|
|
| | 7-HYDROXY-4-(TRIFLUOROMETHYL)COUMARIN Basic information |
| | 7-HYDROXY-4-(TRIFLUOROMETHYL)COUMARIN Chemical Properties |
| 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 | | pka | 7.23±0.20(Predicted) | | form | powder to crystal | | color | White to Light yellow to Light orange | | λmax | 330nm(Toluene)(lit.) | | 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) |
| Hazard Codes | Xi,T | | Risk Statements | 36/37/38-25 | | Safety Statements | 26-36-45 | | RIDADR | UN 2811 6.1/PG 3 | | WGK Germany | 3 | | F | 8-10 | | HazardClass | IRRITANT | | HS Code | 29322090 |
| | 7-HYDROXY-4-(TRIFLUOROMETHYL)COUMARIN Usage And Synthesis |
| 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 | 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. | | 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)/. | | 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). | | 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 |
| | 7-HYDROXY-4-(TRIFLUOROMETHYL)COUMARIN Preparation Products And Raw materials |
|