1-(3-BROMO-PHENYL)-BUTANE-1,3-DIONE

Base Information

• Chemical Name: 1-(3-BROMO-PHENYL)-BUTANE-1,3-DIONE
• CAS No.: 4023-81-8
• Molecular Formula: C10H9BrO2
• Molecular Weight: 241.084
• Hs Code.: 2914700090
• Mol file: 4023-81-8.mol

Synonyms:1-(4-bromophenyl)butane-1,3-dione;1-(4-Bromophenyl)-1,3-butanedione;4-Bromobenzoylacetone;

Chemical Property of 1-(3-BROMO-PHENYL)-BUTANE-1,3-DIONE

Chemical Property:

• Vapor Pressure: 0.000153mmHg at 25°C
• Melting Point: 94-96℃ (ethanol )
• Refractive Index: 1.549
• Boiling Point: 331.7°C at 760mmHg
• PKA: 8.41±0.10(Predicted)
• Flash Point: 115.3°C
• PSA: 34.14000
• Density: 1.441g/cm³
• LogP: 2.61090
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-(4-Bromophenyl)butane-1,3-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-(3-BROMO-PHENYL)-BUTANE-1,3-DIONE

There total 5 articles about 1-(3-BROMO-PHENYL)-BUTANE-1,3-DIONE 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: 95.5%

acetic acid methyl ester (79-20-9) + para-bromoacetophenone (99-90-1) → 1-(p-bromophenyl)-1,3-butanedione (4023-81-8)

Guidance literature:

para-bromoacetophenone; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 2h; Inert atmosphere;

acetic acid methyl ester; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 12h;

Reference yield: 90.0%

4-bromobenzoyl cyanide (6048-21-1) + acetone (67-64-1) → 1-(p-bromophenyl)-1,3-butanedione (4023-81-8)

Guidance literature:

L-proline; at 20 ℃; for 10h;

DOI:10.1016/j.tetlet.2005.10.036

Reference yield: 81.0%

para-bromoacetophenone (99-90-1) → 1-(p-bromophenyl)-1,3-butanedione (4023-81-8)

Guidance literature:

With dibenzo-18-crown-6; ethanol; sodium hydride; In tetrahydrofuran; 1.) r.t, 0.5 h, 2.) reflux, 1.5 h;

DOI:10.1055/s-1991-26416

upstream raw materials:

para-bromoacetophenone

ethyl acetate

4-bromobenzoyl cyanide

acetone

Downstream raw materials:

6-p-Brom-phenyl-3-cyan-4-methyl-pyrid-2(1H)-thion

4-p-Brom-phenyl-3-cyan-6-methyl-pyrid-2(1H)-thion

(4-Bromo-phenyl)-(3-methyl-4H-benzo[1,4]thiazin-2-yl)-methanone

6-p-Brom-phenyl-3-cyan-4-methyl-pyrid-2(1H)-on

Refernces

• 1、 Guo, Quanping,Wang, Mengran,Wang, Rui,Xu, Zhaoqing,Yao, Haiyan. "Discovery of pyrazole N-aryl sulfonate: A novel and highly potent cyclooxygenase-2 (COX-2) selective inhibitors". . . Retrieved 2021/08/25.
• 2、 Liang, Taoyuan,Zhao, He,Gong, Lingzhen,Jiang, Huanfeng,Zhang, Min. "Direct Access to Functionalized Indoles via Single Electron Oxidation Induced Coupling of Diarylamines with 1,3-Dicarbonyl Compounds". supporting information. p. 6736 - 6740. Retrieved 2019/09/09.