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  2. Free-radical addition - Wikipedia

    en.wikipedia.org/wiki/Free-radical_addition

    Chain propagation: A radical reacts with a non-radical to produce a new radical species; Chain termination: Two radicals react with each other to create a non-radical species; In a free-radical addition, there are two chain propagation steps. In one, the adding radical attaches to a multiply-bonded precursor to give a radical with lesser bond ...

  3. 1-Bromopropane - Wikipedia

    en.wikipedia.org/wiki/1-Bromopropane

    Industrial routes to 1-bromopropane involve free-radical additions to the corresponding alkenes. In this way, the anti-Markovnikov product is obtained. [2] Alternatively, n‑propanol may be substitutively brominated. [3] The latter reaction is also viable laboratory synthesis.

  4. 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.

  5. Radical (chemistry) - Wikipedia

    en.wikipedia.org/wiki/Radical_(chemistry)

    Radical addition of a bromine radical to a substituted alkene. In free-radical additions, a radical adds to a spin-paired substrate. When applied to organic compounds, the reaction usually entails addition to an alkene. This addition generates a new radical, which can add to yet another alkene, etc.

  6. 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 ...

  7. Addition reaction - Wikipedia

    en.wikipedia.org/wiki/Addition_reaction

    General overview of addition reactions. Top to bottom: electrophilic addition to alkene, nucleophilic addition of nucleophile to carbonyl and free-radical addition of halide to alkene. Depending on the product structure, it could promptly react further to eject a leaving group to give the addition–elimination reaction sequence.

  8. Halogenation - Wikipedia

    en.wikipedia.org/wiki/Halogenation

    Halogenation of saturated hydrocarbons is a substitution reaction. The reaction typically involves free radical pathways. The regiochemistry of the halogenation of alkanes is largely determined by the relative weakness of the C–H bonds. This trend is reflected by the faster reaction at tertiary and secondary positions.

  9. 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.