(4-Bromophenyl)-2-pyridyl ketone

Base Information

• Chemical Name: (4-Bromophenyl)-2-pyridyl ketone
• CAS No.: 18453-32-2
• Molecular Formula: C12H8 Br N O
• Molecular Weight: 262.106
• Hs Code.: 2933399090
• European Community (EC) Number: 242-338-3
• UNII: T53SH5XEJ9
• DSSTox Substance ID: DTXSID00171587
• Nikkaji Number: J222.207H
• Wikidata: Q83041666
• Mol file: 18453-32-2.mol

Synonyms:2-(4-Bromobenzoyl)pyridine;18453-32-2;(4-Bromophenyl)-2-pyridyl ketone;(4-Bromophenyl)(pyridin-2-yl)methanone;(4-bromophenyl)-pyridin-2-ylmethanone;EINECS 242-338-3;MFCD07699238;Methanone, (4-bromophenyl)-2-pyridinyl-;T53SH5XEJ9;p-bromophenyl 2-pyridyl ketone;SCHEMBL1156133;Ketone, p-bromophenyl 2-pyridyl;DTXSID00171587;4-[2-pyridylcarbonyl]bromobenzene;(4-Bromophenyl)-2-pyridinylmethanone;AKOS016018613;BS-50296;CS-0199009;D87931

Chemical Property of (4-Bromophenyl)-2-pyridyl ketone

Chemical Property:

• Vapor Pressure: 1.17E-05mmHg at 25°C
• Boiling Point: 369.7°Cat760mmHg
• Flash Point: 177.4°C
• PSA: 29.96000
• Density: 1.481g/cm³
• LogP: 3.07510
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 260.97893
• Heavy Atom Count: 15
• Complexity: 224

Purity/Quality:

99% ^*data from raw suppliers

2-(4-Bromobenzoyl)pyridine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (4-Bromophenyl)-2-pyridyl ketone

There total 8 articles about (4-Bromophenyl)-2-pyridyl ketone 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: 93.0%

2-(4-bromobenzyl)pyridine (74129-15-0) → (4-bromophenyl)(pyridin-2-yl)methanone (18453-32-2)

Guidance literature:

With C₂₃H₂₂ClNORu; In dichloromethane; at 20 ℃; for 10h;

Reference yield: 80.0%

2-iodopyridine (5029-67-4) + 4-Bromobenzoic acid (586-76-5) → (4-bromophenyl)(pyridin-2-yl)methanone (18453-32-2)

Guidance literature:

4-Bromobenzoic acid; With isopropylmagnesium bromide; In tetrahydrofuran; 2-methyltetrahydrofuran; at 20 ℃; Inert atmosphere; Cooling with ice;

2-iodopyridine; In tetrahydrofuran; 2-methyltetrahydrofuran; Inert atmosphere;

With TurboGrignard; In tetrahydrofuran; 2-methyltetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.joc.6b00194

Reference yield: 47.0%

4-chlorobenzoyl chloride (586-75-4) + pyridin-2-ylzinc(II) bromide → (4-bromophenyl)(pyridin-2-yl)methanone (18453-32-2)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tetlet.2009.07.004

upstream raw materials:

2-Cyanopyridine

1.4-dibromobenzene

4-chlorobenzoyl chloride

2-iodopyridine

Downstream raw materials:

2'-(4''-bromobenzoyl)pyridine 4-methyl-3-thiosemicarbazone

2'-(4''-bromobenzoyl)pyridine thiosemicarbazone

2'-(4''-bromobenzoyl)pyridine 4-ethyl-3-thiosemicarbazone

Refernces

• 1、 -. "Half-sandwich ruthenium complex containing phenyl benzoxazole structure as well as preparation method and application of half-sandwich ruthenium complex". Paragraph 0037-0040. . Retrieved 2021/04/14.
• 2、 Liu, Qixing,Wang, Chunqin,Zhou, Haifeng,Wang, Baigui,Lv, Jinliang,Cao, Lu,Fu, Yigang. "Iridium-Catalyzed Highly Enantioselective Transfer Hydrogenation of Aryl N-Heteroaryl Ketones with N-Oxide as a Removable ortho-Substituent". supporting information. p. 971 - 974. Retrieved 2018/02/23.