9-Fluorenyl acetate - CAS 25017-68-9
Catalog number: 25017-68-9
Category: Main Product
Molecular Formula:
C15H12O2
Molecular Weight:
224.25
COA:
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Purity:
95%
Synonyms:
9-Acetoxyfluorene; 9H-Fluoren-9-yl acetate; Fluoren-9-ol, acetate; Fluorenyl acetate; 9-FLUORENYL ACETATE; TIMTEC-BB SBB007914
MSDS:
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Boiling Point:
353.1ºC at 760 mmHg
Density:
1.21g/cm3
InChIKey:
UWSLPNWPRYFAMX-UHFFFAOYSA-N
InChI:
InChI=1S/C15H12O2/c1-10(16)17-15-13-8-4-2-6-11(13)12-7-3-5-9-14(12)15/h2-9,15H,1H3
Canonical SMILES:
CC(=O)OC1C2=CC=CC=C2C3=CC=CC=C13
1.1,1-Di(9-fluorenyl)ethyl acetate, a by-product from the acetylation of 9-fluorenyllithium.
Robinson PD1, Lutfi HG, Hou Y, Meyers CY. Acta Crystallogr C. 2001 May;57(Pt 5):582-4. Epub 2001 May 15.
The preparation of sp-9-acetylfluorene from the reaction of 9-fluorenyllithium with acetyl chloride also provided 9-(1-acetoxyethylidene)fluorene ('diacetylfluorene') and 1,1-di(9-fluorenyl)ethanol, (II), as by-products recently characterized by X-ray analysis. A third by-product, 1,1-di(9-fluorenyl)ethyl acetate, (III), C(30)H(24)O(2), has now been unequivocally identified for the first time, and emanates from the acetylation of the oxyanion of (II). In the asymmetric unit, compound (III) exists as two almost identical structures which differ slightly, but significantly, in conformation. Neither possesses the significant fluorene-ring bowing or the perpendicularity of the two ring planes exhibited by (II). The angle between the least-squares planes of the two fluorene rings of (III) is 58.45 (9) and 60.95 (10) degrees, respectively, for the two conformations, and their corresponding bonding parameters also differ slightly in a number of instances.
2.Reversed-phase high-performance liquid chromatographic analysis of atenolol enantiomers in plasma after chiral derivatization with (+)-1-(9-fluorenyl)ethyl chloroformate.
Rosseel MT1, Vermeulen AM, Belpaire FM. J Chromatogr. 1991 Jul 17;568(1):239-45.
A sensitive high-performance liquid chromatographic method for the determination of the enantiomers of atenolol in rat plasma has been developed. Racemic atenolol and practolol (internal standard) were extracted from alkalinized plasma (pH 12) into dichloromethane containing 3% (v/v) heptafluoro-1-butanol, and the organic layer was evaporated. The samples were derivatized with (+)-1-(9-fluorenyl)ethyl chloroformate at pH 8.5 for 30 min. After removal of excess reagent, the diastereomers were extracted into dichloromethane. The diastereomers were separated on a Microspher C18 column (3 microns) with a mobile phase of acetonitrile-sodium acetate buffer (0.01 M, pH 7) (50:50, v/v) at a flow-rate of 0.8 ml/min. Fluorescence detection (lambda ex = 227 nm, lambda em = 310 nm) was used. When 100 microliters of plasma were used, the quantitation limit was 10 ng/ml for the atenolol enantiomers. The assay was applied to measure concentrations of atenolol enantiomers in plasma after intravenous administration of racemic atenolol to rats.
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CAS 25017-68-9 9-Fluorenyl acetate

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