-22
• Safety Statements: 22-24/25-37/39-26-61-60-39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Polyaromatics
• Canonical SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)Br
• Uses: 4-Bromobiphenyl is used as halogenated hydrocarbon. It is also used in used in the synthesis of 4-biphenylthiolate. 4-Bromobiphenyl is used as a reagent in the synthesis of spirooxindole derivatives for use as AMPK activators. 4-Bromobiphenyl is also used as a reagent in the preparation of indenoindole derivatives as organic electroluminescent device materials. Intermediates of Liquid Crystals

Technology Process of 4-Bromobiphenyl

There total 255 articles about 4-Bromobiphenyl 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: 80.0%

[(4-bromophenyl)diazenyl](phenyl)methyl hydroperoxide (72437-42-4) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 4-bromo-1,1'-biphenyl (92-66-0) + benzaldehyde (100-52-7) + phenol (108-95-2,27073-41-2)

Guidance literature:

for 23h; Heating;

DOI:10.1016/S0040-4039(00)95291-2

Reference yield: 79.0%

1,4-bromoiodobenzene (589-87-7) + phenylboronic acid (98-80-6) → 4-bromo-1,1'-biphenyl (92-66-0) + [1,1';4',1'']terphenyl (92-94-4,94363-13-0)

Guidance literature:

With potassium carbonate; In water; acetone; at 60 ℃; for 5h;

DOI:10.1002/ejoc.201000671

Reference yield: 76.0%

1-(4-Bromo-phenylazo)-1-phenyl-eth-1-yl-hydroperoxide (91364-94-2) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 4-bromo-1,1'-biphenyl (92-66-0) + benzaldehyde (100-52-7) + phenol (108-95-2,27073-41-2)

Guidance literature:

for 20h; Heating;

DOI:10.1016/S0040-4039(00)95291-2

upstream raw materials:

pyridine

bromobenzene

dibenzoyl peroxide

benzenediazonium

Downstream raw materials:

biphenyl

p-quaterphenyl

biphenyl-4-carboxylic acid

4-biphenylylmagnesium bromide

Refernces

• 1、 Zhang, Binbin,Song, Jinliang,Liu, Huizhen,Shi, Jinghua,Ma, Jun,Fan, Honglei,Wang, Weitao,Zhang, Peng,Han, Buxing. "Acceleration of Suzuki coupling reactions by abundant and non-toxic salt particles". . p. 1198 - 1201. Retrieved 2014.
• 2、 Wu, Shanshan,Li, Yongguang,Xie, Siying,Ma, Cong,Lim, Joonwon,Zhao, Jiong,Kim, Dae Seok,Yang, Minyong,Yoon, Doong Ki,Lee, Myongsoo,Kim, Sang Ouk,Huang, Zhegang. "Supramolecular Nanotubules as a Catalytic Regulator for Palladium Cations: Applications in Selective Catalysis". . p. 11511 - 11514. Retrieved 2017.
• 3、 Argüello Cordero, Miguel A.,Berkefeld, Andreas,Leis, Wolfgang,Lochbrunner, Stefan,Schubert, Hartmut. "A Photoreactive Iron(II) Complex Luminophore". supporting information. p. 1169 - 1173. Retrieved 2022/02/05.
• 4、 Das, Tapas Kumar,Kundu, Mrinalkanti,Mondal, Biswajit,Ghosh, Prasanjit,Das, Sajal. "Organocatalytic synthesis of (Het)biaryl scaffoldsviaphotoinduced intra/intermolecular C(sp2)-H arylation by 2-pyridone derivatives". . p. 208 - 218. Retrieved 2021/12/29.