3-(3-Bromophenyl)pyridine

Base Information

• Chemical Name: 3-(3-Bromophenyl)pyridine
• CAS No.: 4422-32-6
• Molecular Formula: C11H8BrN
• Molecular Weight: 234.095
• Hs Code.: 2933399090
• European Community (EC) Number: 810-957-3
• DSSTox Substance ID: DTXSID90522347
• Nikkaji Number: J1.213.554H
• Wikidata: Q72511271
• Mol file: 4422-32-6.mol

Synonyms:3-(3-bromophenyl)pyridine;4422-32-6;MFCD16658917;Pyridine, 3-(3-bromophenyl)-;3-(3'-bromophenyl)pyridine;SCHEMBL1065165;DTXSID90522347;JHUIVUBQMBPYJE-UHFFFAOYSA-N;AKOS015951307;DS-6721;SB66445;AC-29180;SY033982;B4865;CS-0168405;A847737

Chemical Property of 3-(3-Bromophenyl)pyridine

Chemical Property:

• Refractive Index: 1.6420 to 1.6460
• Boiling Point: 321℃
• PKA: 4.78±0.10(Predicted)
• Flash Point: 148℃
• PSA: 12.89000
• Density: 1.426
• 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: 160

Purity/Quality:

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

3-(3-Bromophenyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Br)C2=CN=CC=C2
• Uses: 3-(3-Bromophenyl)pyridine is commonly used as a reactant in the process for the synthesis of compounds such as 11H-?indeno[1,?2-?b]?quinoline derivatives which are used for the manufacturing of OLED (organic light emitting devices).

Technology Process of 3-(3-Bromophenyl)pyridine

There total 8 articles about 3-(3-Bromophenyl)pyridine 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: 100.0%

1-Bromo-3-iodobenzene (591-18-4) + 3-pyridylboronic acid (1692-25-7) → 3-(3'-bromophenyl)pyridine (4422-32-6)

Guidance literature:

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; at 100 ℃; Inert atmosphere;

Reference yield: 89.0%

1,3-dibromobenzene (108-36-1) + 3-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (329214-79-1) → 3-(3'-bromophenyl)pyridine (4422-32-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In water; at 80 ℃;

Reference yield: 77.5%

1-Bromo-3-iodobenzene (591-18-4) + 3-(trimethylstannyl)pyridine (59020-09-6) → 3-(3'-bromophenyl)pyridine (4422-32-6)

Guidance literature:

With copper(l) iodide; triphenyl-arsane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In N,N-dimethyl-formamide; at 80 ℃; for 5h;

DOI:10.1021/jo981632v

upstream raw materials:

1-Bromo-3-iodobenzene

3-(trimethylstannyl)pyridine

1,3-dibromobenzene

3-Diethylboranylpyridine

Downstream raw materials:

3-[3-(tri-n-butylstannanyl)phenyl]pyridine

3-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyridine

C₂₁H₁₈N₂O₂S

C₂₁H₁₉N₃OS

Refernces

• 1、 Hou, Shaohua,Yang, Xiping,Yang, Yuejing,Tong, Yu,Chen, Quanwei,Wan, Boheng,Wei, Ran,Lu, Tao,Chen, Yadong,Hu, Qinghua. "Design, synthesis and biological evaluation of 1H-indazole derivatives as novel ASK1 inhibitors". . . Retrieved 2021/05/10.
• 2、 -. "Anthracene derivatives and organic light-emitting diode including the same". Paragraph 0169; 0207-0212. . Retrieved 2019/10/22.