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The substituents can kinetically stabilize radical centers by preventing molecules and other radical centers from reacting with the center. [3] The substituents thermodynamically stabilize the center by delocalizing the radical ion via resonance. [1] [3] These stabilization mechanisms lead to an enhanced rate for free-radical reactions. [5]
The hydroxyl radical, Lewis structure shown, contains one unpaired electron. Lewis dot structure of a Hydroxide ion compared to a hydroxyl radical. In chemistry, a radical, also known as a free radical, is an atom, molecule, or ion that has at least one unpaired valence electron.
Initiation: The reaction is started by a free-radical source which may be a decomposing radical initiator such as AIBN. In the example in Figure 5, the initiator decomposes to form two fragments (I•) which react with a single monomer molecule to yield a propagating (i.e. growing) polymeric radical of length 1, denoted P 1 •.
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 ...
Radicals decrease in stability as they are closer to the nucleus, because the electron affinity of the orbital increases. As a general rule, hybridizations minimizing s-character increase the stability of radicals, and decreases the bond dissociation energy (i.e. sp 3 hybridization is most stabilizing).
In organic chemistry, free-radical halogenation is a type of halogenation. This chemical reaction is typical of alkanes and alkyl-substituted aromatics under application of UV light. The reaction is used for the industrial synthesis of chloroform (CHCl 3), dichloromethane (CH 2 Cl 2), and hexachlorobutadiene. It proceeds by a free-radical chain ...
The triphenylmethyl radical (often shortened to trityl radical after 1927 suggestion by Helferich et al. [1]) is an organic compound with the formula (C 6 H 5) 3 C. It is a persistent radical. It was the first radical ever to be described in organic chemistry. Because of its accessibility, the trityl radical has been heavily exploited. [2]
In free radical polymerization, radicals formed from the decomposition of an initiator molecule are surrounded by a cage consisting of solvent and/or monomer molecules. [6] Within the cage, the free radicals undergo many collisions leading to their recombination or mutual deactivation. [5] [6] [9] This can be described by the following reaction: