Before: Toluene is refluxed with sodium-benzophenone to dry and deoxygenate it.After: The deep blue coloration of the benzophenone ketyl radical shows that the toluene to be distilled is dry and oxygen-free.
A ketyl group in organic chemistry is an anion radical that contains a group R2C−O•. It is the product of the 1-electron reduction of a ketone.
Another mesomeric structure has the radical position on carbon and the negative charge on oxygen.[1]
Ketyls can be formed as radical anions by one-electron reduction of carbonyls with alkali metals. Sodium and potassium metal reduce benzophenone in THF solution to the soluble ketyl radical. Ketyls are also invoked as intermediates in the pinacol coupling reaction.
^IUPAC, Compendium of Chemical Terminology, 2nd ed. (the "Gold Book") (1997). Online corrected version: (2006–) "ketyls". doi:10.1351/goldbook.K03389
A ketyl group in organic chemistry is an anion radical that contains a group R2C−O•. It is the product of the 1-electron reduction of a ketone. Another...
will abstract a hydrogen atom from a suitable hydrogen donor to form a ketyl radical. Alkali metals reduce benzophenone to the deeply blue colored radical...
produce dry, oxygen-free toluene. The toluene is dry and oxygen free when the intense blue coloration from the benzophenone ketyl radical is observed....
alkene cyclization of 5-methylenecyclooctanone which proceeds through a ketyl intermediate: The term benzannulated compounds refers to derivatives of...
reduction of the solute, the dissolved oxygen is almost totally eliminated. The ketyl radical from sodium and benzophenone can also be used for removing both...
(2005). "Generation and Reactivity of Ketyl Radicals with Lignin Related Structures. On the Importance of the Ketyl Pathway in the Photoyellowing of Lignin...
Kentaro; Mori, Atsunori (31 October 2018). "Revisiting of Benzophenone Ketyl Still: Use of a Sodium Dispersion for the Preparation of Anhydrous Solvents"...
electron transfer (SET) mechanism that involves the initial formation of a ketyl radical intermediate has also been proposed. A recent computational study...
believed to responsible for reducing Au3+ to Au0 is the Norrish generated ketyl radical. Leo Paquette's 1982 synthesis of dodecahedrane involves three separate...
carbonyl group by a reducing agent —such as magnesium— to a ketyl radical anion species. Two ketyl groups react in a coupling reaction yielding a vicinal diol...
diiodide and as a Lewis base additive to many reactions involving samarium ketyls. HMPA is only mildly toxic but has been shown to cause cancer in rats. HMPA...
große Klasse von Verbindungen mit dreiwertigem Kohlenstoff. II" [On metal ketyls, a large class of compounds with trivalent carbon. II.]. Berichte der Deutschen...
R−C(−O−)=C(−O•)−R', making them the second member of a homologous series starting with ketyl radicals. They are often transient intermediates, appearing in reactions...
there is a hydrogen atom transfer from Cys225 to carbon C-2’ of the 2’-ketyl radical 3, after previous proton transfer from Cys462 to Cys225. At the...
reduction of anhydrous manganese(II) chloride with sodium benzophenone ketyl radical under similarly high pressures (200 atm) of CO. This method yielded...
amalgam. Modern synthesis use sodium naphthalene or sodium benzophenone ketyls as the reducants: Fe(CO)5 + 2 Na → Na2[Fe(CO)4] + CO When a deficiency of...
benzophenone react in dry ether to produce a blue solution, now known to be due to ketyl-radical formation. This reactions remains a standard one among chemists...
donor was the benzophenone triplet and the acceptor was the benzophenone ketyl radical. Since moving to Trondheim in 1977, Naqvi has worked on a wide range...
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