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  2. Radical substitution - Wikipedia

    en.wikipedia.org/wiki/Radical_substitution

    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.

  3. Markovnikov's rule - Wikipedia

    en.wikipedia.org/wiki/Markovnikov's_rule

    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 ...

  4. Free-radical reaction - Wikipedia

    en.wikipedia.org/wiki/Free-radical_reaction

    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.

  5. Substitution reaction - Wikipedia

    en.wikipedia.org/wiki/Substitution_reaction

    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 ...

  6. Sandmeyer reaction - Wikipedia

    en.wikipedia.org/wiki/Sandmeyer_reaction

    The radical mechanism of the Sandmeyer reaction is supported by the detection of biaryl byproducts. [8] The substitution of the aromatic diazo group with a halogen or pseudohalogen is initiated by a one-electron transfer mechanism catalyzed by copper(I) to form an aryl radical with loss of nitrogen gas.

  7. Mitsunobu reaction - Wikipedia

    en.wikipedia.org/wiki/Mitsunobu_reaction

    The reaction mechanism of the Mitsunobu reaction is fairly complex. The identity of intermediates and the roles they play has been the subject of debate. Initially, the triphenyl phosphine (2) makes a nucleophilic attack upon diethyl azodicarboxylate (1) producing a betaine intermediate 3, which deprotonates the carboxylic acid (4) to form the ion pair 5.

  8. Organic reaction - Wikipedia

    en.wikipedia.org/wiki/Organic_reaction

    Factors governing organic reactions are essentially the same as that of any chemical reaction.Factors specific to organic reactions are those that determine the stability of reactants and products such as conjugation, hyperconjugation and aromaticity and the presence and stability of reactive intermediates such as free radicals, carbocations and carbanions.

  9. Elimination reaction of free radicals - Wikipedia

    en.wikipedia.org/wiki/Elimination_reaction_of...

    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.