Free-radical chlorination of methyl cyclohexanecarboxylates. II. Stereochemistry of the hydrogen-abstraction step

1970 ◽  
Vol 92 (20) ◽  
pp. 5921-5926 ◽  
Author(s):  
Charles C. Price ◽  
Charles D. Beard
Keyword(s):  
Free Radical ◽  
Hydrogen Abstraction ◽  
Radical Chlorination

scholarly journals Free-Radical Chlorination of Alkylsilanes. VI. The Hydrogen Abstraction from α-Substituted Hydrosilanes by Chlorinated Methyl Radicals

1971 ◽  
Vol 44 (11) ◽  
pp. 3113-3116 ◽  
Author(s):  
Yoichiro Nagai ◽  
Hideyuki Matsumoto ◽  
Masaki Hayashi ◽  
Eiji Tajima ◽  
Hamao Watanabe
Keyword(s):  
Free Radical ◽  
Hydrogen Abstraction ◽  
Methyl Radicals ◽  
Radical Chlorination

Oxidations with lead tetraacetate. III. Oxidations of 2-substituted-1,3-benzodioxoles

1980 ◽  
Vol 33 (7) ◽  
pp. 1553 ◽  
Author(s):  
ER Cole ◽  
G Crank ◽  
HTH Minh
Keyword(s):  
Free Radical ◽  
Hydrogen Abstraction ◽  
Lead Tetraacetate ◽  
Ring Formation ◽  
Radical Reactions ◽  
Initial Attack ◽  
Free Radical Reactions

Oxidation of 2-alkyl- and 2-aryl-1,3-benzodioxoles with lead tetraacetate gives products mainly derived from cleavage of the dioxole ring. Formation of products is suggested to follow initial attack and hydrogen abstraction at the 2-position of the benzodioxole. Subsequent reactions then occur to give the observed products. The processes are seen as free radical reactions.

Evidence Against a Hydrogen Abstraction Mechanism in the Photorearrangement of Azoxybenzene to 2-Hydroxyazobenzene

1973 ◽  
Vol 51 (23) ◽  
pp. 3827-3841 ◽  
Author(s):  
David J. W. Goon ◽  
N. G. Murray ◽  
Jean-Pierre Schoch ◽  
N. J. Bunce
Keyword(s):  
Free Radical ◽  
Quantum Yield ◽  
Isotope Effect ◽  
Polar Solvent ◽  
Hydrogen Abstraction ◽  
Fold Increase ◽  
Transfer Mechanism ◽  
Deuterium Isotope Effect ◽  
Ring Carbon

In an attempt to distinguish between ionic and free radical mechanisms for the photorearrangement of azoxybenzene to 2-hydroxyazobenzene, aromatic azoxycompounds carrying C—H functions ortho to the azoxy linkage have been prepared and irradiated. The failure of these weaker C—H bonds to divert the reaction from its normal course argues against a hydrogen abstraction–hydroxyl transfer mechanism. This conclusion is supported by the observation of a 30-fold increase in quantum yield for 2-hydroxyazobenzene formation on changing from a non-polar to a polar solvent and by the kinetic deuterium isotope effect, which is too small for the primary isotope effect required by the abstraction mechanism. It is concluded that the experimental observations to date may most easily be accommodated in the route originally proposed by Badger and Buttery, where the rearrangement is seen as a substitution by oxygen at the ortho ring carbon.

Free radical chlorination of methane: A demonstration

1983 ◽  
Vol 60 (7) ◽  
pp. 597
Author(s):  
Alfred R. Conklin ◽  
Alan Kramme
Keyword(s):  
Free Radical ◽  
Radical Chlorination

Hydrogen abstraction of carbon/phosphorus-containing radicals in photoassisted polymerization

RSC Advances ◽  
2016 ◽  
Vol 6 (73) ◽  
pp. 68952-68959 ◽  
Author(s):  
Hua Zhou ◽  
Yugang Huang ◽  
Yun Zhang ◽  
Dandan Song ◽  
Hong Huang ◽  
...  
Keyword(s):  
Free Radical ◽  
Hydrogen Abstraction ◽  
Phosphorus Containing ◽  
Cationic Photopolymerization

Free-radical-promoted photopolymerization has successfully improved the curing performance in cationic photopolymerization and is now employed in promoted autoxidation.

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