4,4,4-Trifluoro-1-phenyl-1,3-butanedione

Base Information

• Chemical Name: 4,4,4-Trifluoro-1-phenyl-1,3-butanedione
• CAS No.: 326-06-7
• Deprecated CAS: 2122853-82-9
• Molecular Formula: C10H7F3O2
• Molecular Weight: 216.16
• Hs Code.: 29147000
• European Community (EC) Number: 206-307-8
• NSC Number: 42628
• DSSTox Substance ID: DTXSID2049268
• Nikkaji Number: J105.357D
• Wikidata: Q63395499
• ChEMBL ID: CHEMBL421036
• Mol file: 326-06-7.mol

Synonyms:4,4,4-TFBP;4,4,4-trifluoro-1-phenyl-1,3-butanedione

Chemical Property of 4,4,4-Trifluoro-1-phenyl-1,3-butanedione

Chemical Property:

• Appearance/Colour: white to yellow crystalline low melting solid
• Vapor Pressure: 0.02mmHg at 25°C
• Melting Point: 38-40 °C(lit.)
• Refractive Index: 1.5
• Boiling Point: 224 °C at 760 mmHg
• PKA: pK1: 6.35 (25°C)
• Flash Point: 98.9 °C
• PSA: 34.14000
• Density: 1.29 g/cm³
• LogP: 2.39080
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: 95% ethanol: soluble25mg/mL, clear, colorless to yellow
• Water Solubility.: Sparingly Soluble in water (0.24 g/L) (25°C).
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 216.03981395
• Heavy Atom Count: 15
• Complexity: 252

Purity/Quality:

98%, ^*data from raw suppliers

Benzoyl-1,1,1-trifluoroacetone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aromatic Ketones, Halogenated
• Canonical SMILES: C1=CC=C(C=C1)C(=O)CC(=O)C(F)(F)F
• Uses: 4,4,4-Trifluoro-1-phenyl-1,3-butanedione was used in the synthesis of series of NNO ketoimines bearing trifluoromethyl substituents via Schiff base condensation reaction. It was also used in mixed-ligand chelate extraction of trivalent lanthanides and as a ligand in the preparation of ternary lanthanide (Ln) complexes.

Technology Process of 4,4,4-Trifluoro-1-phenyl-1,3-butanedione

There total 9 articles about 4,4,4-Trifluoro-1-phenyl-1,3-butanedione 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: 100.0%

4,4,4-Trifluoro-1-phenyl-2-(triphenyl-λ5-arsanylidene)-butane-1,3-dione (91529-28-1,91529-31-6) → 1-Phenyl-4,4,4-trifluorobutane-1,3-dione (326-06-7) + triphenylarsineoxide (1153-05-5,856568-31-5)

Guidance literature:

With hydrogenchloride; In dichloromethane; Product distribution;

DOI:10.1007/BF00995718

Reference yield: 100.0%

ethyl trifluoroacetate, (383-63-1) + acetophenone (98-86-2) → 1-Phenyl-4,4,4-trifluorobutane-1,3-dione (326-06-7)

Guidance literature:

With sodium ethanolate; In ethanol; for 2h; Reflux;

DOI:10.1016/j.ejmech.2021.113809

Reference yield: 54.0%

4-methoxy-4-phenyl-1,1,1-trifluorobut-3-en-2-one → 1-Phenyl-4,4,4-trifluorobutane-1,3-dione (326-06-7)

Guidance literature:

With sulfuric acid; In water; at 50 ℃; for 16h;

DOI:10.1002/ejoc.201201111

upstream raw materials:

ethyl trifluoroacetate,

acetophenone

4,4,4-Trifluoro-1-phenyl-2-(triphenyl-λ⁵-arsanylidene)-butane-1,3-dione

(Z)-4-Amino-1,1,1-trifluoro-4-phenyl-but-3-en-2-one

Downstream raw materials:

3-ethoxycarbonyl-4-phenylcarbonyl-5-trifluoromethylisoxazole

7-Phenyl-5-trifluoromethyl-tetrazolo[1,5-a]pyrimidine

7-trifluoromethyl-2-oxo-5-phenyl-1,2-dihydropyrazolo<1,5-a>pyrimidine

4-trifluoromethyl-3-oxo-6-phenyl-2,3-dihydropyrazolo<3,4-b>pyridine

Refernces

• 1、 Adigun, Rasheed A.,Malan, Frederick P.,Balogun, Mohammed O.,October, Natasha. "Tetrahydropyrimidinones/thiones stabilized by trifluoromethyl-containing β-diketones". . . Retrieved 2019/11/26.
• 2、 Li, Wanfang,Lu, Bin,Xie, Xiaomin,Zhang, Zhaoguo. "Ru-Catalyzed Chemo- and Enantioselective Hydrogenation of β-Diketones Assisted by the Neighboring Heteroatoms". supporting information. p. 5509 - 5513. Retrieved 2019/08/01.