Diphenylpropynone

Base Information

• Chemical Name: Diphenylpropynone
• CAS No.: 7338-94-5
• Molecular Formula: C15H10O
• Molecular Weight: 206.244
• Hs Code.: 2914399090
• European Community (EC) Number: 624-634-8
• NSC Number: 138646
• DSSTox Substance ID: DTXSID50223621
• Nikkaji Number: J329.185E
• Wikidata: Q83102082
• ChEMBL ID: CHEMBL1905831
• Mol file: 7338-94-5.mol

Synonyms:1,3-diphenyl-2-propyn-1-one

Chemical Property of Diphenylpropynone

Chemical Property:

• Vapor Pressure: 8.52E-05mmHg at 25°C
• Melting Point: 41-46oC(lit.)
• Boiling Point: 340.6°Cat760mmHg
• Flash Point: 127.7°C
• PSA: 17.07000
• Density: 1.14g/cm³
• LogP: 2.92100
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 206.073164938
• Heavy Atom Count: 16
• Complexity: 292

Purity/Quality:

98%, ^*data from raw suppliers

1,3-diphenylprop-2-yn-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Diphenylpropynone

There total 238 articles about Diphenylpropynone 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: 87.0%

iodobenzene (591-50-4) + carbon monoxide (201230-82-2) + diphenyl(phenylethynyl)stibine (32584-71-7) → 1,4-diphenyl-1,3-butadiyne (886-66-8) + 1,3-diphenyl-2-propynone (7338-94-5)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl acetamide; at 80 ℃; for 1h; under 15200 Torr;

DOI:10.1248/cpb.54.699

Reference yield: 85.0%

benzaldehyde (100-52-7) + phenylacetylene (536-74-3) → 1,3-diphenyl-2-propynone (7338-94-5) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

With triethylamine; In tetrahydrofuran; toluene; at 20 ℃; for 24h; Reagent/catalyst; Catalytic behavior; Irradiation; Inert atmosphere;

DOI:10.1039/c7nj03557h

Reference yield: 85.0%

benzoic acid ethyl ester (93-89-0,99341-95-4) + phenylacetylene (536-74-3) → 1,3-diphenyl-2-propynone (7338-94-5)

Guidance literature:

phenylacetylene; With n-butyllithium; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 1h; Inert atmosphere;

With morpholine; In tetrahydrofuran; hexane; at 0 ℃; for 0.5h; Inert atmosphere;

benzoic acid ethyl ester; In tetrahydrofuran; hexane; at 0 ℃; for 6h; Temperature; Time; Inert atmosphere;

DOI:10.1002/bkcs.11450

upstream raw materials:

o-tetrachloroquinone

1,3-diphenyl-1-propyn-3-ol

Benzoyl bromide

(phenylethynyl)sodium

Downstream raw materials:

1-(1-piperidino)-1,3-diphenyl-3-oxo-1-propene

3-(diethylamino)-1,3-diphenylprop-2-en-1-one

1,3,5-triphenyl-1H-pyrazole

1-(1,3-diphenylprop-2-yn-1-ylidene)-2-phenylhydrazine

Refernces

• 1、 Guo, Wusheng,Liu, Teng,Liu, Yin,Wei, Kun,Yan, Biwei. "Flexible Construction of Functionalized-Pyrroles under Palladium or Copper Catalysis in the Presence of BF3 ? Et2O". . . Retrieved 2022/01/26.
• 2、 Zhang, Yu-Yang,Li, Han,Jiang, Xiaoding,Subba Reddy, Chitreddy V,Liang, Hao,Zhang, Yaqi,Cao, Rihui,Sun, Raymond Wai-Yin,Tse, Man Kin,Qiu, Liqin. "Nickel-Catalyzed Decarbonylative Cycloaddition of Benzofuran-2,3-diones with Alkynes to Flavones". supporting information. p. 525 - 530. Retrieved 2021/12/22.