25017-68-9

Basic information

• Product Name: 9-FLUORENYL ACETATE
• Synonyms: 9-Acetoxyfluorene;9H-Fluoren-9-yl acetate;Fluoren-9-ol, acetate;Fluorenyl acetate;9-FLUORENYL ACETATE;TIMTEC-BB SBB007914;9-FLUOROENYL ACETATE
• CAS NO: 25017-68-9
• Molecular Formula: C₁₅H₁₂O₂
• Molecular Weight: 224.25
• Mol File: 25017-68-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: 69.5 °C
• Boiling Point: 353.1°C at 760 mmHg
• Flash Point: 161°C
• Appearance: /
• Density: 1.21g/cm³
• Vapor Pressure: 3.68E-05mmHg at 25°C
• Refractive Index: 1.626
• CAS DataBase Reference: 9-FLUORENYL ACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: 9-FLUORENYL ACETATE(25017-68-9)
• EPA Substance Registry System: 9-FLUORENYL ACETATE(25017-68-9)

Safety Data

• Hazardous Substances Data: 25017-68-9(Hazardous Substances Data)

Usage

General Description

9-Fluorenyl acetate, also known as 9-acetyloxymethylfluorene, is a chemical compound with the molecular formula C15H12O2. It is a colorless liquid that is commonly used as a precursor in organic synthesis and in the manufacturing of pharmaceuticals and natural products. 9-Fluorenyl acetate is known for its ability to act as a protecting group for alcohols and phenols in chemical reactions, as well as its use in the preparation of various esters. It is also utilized in the production of fragrances and flavorings, and has been studied for its potential anti-tumor and antibiotic properties. The compound is considered to be relatively stable and has low acute toxicity, making it safe for use in laboratory and industrial settings.

InChI:InChI=1/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

Upstream product

• 86-73-7 9H-fluorene 
• 127-09-3 sodium acetate 
• 486-25-9 9-fluorenone 
• 64-19-7 acetic acid 

Downstream Products

• 1689-64-1 9-Fluorenol 
• 1530-12-7 9,9'-bifluorenyl 
• 86-73-7 9H-fluorene 
• 2523-37-7 9-methylfluorene 
• 141-78-6 ethyl acetate 
• 1989-33-9 9H-fluorene-9-carboxylic acid 
• 25022-97-3 9-benzoyloxy-9H-fluorene 
• 1940-57-4 9H-fluoren-9-yl bromide 
• 6630-65-5 9-chlorofluorene 

Relevant articles and documents

Selective benzylic C–H monooxygenation mediated by iodine oxides

A method for the selective monooxdiation of secondary benzylic C–H bonds is described using an N-oxyl catalyst and a hypervalent iodine species as a terminal oxidant. Combinations of ammonium iodate and catalytic N-hydroxyphthalimide (NHPI) were shown to be effective in the selective oxidation of n-butylbenzene directly to 1-phenylbutyl acetate in high yield (86%). This method shows moderate substrate tolerance in the oxygenation of substrates containing secondary benzylic C–H bonds, yielding the corresponding benzylic acetates in good to moderate yield. Tertiary benzylic C–H bonds were shown to be unreactive under similar conditions, despite the weaker C–H bond. A preliminary mechanistic analysis suggests that this NHPI-iodate system is functioning by a radical-based mechanism where iodine generated in situ captures formed benzylic radicals. The benzylic iodide intermediate then solvolyzes to yield the product ester.

REACTIONS OF TRIALKYL PHOSPHITES WITH KETONES IN THE PRESENCE OF PROTON-DONOR REACTANTS. I. REACTION OF TRIMETHYL PHOSPHITE WITH FLUORENONE IN THE PRESENCE OF ACETIC ACID

Trimethyl phosphite reacts with fluorenone in the presence of acetic acid to give dimethyl 9-fluorenyl phosphate, 9-fluorenyl acetate, and hydroxyfluorene.The data obtained indicate that ketones react with trialkyl phosphites in the presence of carboxylic acids to give phosphonates and acetonates with a geminal position of the proton and the corresponding group, and also products of ketone reduction.

Benzylic Bromination-Acetoxylation of Toluenes by Bromide Ion Catalyzed Thermal Decomposition of Peroxydisulfate in Acetic Acid in the Presence of Acetate Ions

Side-chain bromination and acetoxylation of alkylaromatics by halide ion induced decomposition of potassium peroxydisulfate in acetic acid have been studied by product analysis techniques.Catalytic amounts of lithium bromide in the presence of sodium acetate were found effective in promoting benzylic bromination, followed by conversion to the corresponding benzyl acetates by reaction with acetate.The reaction is interpreted to take place by the redox and free-radical chain mechanism involving bromine atoms (ρ = -1.38 vs. ? + for substituted toluenes).In competiti ve experiments, benzyl and 4-nitrobenzyl acetates were found lees reactive than the corresponding toluenes in acetic acid with the couple S2O82-/Br- but more reactive in carbon tetrachloride with N-bromosuccinimide.