2-(2-Bromophenyl)acetophenone

Base Information

• Chemical Name: 2-(2-Bromophenyl)acetophenone
• CAS No.: 16897-97-5
• Molecular Formula: C14H11BrO
• Molecular Weight: 275.145
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID90384326
• Nikkaji Number: J1.775.776H
• Mol file: 16897-97-5.mol

Synonyms:2-(2-BROMOPHENYL)ACETOPHENONE;16897-97-5;2-(2-bromophenyl)-1-phenylethanone;Ethanone, 2-(2-bromophenyl)-1-phenyl-;2-(2-Bromophenyl)-1-Phenylethan-1-One;MFCD00204351;2'-Bromodeoxybenzoin;SCHEMBL2936987;DTXSID90384326;AKOS010014103;AS-63257;CS-0060491;W18444

Chemical Property of 2-(2-Bromophenyl)acetophenone

Chemical Property:

• Vapor Pressure: 1.01E-05mmHg at 25°C
• Melting Point: 66-67 °C
• Boiling Point: 371.7oC at 760 mmHg
• Flash Point: 76.4oC
• PSA: 17.07000
• Density: 1.39g/cm3
• LogP: 3.87450
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 273.99933
• Heavy Atom Count: 16
• Complexity: 233

Purity/Quality:

99.90% ^*data from raw suppliers

2-(2-Bromophenyl)acetophenone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)CC2=CC=CC=C2Br

Technology Process of 2-(2-Bromophenyl)acetophenone

There total 23 articles about 2-(2-Bromophenyl)acetophenone 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-methylphenyl bromide (95-46-5) + N-methoxy-N-methylbenzamide (6919-61-5) → 2-(2-bromophenyl)-1-phenyl-1-ethanone (16897-97-5)

Guidance literature:

With cesium fluoride; lithium hexamethyldisilazane; In 2-methyltetrahydrofuran; at 50 ℃; for 4h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.joc.1c02446

Reference yield: 91.0%

benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) + 2-methylphenyl bromide (95-46-5) → 2-(2-bromophenyl)-1-phenyl-1-ethanone (16897-97-5)

Guidance literature:

With cesium sulfate; lithium hexamethyldisilazane; In 2-methyltetrahydrofuran; at 50 ℃; for 4h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.joc.1c02446

Reference yield: 87.0%

1-(2-bromophenyl)-2-oxo-2-phenylethyl acetate → 2-(2-bromophenyl)-1-phenyl-1-ethanone (16897-97-5)

Guidance literature:

With tris(bipyridine)ruthenium(II) dichloride hexahydrate; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; triethylamine; In acetonitrile; at 20 ℃; for 1h; Inert atmosphere; UV-irradiation;

DOI:10.1021/acs.orglett.5b02378

upstream raw materials:

benzoyl chloride

1-Bromo-2-bromomethyl-benzene

ortho-bromophenylacetic acid

benzene

Downstream raw materials:

1-(2-bromophenyl)-2-phenyl-1,2-ethanedione

3-phenylcinnoline

5-bromo-3-phenylcinnoline

Refernces

• 1、 Ly, Kim Uyen,Boussonnière, Anne,Castanet, Anne-Sophie. "Intramolecular Anti-Carbolithiation of Alkynes: Stereo-Directing Effect of Lithium-Coordinating Substituents". . . Retrieved 2022/01/19.
• 2、 Luo, Mengqiang,Zhang, Yaohong,Fang, Ping,Li, Yan,Qi, Chenze,Li, Yong,Shen, Runpu,Cheng, Kai,Wang, Hai. "H2O2-mediated room temperature synthesis of 2-arylacetophenones from arylhydrazines and vinyl azides in water". supporting information. p. 630 - 635. Retrieved 2022/02/01.