3-Bromo-4-phenylpyridine

Base Information

• Chemical Name: 3-Bromo-4-phenylpyridine
• CAS No.: 88345-89-5
• Molecular Formula: C11H8BrN
• Molecular Weight: 234.095
• Hs Code.: 2933399090
• European Community (EC) Number: 811-393-0
• DSSTox Substance ID: DTXSID70376582
• Nikkaji Number: J1.803.534K
• Wikidata: Q72501388
• Mol file: 88345-89-5.mol

Synonyms:3-bromo-4-phenylpyridine;88345-89-5;Pyridine,3-bromo-4-phenyl-;SCHEMBL1203821;DTXSID70376582;LVNPADQPUYHCOR-UHFFFAOYSA-N;MFCD04114247;AS-45740;BL000497;CS-0156411;FT-0702681;A842547;J-511946;7-Methyl-2,3-dihydro-1H-cyclopenta[b]quinoline-9-carboxylicacid

Chemical Property of 3-Bromo-4-phenylpyridine

Chemical Property:

• Vapor Pressure: 0.00314mmHg at 25°C
• Melting Point: 49-50 °C
• Refractive Index: 1.606
• Boiling Point: 292.8 °C at 760 mmHg
• Flash Point: 130.9 °C
• PSA: 12.89000
• Density: 1.426 g/cm³
• LogP: 3.51110
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 232.98401
• Heavy Atom Count: 13
• Complexity: 154

Purity/Quality:

98%min ^*data from raw suppliers

3-Bromo-4-phenylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C(C=NC=C2)Br

Technology Process of 3-Bromo-4-phenylpyridine

There total 11 articles about 3-Bromo-4-phenylpyridine 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: 72.0%

(1R*,5R*)-5-azido-2-bromo-3-phenylcyclopent-2-enol → 3-bromo-4-phenylpyridine (88345-89-5)

Guidance literature:

With [2,2]bipyridinyl; palladium diacetate; In 1,2-dichloro-ethane; at 80 ℃; Inert atmosphere;

DOI:10.1021/ja9049564

Reference yield: 65.0%

3-bromo-4-iodopyridine (89167-19-1) + phenylboronic acid (98-80-6) → 3-bromo-4-phenylpyridine (88345-89-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In ethanol; toluene; for 24h; Reflux;

Reference yield: 65.0%

dibromo-3,4 pyridine (13534-90-2) + phenylboronic acid (98-80-6) → 3-bromo-4-phenylpyridine (88345-89-5)

Guidance literature:

With palladium diacetate; potassium carbonate; triphenylphosphine; In methanol; acetonitrile; at 50 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.9b03556

upstream raw materials:

3-bromo-1-(phenoxycarbonyl)pyridinium chloride

3-Bromo-4-phenyl-4H-pyridine-1-carboxylic acid phenyl ester

p-benzoquinone

3-Bromopyridine

Refernces

• 1、 Fan, Jinming,Zhang, Wei,Gao, Wangxi,Wang, Tao,Duan, Wei-Liang,Liang, Yong,Zhang, Zunting. "Syntheses of Benzofuranoquinolines and Analogues via Photoinduced Acceptorless Dehydrogenative Annulation of o-Phenylfuranylpyridines". supporting information. p. 9183 - 9187. Retrieved 2019/11/13.
• 2、 Wang, Jian,Wang, Shan,Wang, Gao,Zhang, Ji,Yu, Xiao-Qi. "Iron-mediated direct arylation with arylboronic acids through an aryl radical transfer pathway". supporting information. p. 11769 - 11771. Retrieved 2013/01/15.