| Identification | More | [Name]
7-HYDROXY-4-(TRIFLUOROMETHYL)COUMARIN | [CAS]
575-03-1 | [Synonyms]
4-(TRIFLUOROMETHYL)UMBELLIFERON
4-(TRIFLUOROMETHYL)UMBELLIFERONE
7-HYDROXY-4-(TRIFLUOROMETHYL)-2H-CHROMEN-2-ONE
7-HYDROXY-4-TRIFLUOROMETHYL-CHROMEN-2-ONE
7-HYDROXY-4-(TRIFLUOROMETHYL)COUMARIN
BETA-TRIFLUOROMETHYLUMBELLIFERONE
BUTTPARK 20\02-70
TFMU
TIMTEC-BB SBB006559
TRIFLUOROMETHYLUMBELLIFERONE
7-HYDROXY-4-(TRIFLUOROMETHYL)COUMARIN, 9 8%
4-(TRIFLUOROMETHYL)UMBELLIFERONE, FOR FL UORESCENCE
Trifluoromethylumbelliferone(TFMU)
7-Hydroxy-4-(trifluoromethyl)coumarin 97%
7-Hydroxy-4-(trifluoromethyl)coumarin97%
7-HYDROXY-4-(TRIFLOROMETHYL)COUMARIN
7-Hydroxy-4-(trifluoromethyl)-2H-1-benzopyran-2-one | [EINECS(EC#)]
124-586-5 | [Molecular Formula]
C10H5F3O3 | [MDL Number]
MFCD00037578 | [Molecular Weight]
230.14 | [MOL File]
575-03-1.mol |
| Chemical Properties | Back Directory | [Appearance]
Off-white to light yellow or pink powder | [Melting point ]
178-180 °C (lit.) | [Boiling point ]
311.4±42.0 °C(Predicted) | [density ]
1.4435 (estimate) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
DMF: soluble
| [form ]
powder to crystal | [pka]
7.23±0.20(Predicted) | [color ]
White to Light yellow to Light orange | [λmax]
330nm(Toluene)(lit.) | [Detection Methods]
HPLC,NMR | [BRN ]
210932 | [InChI]
InChI=1S/C10H5F3O3/c11-10(12,13)7-4-9(15)16-8-3-5(14)1-2-6(7)8/h1-4,14H | [InChIKey]
CCKWMCUOHJAVOL-UHFFFAOYSA-N | [SMILES]
C1(=O)OC2=CC(O)=CC=C2C(C(F)(F)F)=C1 | [CAS DataBase Reference]
575-03-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,T | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R25:Toxic if swallowed. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 2811 6.1/PG 3 | [WGK Germany ]
3
| [F ]
8-10 | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29322090 |
| Hazard Information | Back Directory | [Description]
7-Hydroxy-4-(trifluoromethyl)coumarin can be used as a reference standard for fluorescent pH indicator. | [Chemical Properties]
Off-white to light yellow or pink powder | [Uses]
7-Hydroxy-4-(trifluoromethyl)coumarin is an halogenated metabolite of Coumarin (C755380), an naturally occurring organic compound that exists in many plants. Coumarin is the precursor molecule in the
synthesis of various synthetic anti-coagulant such as warfarin (W498500)/. | [Uses]
Suitable as pH-indicator. Trifluoromethylumbelliferone is a slightly longer wavelength analog of 4-methylcoumarin (4-MU) with a pKa that more closely matches physiological pH values. | [General Description]
7-Hydroxy-4-(trifluoromethyl)coumarin is a class of 7-hydroxycoumarin that is majorly used as laser dyes. It has a characterized emission spectra and may be used in excited state proton transfer (ESPT). | [Synthesis]
GENERAL METHOD: Iodine (25 mol%) was added to a mixture of resorcinol (5 mmol) and ethyl 4,4,4-trifluoroacetoacetate (6 mmol) in toluene (1 mL). The reaction mixture was heated and stirred at 90 °C for 18 h. The progress of the reaction was monitored by thin layer chromatography (TLC). After completion of the reaction, the mixture was cooled to room temperature, diluted with ethyl acetate (10 mL) and washed with distilled water (10 mL). The combined organic layers were dried with anhydrous sodium sulfate and the solvent was removed by evaporation under reduced pressure. The product was purified by fast column chromatography (silica gel, eluent: hexane/ethyl acetate = 95/5 to 80/20). | [storage]
Store at -20°C | [References]
[1] Synthetic Communications, 2006, vol. 36, # 20, p. 2949 - 2956
[2] Monatshefte fur Chemie, 2013, vol. 144, # 3, p. 411 - 414
[3] Tetrahedron Letters, 2002, vol. 43, # 50, p. 9195 - 9197
[4] Synthetic Communications, 2004, vol. 34, # 21, p. 3997 - 4003
[5] Tetrahedron Letters, 2014, vol. 55, # 49, p. 6715 - 6717 |
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