2-Bromobiphenyl

Base Information

• Chemical Name: 2-Bromobiphenyl
• CAS No.: 2052-07-5
• Molecular Formula: C12H9Br
• Molecular Weight: 233.107
• Hs Code.: 29036990
• European Community (EC) Number: 218-141-3
• NSC Number: 67353
• UNII: GXS4234YXD
• DSSTox Substance ID: DTXSID0024638
• Nikkaji Number: J95.603A
• Wikidata: Q27279344
• ChEMBL ID: CHEMBL1462584
• Mol file: 2052-07-5.mol

Synonyms:2-Bromobiphenyl;2052-07-5;2-Bromo-1,1'-biphenyl;1-bromo-2-phenylbenzene;O-BROMOBIPHENYL;2-Bromo-biphenyl;1,1'-Biphenyl, 2-bromo-;Biphenyl, 2-bromo-;1,1'-Biphenyl, bromo-;bromobiphenyl;2-Bromodiphenyl;MFCD00000065;PBB No. 1;GXS4234YXD;CCRIS 5888;DTXSID0024638;EINECS 218-141-3;NSC 67353;NSC-67353;NCGC00091586-02;AI3-11170;2-biphenyl bromide;NSC67353;2-Bromobiphenyl, 96%;BROMOBIPHENYL, 2-;UNII-BS92SA0A8Y;UNII-GXS4234YXD;2-PHENYLBROMOBENZENE;PBB 1 (2-Bromobiphenyl);2-BIPHENYLYL BROMIDE;NCIOpen2_003445;PBB 1;MLS002152871;2-Bromo-1,1'-biphenyl #;SCHEMBL115115;DTXCID704638;CHEMBL1462584;HMS3039P09;BCP23395;Tox21_400039;CX1316;LS-992;AKOS005254299;AC-4963;CS-W001914;OL10145;PS-7683;NCGC00091586-01;NCGC00091586-03;26264-10-8;SMR001224489;SY013526;CAS-2052-07-5;B0559;FT-0634010;EN300-244186;1-(4-Methoxybenzyl)-2-oxopiperidin-3-yl?acetate;W-107611;Q27279344

Chemical Property of 2-Bromobiphenyl

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 0.00245mmHg at 25°C
• Melting Point: 1.5-2 °C
• Refractive Index: n20/D 1.628(lit.)
• Boiling Point: 297 °C at 760 mmHg
• Flash Point: 133.7 °C
• PSA: 0.00000
• Density: 1.363 g/cm³
• LogP: 4.11610
• Storage Temp.: Room temperature.
• Solubility.: Chloroform (Sparingly, Heated), Methanol (Slightly)
• Water Solubility.: Insoluble
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 231.98876
• Heavy Atom Count: 13
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-1,1''-biphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 23-24/25-37/39-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=CC=C2Br
• Description: 2-Bromobiphenyl is an important intermediate, which can be used to synthesize 2,2'-dibromo-9,9'-spirobifluorene, 3-bromo-9-(9-phenylfluoren-9-yl)carbazole and phenanthrene compounds.
• Uses: 2-Bromobiphenyl can be used as reference compound to investigate extraction efficiency of solid-phase microextraction fibers, based on methacrylic acid-trimethylolpropanetrimethacrylate copolymers. It is used as an intermediate of organic synthesis and pharmaceutical. It also can react with norborn-2-ene to get 5-phenyl-1,2,3,4,4a,8b-hexahydro-1,4-methanobiphenylene, in synthesis of a novel trispirocyclic hydrocarbon. It is used as a reference compound to investigate extraction efficiency of solid-phase micro extraction fibers, based on methacrylic acid-trimethylolpropanetrimethacrylate copolymers.
• Physical properties: 2-Bromobiphenyl has a melting point of 1.5-2 °C, so it is a colorless liquid at room temperature. It boils at 297-298 °C. Its density at 25℃ is 1.352 g/mL. In general, 2-bromobiphenyls are stable, but they are not compatible with oxidants.

Technology Process of 2-Bromobiphenyl

There total 94 articles about 2-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: 96.0%

2-bromo-1-chlorobenzene (694-80-4) + phenylboronic acid (98-80-6) → 2-Bromobiphenyl (2052-07-5)

Guidance literature:

With C₈₄H₆₀Cl₆Fe₃N₆Pd₃; triethylamine; at 20 ℃; for 0.416667h;

DOI:10.1039/d0dt01366h

Reference yield: 95.0%

triphenylantimony(V) diacetate (1538-62-1,34716-94-4) + (2-bromophenyl)boronic acid (244205-40-1) → 2-Bromobiphenyl (2052-07-5)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; at 60 ℃; for 18h;

DOI:10.1016/j.tetlet.2006.10.163

Reference yield: 93.0%

1-Bromo-2-iodobenzene (583-55-1) + phenylboronic acid (98-80-6) → 2-Bromobiphenyl (2052-07-5)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate; In methanol; toluene; Inert atmosphere; Reflux;

DOI:10.1002/anie.201707272

upstream raw materials:

pyridine

bromobenzene

dibenzoyl peroxide

phosgene

Downstream raw materials:

2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)bromobenzene

2-phenylaniline

2-methoxy-2'-phenyldiphenylamine

9,10-diethylphenanthrene

Refernces

• 1、 Kasprzak, Artur,Bystrzejewski, Michal,Poplawska, Magdalena. "Ferrocene-Labeled Carbon-Encapsulated Iron Nanoparticles: The First Magnetic Nanocatalysts for C-H Arylation toward 1,1′-Biphenyl Formation". . p. 409 - 415. Retrieved 2019.
• 2、 Simamura et al.. "-". . p. 76. Retrieved 1952.
• 3、 Abramovitch,Takaya. "". . p. 1369. Retrieved 1969.
• 4、 Arkhipova, Daria,Ermolaev, Vadim,Miluykov, Vasili,Nigmatullina, Lilia,Sinyashin, Oleg. "Functionalized Phosphonium Ionic Liquids: Synthesis and Application". . p. 899 - 901. Retrieved 2015.
• 5、 Han, Pan,Yin, Mengyun,Li, Haiqiong,Yi, Jundan,Jing, Linhai,Wei, Bangguo. "Synthesis of Dibenzosiloles through Electrocatalytic Sila-Friedel-Crafts Reaction". supporting information. p. 2757 - 2761. Retrieved 2021/04/16.
• 6、 Miyamoto, Kazunori,Saito, Motomichi,Tsuji, Shunsuke,Takagi, Taisei,Shiro, Motoo,Uchiyama, Masanobu,Ochiai, Masahito. "Benchtop-Stabssle Hypervalent Bromine(III) Compounds: Versatile Strategy and Platform for Air- And Moisture-Stable λ3-Bromanes". supporting information. p. 9327 - 9331. Retrieved 2021/07/01.