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In organic chemistry, free-radical addition is an addition reaction which involves free radicals. These reactions can happen due to the free radicals having an unpaired electron in their valence shell, making them highly reactive. [1] Radical additions are known for a variety of unsaturated substrates, both olefinic or aromatic and with or ...
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. Addition reactions are useful in analytic chemistry ...
The reaction of HBr with substituted alkenes was prototypical in the study of free-radical additions. Early chemists discovered that the reason for the variability in the ratio of Markovnikov to anti-Markovnikov reaction products was due to the unexpected presence of free radical ionizing substances such as peroxides.
The Kharasch addition is an organic reaction and a metal-catalysed free radical addition of CXCl 3 compounds (X = Cl, Br, H) to alkenes. [1] The reaction is used to append trichloromethyl or dichloromethyl groups to terminal alkenes. The method has attracted considerable interest, [2] but it is of limited value because of narrow substrate scope ...
In organic chemistry, syn-and anti-addition are different ways in which substituent molecules can be added to an alkene (R 2 C=CR 2) or alkyne (RC≡CR).The concepts of syn and anti addition are used to characterize the different reactions of organic chemistry by reflecting the stereochemistry of the products in a reaction.
Note that if a Grignard reagent (such as RMgBr) is used, the reaction with an enone would instead proceed through a 1,2-addition. The 1,4-addition mechanism of cuprates to enones goes through the nucleophilic addition of the Cu(I) species at the beta-carbon of the alkene to form a Cu(III) intermediate, followed by reductive elimination of Cu(I ...
These side reactions can often be minimized by a judicious choice of reaction conditions. Dissolved oxygen is avoided since it is photoreactive. A variety of solvents can be used. Acetone is a useful solvent, because it can serve as a triplet sensitizer. Alkane-based solvents are selected to be free of alkenes. Excitation wavelength is important.
In organic chemistry, the oxymercuration reaction is an electrophilic addition reaction that transforms an alkene (R 2 C=CR 2) into a neutral alcohol. In oxymercuration, the alkene reacts with mercuric acetate (AcO−Hg−OAc) in aqueous solution to yield the addition of an acetoxymercury (−HgOAc) group and a hydroxy (−OH) group across the ...