1,4-Diphenylbutane-2,3-dione

Base Information

• Chemical Name: 1,4-Diphenylbutane-2,3-dione
• CAS No.: 13832-10-5
• Molecular Formula: C16H14 O2
• Molecular Weight: 238.286
• NSC Number: 23513
• DSSTox Substance ID: DTXSID30281926
• Nikkaji Number: J1.811.176D
• Wikidata: Q69756811
• ChEMBL ID: CHEMBL1812850
• Mol file: 13832-10-5.mol

Synonyms:1,4-diphenylbutane-2,3-dione;13832-10-5;1,4-diphenyl-2,3-butanedione;CHEMBL1812850;biphenylacetyl;NSC23513;SCHEMBL574185;1,4-diphenyl-butane-2,3-dione;DTXSID30281926;BDBM50350315;NSC-23513;AKOS000369742;CS-0116905

Chemical Property of 1,4-Diphenylbutane-2,3-dione

Chemical Property:

• Vapor Pressure: 1.11E-05mmHg at 25°C
• Boiling Point: 370.4°C at 760 mmHg
• Flash Point: 154.1°C
• Density: 1.133g/cm³
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 238.099379685
• Heavy Atom Count: 18
• Complexity: 254

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)CC(=O)C(=O)CC2=CC=CC=C2

Technology Process of 1,4-Diphenylbutane-2,3-dione

There total 15 articles about 1,4-Diphenylbutane-2,3-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: 80.0%

1,4-diphenyl-2,3-butanedione dioxime (143378-25-0) → 3-hydroxyimino-1,4-diphenyl-2-butanone + 1,4-Diphenylbutane-2,3-dione (13832-10-5)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; Heating;

DOI:10.1016/S0040-4020(96)01086-1

Reference yield: 76.0%

2-oxo-3-phenylpropanenitrile (33472-02-5) → 1,4-Diphenylbutane-2,3-dione (13832-10-5)

Guidance literature:

With magnesium iodide; In tetrahydrofuran; at 20 ℃; for 8h;

DOI:10.1016/S0040-4039(02)01808-7

Reference yield: 69.0%

3-hydroxy-1,4-diphenyl-2-butanone (6838-54-6) → 1,4-Diphenylbutane-2,3-dione (13832-10-5)

Guidance literature:

With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 0 - 20 ℃; for 0.25h;

DOI:10.1021/acs.orglett.1c00870

upstream raw materials:

3-hydroxy-1,4-diphenyl-2-butanone

tetrahydrofuran

phenylacetyl chloride

oxalyl dichloride

Downstream raw materials:

2,3-dibenzyl-quinoxaline

phenylacetic acid

benzoic acid

Refernces

• 1、 Saikia, Promod,Laskar, Dhrubojyoti D.,Prajapati, Dipak,Sandhu, Jagir S.. "A new ytterbium iodide mediated coupling of acyl cyanides and synthesis of 1,2-diketones". . p. 7525 - 7526. Retrieved 2007/10/03.
• 2、 Rehbaum, Frank,Thiele, Karl-Heinz,Trojanov, Sergej I.. "Darstellung und Molekuelstruktur des (μ-Alkylidenamido)titanocenkomplexes 2(μ->". . p. 327 - 333. Retrieved 2007/10/02.