1-(3-Bromophenyl)-3-phenyl-1,3-propanedione

Base Information

• Chemical Name: 1-(3-Bromophenyl)-3-phenyl-1,3-propanedione
• CAS No.: 25856-02-4
• Molecular Formula: C15H11BrO2
• Molecular Weight: 303.155
• DSSTox Substance ID: DTXSID701262472
• Nikkaji Number: J2.250.124K
• Mol file: 25856-02-4.mol

Synonyms:1-(3-Bromophenyl)-3-phenyl-1,3-propanedione;25856-02-4;SCHEMBL5873149;DTXSID701262472;AB90566;1-(3-bromophenyl)-3-phenylpropan-1,3-dione;1-(3-bromophenyl)-3-phenylpropane-1,3-dione;F78953

Chemical Property of 1-(3-Bromophenyl)-3-phenyl-1,3-propanedione

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 301.99424
• Heavy Atom Count: 18
• Complexity: 308

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-(3-Bromophenyl)-3-phenyl-1,3-propanedione

There total 10 articles about 1-(3-Bromophenyl)-3-phenyl-1,3-propanedione 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: 82.0%

2-oxo-2-phenylethyl 2-(3-bromophenyl)-2-oxoacetate → 1-(3-bromophenyl)-3-phenylpropane-1,3-dione (25856-02-4)

Guidance literature:

With tetrabutylammomium bromide; In 1-methyl-pyrrolidin-2-one; at 140 ℃; for 8h; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201409361

Reference yield: 66.0%

methyl 3-bromobenzoate (618-89-3) + acetophenone (98-86-2) → 1-(3-bromophenyl)-3-phenylpropane-1,3-dione (25856-02-4)

Guidance literature:

methyl 3-bromobenzoate; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.25h; Inert atmosphere;

acetophenone; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1071/CH15062

Reference yield: 56.0%

1-(3-bromophenyl)-3-phenylprop-2-yn-1-one (53692-59-4) + Benzaldoxime (932-90-1) → 1-(3-bromophenyl)-3-phenylpropane-1,3-dione (25856-02-4) + benzonitrile (100-47-0)

Guidance literature:

With triphenylphosphine; In dichloromethane; at 25 ℃; for 5h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1039/c8ob01861h

upstream raw materials:

3-(3-bromophenyl)-1-phenyl-2,3-dibromopropanone

m-bromobenzoic aldehyde

(E)-3-(3-bromophenyl)-1-phenyl-2-propen-1-one

acetophenone

Downstream raw materials:

4-nitro-1,3-diphenyl-butan-1-one