1,5-Diphenylpentane-1,3,5-trione

Base Information

• Chemical Name: 1,5-Diphenylpentane-1,3,5-trione
• CAS No.: 1467-40-9
• Molecular Formula: C17H14 O3
• Molecular Weight: 266.296
• Hs Code.: 2914399090
• NSC Number: 631644,154656
• UNII: N3CB4L6LJC
• DSSTox Substance ID: DTXSID3061712
• Nikkaji Number: J131.161A
• Wikidata: Q72463531
• Mol file: 1467-40-9.mol

Synonyms:1,5-Diphenyl-1,3,5-pentanetrione;1467-40-9;1,5-Diphenylpentane-1,3,5-trione;1,3-Dibenzoylacetone;1,3,5-Pentanetrione, 1,5-diphenyl-;2-Propanone, 1,3-dibenzoyl-;Acetone, s-dibenzoyl-;NSC631644;NSC 154656;NSC-154656;Dibenzoylacetone;1,3,5-trione;CBMicro_016021;N3CB4L6LJC;2-Propanone,3-dibenzoyl-;Oprea1_406491;SCHEMBL1977011;DTXSID3061712;AMY37831;CCG-9849;1,5-Pentanetrione, 1,5-diphenyl-;NSC154656;1,3,5-Pentanetrione 1,5-diphenyl-;AKOS024307499;NSC-631644;BIM-0016175.P001;CS-0086410;FT-0633575;A853130;SR-01000211335;J-008256;SR-01000211335-1;1,5-Diphenyl-1,3,5-pentanetrione, >=98.0% (T)

Chemical Property of 1,5-Diphenylpentane-1,3,5-trione

Chemical Property:

• Vapor Pressure: 9.37E-08mmHg at 25°C
• Melting Point: 107-109oC
• Boiling Point: 422.7°Cat760mmHg
• Flash Point: 182.6°C
• PSA: 51.21000
• Density: 1.172g/cm³
• LogP: 3.10150
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 266.094294304
• Heavy Atom Count: 20
• Complexity: 326

Purity/Quality:

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

1,5-Diphenyl-1,3,5-pentanetrione ≥98.0% (T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 1,5-Diphenylpentane-1,3,5-trione

There total 13 articles about 1,5-Diphenylpentane-1,3,5-trione 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: 99.0%

benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) + 1-phenylbutan-1,3-dione (93-91-4) → 1,5-diphenylpentane-1,3,5-trione (1467-40-9)

Guidance literature:

With sodium hydride; In 1,2-dimethoxyethane; for 48h; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2018.02.053

Reference yield: 65.0%

benzoic acid ethyl ester (93-89-0,99341-95-4) + acetone (67-64-1) → 1,5-diphenylpentane-1,3,5-trione (1467-40-9)

Guidance literature:

With sodium hydride; In 1,2-dimethoxyethane;

Reference yield: 63.0%

benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) + acetone (67-64-1) → 1,5-diphenylpentane-1,3,5-trione (1467-40-9)

Guidance literature:

acetone; With lithium hexamethyldisilazane; In tetrahydrofuran; hexane; at 0 ℃;

benzoic acid methyl ester; In tetrahydrofuran; hexane; at 20 ℃; Further stages.;

DOI:10.1080/00397910802138488

upstream raw materials:

2,6-diphenyl-pyran-4-one

benzoic acid ethyl ester

acetone

benzoic acid methyl ester

Downstream raw materials:

2-amino-5,8-diphenyl-pyrano[2,3,4-ij][2,7]naphthyridine-3-carboxylic acid amide

5,7-Dibenzoyl-1,3-dichloro-2-methyl-2H-cyclohepta[c]pyrrol-6-one

5-benzoyl-6-methyl-2-phenyl-4H-pyranone

5-benzoyl-2-phenyl-4H-pyran-4-one

Refernces

• 1、 Liu, Yang,Oble, Julie,Poli, Giovanni. "Switchable selectivity in Pd-catalyzed [3 + 2] annulations of γ-oxy-2-cycloalkenones with 3-oxoglutarates: C-C/C-C vs C-C/O-C bond formation". . p. 1107 - 1115. Retrieved 2019.
• 2、 Knight, John D.,Metz, Clyde R.,Beam, Charles F.,Pennington, William T.,VanDerveer, Donald G.. "New strong base synthesis of symmetrical 1,5-diaryl-1,3,5-pentanetriones from acetone and benzoate esters". . p. 2465 - 2482. Retrieved 2008/09/21.