3-Bromo-5-phenylpyridine

Base Information

• Chemical Name: 3-Bromo-5-phenylpyridine
• CAS No.: 142137-17-5
• Molecular Formula: C11H8BrN
• Molecular Weight: 234.095
• Hs Code.: 2933399090
• European Community (EC) Number: 833-562-8
• DSSTox Substance ID: DTXSID40376559
• Nikkaji Number: J2.016.459J
• Wikidata: Q72511255
• Mol file: 142137-17-5.mol

Synonyms:3-bromo-5-phenylpyridine;142137-17-5;Pyridine, 3-bromo-5-phenyl-;3-bromo-5-phenyl-pyridine;5-bromo-3-phenylpyridine;SCHEMBL5050;DTXSID40376559;AWCQJXPOCRXHNK-UHFFFAOYSA-N;MFCD04114223;AKOS015899553;CS-W021876;TS-00644;B5151;FT-0648389;F13548;A846195

Chemical Property of 3-Bromo-5-phenylpyridine

Chemical Property:

• Vapor Pressure: 0.00124mmHg at 25°C
• Melting Point: 46.0 to 50.0 °C
• Refractive Index: 1.606
• Boiling Point: 308.4 °C at 760 mmHg
• Flash Point: 140.3 °C
• PSA: 12.89000
• Density: 1.426 g/cm³
• LogP: 3.51110
• Storage Temp.: Inert atmosphere,Room Temperature
• 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:

99% ^*data from raw suppliers

3-Bromo-5-phenylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Bromo-5-phenylpyridine

There total 10 articles about 3-Bromo-5-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: 76.0%

3,5-dibromopyridine (625-92-3) + triphenylbismuthane (603-33-8) → 3-bromo-5-phenylpyridine (142137-17-5)

Guidance literature:

With potassium phosphate; palladium diacetate; triphenylphosphine; In N,N-dimethyl-formamide; at 90 ℃; for 1h; Schlenk technique; Inert atmosphere;

DOI:10.1002/ejoc.201402455

Reference yield: 72.0%

3,5-dibromopyridine (625-92-3) + phenylboronic acid (98-80-6) → 3-bromo-5-phenylpyridine (142137-17-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; for 12h; Reflux; Inert atmosphere;

DOI:10.1039/c4tc01474j

Reference yield: 52.0%

3,5-dibromopyridine (625-92-3) + iodobenzene (591-50-4) → 3-bromo-5-phenylpyridine (142137-17-5)

Guidance literature:

3,5-dibromopyridine; With isopropylmagnesium chloride; In tetrahydrofuran; at 20 ℃; for 1h;

iodobenzene; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 17h;

DOI:10.1055/s-2002-31914

upstream raw materials:

3,5-dibromopyridine

phenylboronic acid

iodobenzene

1,2-dimethoxyethane

Downstream raw materials:

1-(5-phenyl-pyridin-3-yl)-homopiperazine

(E)-4-[3-(5-phenylpyridin)yl]-3-buten-1-ol

(5-phenylpyridin-3-yl)boronic acid

8-(5-phenylpyridin-3-yl)-1,2,5,6-tetrahydro-4H-pyrrolo[3,2,1-ij]-quinolin-4-one

Refernces

• 1、 -. "METHOD OF PRODUCING HALOGEN COMPOUND". Paragraph 0052-0060; 0085-0087. . Retrieved 2021/05/07.
• 2、 -. "An electroluminescent compound and an electroluminescent device comprising the same". Paragraph 0407-0413. . Retrieved 2021/01/30.