4-Bromo-3-phenylpyridine

Base Information

• Chemical Name: 4-Bromo-3-phenylpyridine
• CAS No.: 440112-20-9
• Molecular Formula: C11H8BrN
• Molecular Weight: 234.095
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID80376593
• Wikidata: Q82165481
• Mol file: 440112-20-9.mol

Synonyms:4-bromo-3-phenylpyridine;440112-20-9;SCHEMBL1203463;DTXSID80376593;PJQXGXWAGCCGKK-UHFFFAOYSA-N;MFCD04114258;AKOS016009917;AS-55136;CS-0437621;FT-0724559;Y10119;A826476

Chemical Property of 4-Bromo-3-phenylpyridine

Chemical Property:

• Vapor Pressure: 0.000689mmHg at 25°C
• Refractive Index: 1.606
• Boiling Point: 318.1 °C at 760 mmHg
• PKA: 3.15±0.10(Predicted)
• Flash Point: 146.2 °C
• PSA: 12.89000
• Density: 1.426 g/cm³
• LogP: 3.51110
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• 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

4-BROMO-3-PHENYLPYRIDINE 95% ^*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=C(C=CN=C2)Br

Technology Process of 4-Bromo-3-phenylpyridine

There total 1 articles about 4-Bromo-3-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: 62.0%

iodobenzene (591-50-4) + 4-bromopyridine hydrochloride (19524-06-2) → 4-bromo-3-phenylpyridine (440112-20-9)

Guidance literature:

4-bromopyridine hydrochloride; With lithium diisopropyl amide; In tetrahydrofuran; for 0.666667h;

With zinc(II) chloride; In tetrahydrofuran; at -78 - 20 ℃;

iodobenzene; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; for 2h; Reflux;

Reference yield: 62.0%

bis(pinacol)diborane (73183-34-3) + 4-bromo-3-phenylpyridine (440112-20-9) → 3-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (1313518-26-1)

Guidance literature:

With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In N,N-dimethyl-formamide; at 90 ℃; for 18h; Inert atmosphere;

Reference yield: 44.0%

iodobenzene (591-50-4) + 4-bromo-3-phenylpyridine (440112-20-9) → 4-bromo-3,5-diphenylpyridine

Guidance literature:

4-bromo-3-phenylpyridine; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.5h;

With zinc(II) chloride; In tetrahydrofuran; at -78 - 20 ℃;

iodobenzene; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; for 3h; Heating;

DOI:10.1055/s-2002-25342

upstream raw materials:

iodobenzene

4-bromopyridine hydrochloride

Downstream raw materials:

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

Refernces

• 1、 Karig, Gunter,Thasana, Nopporn,Gallagher, Timothy. "Directed deprotonation-transmetallation of 4-bromopyridine: Flexible routes to substituted pyridines". . p. 808 - 810. Retrieved 2007/10/03.