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I'm not positive about the correct mechanism, but I can propose one that seems plausible. Oxygen can exist as a singlet or triplet species. The triplet species (O-O with 2 lone pairs and a radical on each O) is the ground state species, so unless O2 is excited, it will most likely react in this manner.
Using that assumption, O2 can abstract a proton radical from flourene to form a fluorene radical (with the radical at the benzylic position). This is the initiation of a radical chain process. Next, the peroxy radical can attach to the fluorene radical (thus terminating the chain). Alternatively, another O2 molecule can attach to the fluorene radical. This peroxy fluroene radical can abstract a proton from a fluorene molecule, propogating a fluorene radical. In either case, the resulting species is a peroxy fluorene molecule. Now, you can draw a mechanism where a hydroxide anion (the reaction is run in base) pulls off the remaining benzylic proton, pushing electrons into a carbon to oxygen pi bond, and breaking the oxygen-oxygen single bond to release hydroxide.
As I said, I have no evidence for this mechanism, just using my chemical knowledge and experience.
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∙ 15y ago
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The oxidation state of CoCO3?
Co = +2 oxidation C = +4 oxidation O = -2 oxidation
What is the process causing rocks to change composition when reacting with oxygen?
oxidation
What are the oxidation states in Mg2P2O7?
Mg = +2 oxidation state P = +5 oxidation state O = -2 oxidation state
Oxidation state of chloride?
-2 oxidation state
What is the oxidation state of SnCl3?
SnCl3? The anion SnCl3- exists and in it Sn has an oxidation number of +2
Which is more polar fluorene or florenone?
Florenone is more polar than fluorene because it has a ketone group, which is more electronegative than the carbon atoms in fluorene. The presence of the ketone group increases the polarity of the molecule by creating a dipole moment.
Why does fluorene move faster down the column chromatography than fluorenone?
Fluorene is less polar than fluorenone, so it interacts less strongly with the polar stationary phase of the column chromatography. This results in fluorene moving more quickly down the column than fluorenone, which has stronger interactions with the stationary phase.
Which one is more polar ferrocene or fluorenone?
Fluorenone is more polar than ferrocene.Ferrocene is non-polar due to its symmetry.
Is 9-fluorenone soluble in dichloromethane?
yes
What is fluorene solubility?
Not soluble in water
What does fluorene coonduct?
What does fluorine conduct
What is the chemical formula of Fluorene?
C13H10
Why does fluorenone travel in methylene chloride?
Fluorenone is soluble in methylene chloride due to its nonpolar nature. Methylene chloride is a nonpolar solvent, which allows nonpolar compounds like fluorenone to dissolve well in it through London dispersion forces.
What has the author Marlyn Homer Bortner written?
Marlyn Homer Bortner has written: 'The crystal structure and molecular structure of fluorene' -- subject(s): Fluorene
Oxidation mechanism of benzoin to benzil?
Benzoin is oxidized to benzil through a two-step process involving an intermediate compound called benzilic acid. In the first step, benzoin undergoes oxidation to form benzilic acid by the action of a strong oxidizing agent like nitric acid. In the second step, benzilic acid decarboxylates to produce benzil, a dimer of benzaldehyde.
Mechanism of Jones oxidation?
There is an excellent explanation to be found at http://www.organic-chemistry.org/namedreactions/jones-oxidation.shtm
What has the author Saul Soloway written?
Saul Soloway has written: 'On the mechanism of the reaction involved in the aerobic oxidation of catechol when catalyzed by the enzyme, tyrosinase ..' -- subject(s): Oxidation, Catechol, Tyrosinase
