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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 ...
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.
Also called Kharasch effect (named after Morris S. Kharasch), these reactions that do not involve a carbocation intermediate may react through other mechanisms that have regioselectivities not dictated by Markovnikov's rule, such as free radical addition. Such reactions are said to be anti-Markovnikov, since the halogen adds to the less ...
The reaction follows Markovnikov's rule (the hydroxy group will always be added to the more substituted carbon). The oxymercuration part of the reaction involves anti addition of OH group but the demercuration part of the reaction involves free radical mechanism and is not stereospecific, i.e. H and OH may be syn or anti to each other. [2] [3] [4]
Usually the substrate is an alkene and the product is a nitrile. The reaction proceeds via the oxidative addition of HCN to a low-valent metal complex to give a hydrido cyanide complex. Subsequent binding of the alkene gives the intermediate M(H)(CN)L n (alkene), which then undergoes migratory insertion to give an alkylmetal
Hydroacylation is a type of organic reaction in which an electron-rich [1] unsaturated hydrocarbon inserts into a formyl C-H bond. With alkenes, the product is a ketone: RCHO + CH 2 =CHR' → RC(O)CH 2 CH 2 R' With an alkyne instead, the reaction produces an α,β-unsaturated ketone. [2] The reaction requires a metal catalyst or a radical ...
The reaction has been applied to alkenes of virtually every substitution, often high enantioselectivities are realized, with the chiral outcome controlled by the choice of dihydroquinidine (DHQD) vs dihydroquinine (DHQ) as the ligand. Asymmetric dihydroxylation reactions are also highly site selective, providing products derived from reaction ...
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.
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