4-BROMO-2'-METHYLBENZOPHENONE

Base Information

• Chemical Name: 4-BROMO-2'-METHYLBENZOPHENONE
• CAS No.: 27428-59-7
• Molecular Formula: C14H11BrO
• Molecular Weight: 275.145
• Hs Code.: 2914700090
• Mol file: 27428-59-7.mol

Synonyms:4-BROMO-2'-METHYLBENZOPHENONE;UKRORGSYN-BB BBV-5118791

Chemical Property of 4-BROMO-2'-METHYLBENZOPHENONE

Chemical Property:

• Vapor Pressure: 9.95E-05mmHg at 25°C
• Boiling Point: 338.2°C at 760 mmHg
• Flash Point: 52.6°C
• PSA: 17.07000
• Density: 1.375g/cm³
• LogP: 3.98850

Purity/Quality:

97% ^*data from raw suppliers

4-Bromo-2''-methylbenzophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-BROMO-2'-METHYLBENZOPHENONE

There total 9 articles about 4-BROMO-2'-METHYLBENZOPHENONE 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: 81.0%

carbon monoxide (201230-82-2) + 2-Methylphenylboronic acid (16419-60-6) + 4-bromobenzenediazonium tetrafluoroborate (673-40-5) → (4-bromophenyl)(o-tolyl)methanone (27428-59-7) + 4'-bromo-2-methyl-1,1'-biphenyl (106475-19-8)

Guidance literature:

With palladium diacetate; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride; In 1,4-dioxane; at 100 ℃; for 5h; under 760 Torr;

DOI:10.1016/S0040-4039(02)02186-X

Reference yield:

2-methylphenyl bromide (95-46-5) + 4-bromobenzoic acid 2-hydroxyethyl ester (53305-33-2) → (4-bromophenyl)(o-tolyl)methanone (27428-59-7)

Guidance literature:

4-bromobenzoic acid 2-hydroxyethyl ester; With TurboGrignard; In tetrahydrofuran; at 0 ℃; for 0.0833333h; Schlenk technique; Inert atmosphere;

2-methylphenyl bromide; With magnesium; lithium chloride; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

In tetrahydrofuran; at 25 ℃; for 0.166667h; Flow reactor; Inert atmosphere;

DOI:10.1021/acs.orglett.9b04254

Reference yield:

4-chlorobenzoyl chloride (586-75-4) → (4-bromophenyl)(o-tolyl)methanone (27428-59-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere

2.1: TurboGrignard / tetrahydrofuran / 0.08 h / 0 °C / Schlenk technique; Inert atmosphere

2.2: 0 °C / Inert atmosphere

2.3: 0.17 h / 25 °C / Flow reactor; Inert atmosphere

With pyridine; TurboGrignard; In tetrahydrofuran; dichloromethane;

DOI:10.1021/acs.orglett.9b04254

upstream raw materials:

ortho-tolylmagnesium bromide

4-bromobenzenecarbonitrile

carbon monoxide

2-Methylphenylboronic acid

Refernces

• 1、 Wang, Heng,Zhang, Yao,Yang, Tilong,Guo, Xiaochong,Gong, Quan,Wen, Jialin,Zhang, Xumu. "Chiral electron-rich PNP ligand with a phospholane motif: Structural features and application in asymmetric hydrogenation". . p. 8796 - 8801. Retrieved 2020/11/13.
• 2、 Dell'amico, Luca,Vega-Pe?aloza, Alberto,Cuadros, Sara,Melchiorre, Paolo. "Enantioselective Organocatalytic Diels-Alder Trapping of Photochemically Generated Hydroxy-o-Quinodimethanes". . p. 3313 - 3317. Retrieved 2016/03/22.