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Free-radical intermediate is stabilized by hyperconjugation; adjacent occupied sigma C–H orbitals donate into the electron-deficient radical orbital. A new method of anti-Markovnikov addition has been described by Hamilton and Nicewicz, who utilize aromatic molecules and light energy from a low-energy diode to turn the alkene into a cation ...
In organic chemistry, a radical-substitution reaction is a substitution reaction involving free radicals as a reactive intermediate. [1] The reaction always involves at least two steps, and possibly a third. In the first step called initiation (2,3), a free radical is created by homolysis.
In a free radical substitution reaction, if the formation of the free radical takes place at a chiral carbon, then racemization is almost always observed. [ 15 ] : 610 The rate of racemization (from L -forms to a mixture of L -forms and D -forms) has been used as a way of dating biological samples in tissues with slow rates of turnover ...
Substitution reactions in organic chemistry are classified either as electrophilic or nucleophilic depending upon the reagent involved, whether a reactive intermediate involved in the reaction is a carbocation, a carbanion or a free radical, and whether the substrate is aliphatic or aromatic. Detailed understanding of a reaction type helps to ...
A free-radical reaction is any chemical reaction involving free radicals. This reaction type is abundant in organic reactions . Two pioneering studies into free radical reactions have been the discovery of the triphenylmethyl radical by Moses Gomberg (1900) and the lead-mirror experiment [ 1 ] described by Friedrich Paneth in 1927.
Radicals can undergo a disproportionation reaction through a radical elimination mechanism (See Fig. 1). Here a radical abstracts a hydrogen atom from another same radical to form two non-radical species: an alkane and an alkene. Radicals can also undergo an elimination reaction to generate a new radical as the leaving group.
Free-radical additions can be initiated by light, heat or radical initiators, which form a thiyl radical species. The radical then propagates with an ene functional group via an anti-Markovnikov addition to form a carbon-centered radical. A chain-transfer step removes a hydrogen radical from a thiol, which can subsequently participate in ...
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