| Identification | More | [Name]
l-(4-Methylphenyl)-4,4,4-trifluorobutane-1,3-dione | [CAS]
720-94-5 | [Synonyms]
1-(4-METHYLPHENYL)-4,4,4-TRIFLUOROBUTANE-1,3-DIONE
3-(4-METHYLBENZOYL)-1,1,1-TRIFLUOROACETONE
4,4,4-TRIFLUORO-1-(4-METHYLPHENYL)BUTANE-1,3-DIONE
4,4,4-TRIFLUORO-1-P-TOLYL-BUTANE-1,3-DIONE
4-(4'-METHYLPHENYL)-1,1,1-TRIFLUORO-2,4-BUTANEDIONE
AKOS B007344
AKOS MSC-0332
ART-CHEM-BB B007344
l-(4-methylphenyl)-4,4,4-trifluorobutane-1,3-dione
4-Trifluoro-1-(4-methylphenyl)-1,3-butanedione
4,4,4-Trifluoro-1-(4-Methylphenyl)-1,3-Butanedione
1-(4-Methylphenyl)-4,4,4-Triflurobutane-1,3-Dione
L-(4-MethylPhenyl)-4,4,4-TrifluoroButane-1,3-Dione,Celicoxib
4,4,4-trifluoro-1-(4-methylphenyl)-1,3-butanedione(intermediate of celecoxib)
1-(4-METHYLPHENYL)-4,4,4-TRIFLUOROBUANE-1,
(1,3-Butanedione-4, 4,4-trifluoro 1-(4-Methylphenyl)-1-P-tolyl
1,1,1-Trifluoro-4-(4-methylphenyl)-2,4-butanedione
4-(4-Methylphenyl)-1,1,1-trifluorobutane-2,4-dione
4,4,4-Trifluoro-1-p-tolyl-1,3-butanedione
4-Methyl-1-(4,4,4-Trifluoro-3-oxobutanoyl)benzene | [EINECS(EC#)]
615-712-2 | [Molecular Formula]
C11H9F3O2 | [MDL Number]
MFCD00517909 | [Molecular Weight]
230.18 | [MOL File]
720-94-5.mol |
| Chemical Properties | Back Directory | [Appearance]
Pale Yellow Solid | [Melting point ]
44-46°C | [Boiling point ]
269.9±35.0 °C(Predicted) | [density ]
1.252±0.06 g/cm3(Predicted) | [vapor pressure ]
0.633Pa at 20℃ | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Chloroform (Sparingly), Methanol (Slightly) | [form ]
Solid | [pka]
5.91±0.25(Predicted) | [color ]
Off-White to Light Beige | [Water Solubility ]
526.4mg/L at 20℃ | [Usage]
A Celecoxib (Celebrex) intermediate | [InChI]
InChI=1S/C11H9F3O2/c1-7-2-4-8(5-3-7)9(15)6-10(16)11(12,13)14/h2-5H,6H2,1H3 | [InChIKey]
WRZMHTIRFOFFPY-UHFFFAOYSA-N | [SMILES]
C(C1=CC=C(C)C=C1)(=O)CC(=O)C(F)(F)F | [LogP]
1.95 at 20℃ | [CAS DataBase Reference]
720-94-5(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [HazardClass ]
IRRITANT | [HS Code ]
2914790090 |
| Hazard Information | Back Directory | [Chemical Properties]
Pale Yellow Solid | [Uses]
A Celecoxib (Celebrex) intermediate | [Uses]
A Celecoxib (Celebrex) intermediate. | [Flammability and Explosibility]
Nonflammable | [Synthesis]
To a 500 mL single-necked flask was added 200 mL of a solvent mixture of acetonitrile-isopropanol (1:1, v/v), 200 mmol (26.8 mL) of 4'-methylacetophenone (I) and 600 mmol (72 mL) of trifluoroacetic acid ethyl ester (II) were added sequentially, followed by the addition of 360 mmol of potassium carbonate with a particle size of 600 nm. The reaction mixture was stirred at 40°C for 24 hours. Upon completion of the reaction, the potassium carbonate was recovered by filtration along with the by-product potassium bicarbonate, which could be regenerated and used after high temperature treatment. The filtrate was distilled under reduced pressure to recover the solvent and unreacted raw materials for subsequent use. To the distillation residue, an equal volume of water was added and the pH was adjusted to 6 with 10% hydrochloric acid solution, followed by extraction with ethyl acetate (70 mL each time) for four times. The organic phases were combined, concentrated and freeze-crystallized to give a light yellow solid product, 4,4,4-trifluoro-1-(4-methylphenyl)-1,3-butanedione (III) 45.6 g in 99.08% yield. | [References]
[1] Patent: CN103951549, 2016, B. Location in patent: Paragraph 0008; 0027-0028
[2] Patent: CN107759519, 2018, A. Location in patent: Paragraph 0033-0035
[3] Journal of Medicinal Chemistry, 2007, vol. 50, # 18, p. 4444 - 4452
[4] Journal of Medicinal Chemistry, 1997, vol. 40, # 9, p. 1347 - 1365
[5] Patent: WO2005/49014, 2005, A1. Location in patent: Page/Page column 137 |
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