4,4-Difluoro-1-phenylbutane-1,3-dione

Base Information

• Chemical Name: 4,4-Difluoro-1-phenylbutane-1,3-dione
• CAS No.: 62679-61-2
• Molecular Formula: C10H8 F2 O2
• Molecular Weight: 198.169
• Hs Code.: 2914700090
• European Community (EC) Number: 670-672-3
• DSSTox Substance ID: DTXSID70378940
• Nikkaji Number: J2.098.990D
• Wikidata: Q82168541
• Mol file: 62679-61-2.mol

Synonyms:4,4-difluoro-1-phenylbutane-1,3-dione;62679-61-2;4,4-Difluoro-1-phenyl-1,3-butanedione;1-Phenyl-4,4-difluorobutane-1,3-dione;1,3-Butanedione,4,4-difluoro-1-phenyl-;3-benzoyl-1,1-difluoroacetone;SCHEMBL1953538;DTXSID70378940;BBL039029;MFCD02181201;STK312883;AKOS000308561;1,1-Difluoro-4-phenyl-2,4-butanedione;AS-63468;4,4-difluoro-1-phenyl-butane-1,3-dione;Butanoic acid, 2-amino-3-oxo-, ethyl ester;CS-0224054;FT-0692357;EN300-117629;F81464;4,4-Difluoro-1-phenyl-1,3-butanedione, 97%;A833923;J-513997

Chemical Property of 4,4-Difluoro-1-phenylbutane-1,3-dione

Chemical Property:

• Vapor Pressure: 0.00592mmHg at 25°C
• Melting Point: 47-51 ºC(lit.)
• Boiling Point: 242 ºC
• Flash Point: >230ºF
• PSA: 34.14000
• Density: 1.22g/cm³
• LogP: 2.09360
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 198.04923582
• Heavy Atom Count: 14
• Complexity: 220

Purity/Quality:

99.99%HPLC ^*data from raw suppliers

4,4-Difluoro-1-phenyl-1,3-butanedione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)CC(=O)C(F)F
• Uses: 4,4-Difluoro-1-phenyl-1,3-butanedione (DPBD) may be used as a ligand to form the following metal complexes: Eu(DPBD)3·H2OEu(DPBD)3·biq (biq= 2,2-biquinoline)Eu(DPBD)3·phen (phen= 1,10-phenanthroline)Eu(DPBD)3·neo (neo= neocuproine)Eu(DPBD)3·bipy (bipy= 2,2-bipyridyl)Gd(DPBD)3·(H2O)2

Technology Process of 4,4-Difluoro-1-phenylbutane-1,3-dione

There total 2 articles about 4,4-Difluoro-1-phenylbutane-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: 62.0%

difluoroacetic acid methyl ester (433-53-4) + acetophenone (98-86-2) → 4,4-difluoro-1-phenyl-1,3-butanedione (62679-61-2)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1016/j.jfluchem.2015.06.011

Reference yield:

ethyl difluoroacetate (454-31-9) + acetophenone (98-86-2) → 4,4-difluoro-1-phenyl-1,3-butanedione (62679-61-2)

Guidance literature:

With sodium methylate; In methanol; for 24h; Heating;

DOI:10.1021/jm960803q

Reference yield: 87.0%

4,4-difluoro-1-phenyl-1,3-butanedione (62679-61-2) + 2-hydrazino-5-(methanesulfonyl)-pyridine (343629-61-8) → 5-methylsulfonyl-2-[5-phenyl-3-difluoromethyl-1H-pyrazol-1-yl]pyridine (343629-25-4)

Guidance literature:

With sulfuric acid; In water; isopropyl alcohol;

upstream raw materials:

difluoroacetic acid methyl ester

acetophenone

ethyl difluoroacetate

Downstream raw materials:

(Z)-3-amino-4,4-difluoro-1-phenylbut-2-en-1-one

5-methylsulfonyl-2-[5-phenyl-3-difluoromethyl-1H-pyrazol-1-yl]pyridine

¹⁸O-benzoic acid

Refernces

• 1、 Bala, Manju,Kumar, Satish,Taxak,Boora, Priti,Khatkar. "Synthesis, photoluminescent features and intramolecular energy transfer mechanism of europium (III) complexes with fluorinate β-diketone ligand and auxiliary ligands". . p. 6 - 13. Retrieved 2015.
• 2、 Penning, Thomas D.,Talley, John J.,Bertenshaw, Stephen R.,Carter, Jeffery S.,Collins, Paul W.,Docter, Stephen,Graneto, Matthew J.,Lee, Len F.,Malecha, James W.,Miyashiro, Julie M.,Rogers, Roland S.,Rogier,Yu, Stella S.,Anderson, Gary D.,Burton, Earl G.,Cogburn, J. Nita,Gregory, Susan A.,Koboldt, Carol M.,Perkins, William E.,Seibert, Karen,Veenhuizen, Amy W.,Zhang, Yan Y.,Isakson, Peter C.. "Synthesis and biological evaluation of the 1,5-diarylpyrazole class of cyclooxygenase-2 inhibitors: Identification of 4-[5-(4-methylphenyl)- 3(trifluoromethyl)-1h-pyrazol-1-yl]benzenesulfonamide (sc-58635, celecoxib)". . p. 1347 - 1365. Retrieved 2007/10/03.