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  2. Markovnikov's rule - Wikipedia

    en.wikipedia.org/wiki/Markovnikov's_rule

    Adding the hydrogen ion to one carbon atom in the alkene creates a positive charge on the other carbon, forming a carbocation intermediate. The more substituted the carbocation, the more stable it is, due to induction and hyperconjugation. The major product of the addition reaction will be the one formed from the more stable intermediate.

  3. Addition reaction - Wikipedia

    en.wikipedia.org/wiki/Addition_reaction

    An addition reaction is the reverse of an elimination reaction, in which one molecule divides into two or more molecules. For instance, the hydration of an alkene to an alcohol is reversed by dehydration. There are two main types of polar addition reactions: electrophilic addition and nucleophilic addition.

  4. Ketene cycloaddition - Wikipedia

    en.wikipedia.org/wiki/Ketene_cycloaddition

    The periselectivity of a particular reaction depends on the structure of both the ketene and the substrate. Although the reaction is predominantly used to form four-membered rings, a limited number of substrates undergo [3+2] or [4+2] reactions with ketenes. Examples of all three modes of cycloaddition are discussed in this section.

  5. Cycloaddition - Wikipedia

    en.wikipedia.org/wiki/Cycloaddition

    In this notation, a Diels-Alder reaction is a (4+2)cycloaddition and a 1,3-dipolar addition such as the first step in ozonolysis is a (3+2)cycloaddition. The IUPAC preferred notation however, with [i+j+...] takes electrons into account and not atoms. In this notation, the DA reaction and the dipolar reaction both become a [4+2]cycloaddition.

  6. Syn and anti addition - Wikipedia

    en.wikipedia.org/wiki/Syn_and_anti_addition

    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.

  7. Oxymercuration reaction - Wikipedia

    en.wikipedia.org/wiki/Oxymercuration_reaction

    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 ...

  8. Free-radical addition - Wikipedia

    en.wikipedia.org/wiki/Free-radical_addition

    [3]: 188, 751 The result is typically anti-Markovnikov addition, a phenomenon Morris Kharasch called the "peroxide effect". [4] Reaction is slower with alkynes than alkenes. [3]: 750 In the paradigmatic example, hydrogen bromide radicalyzes to monatomic bromine. These bromine atoms add to an alkene at the most accessible site, to give a ...

  9. Julia olefination - Wikipedia

    en.wikipedia.org/wiki/Julia_olefination

    The reaction involves the addition of a sulfonyl-stabilized carbanion to a carbonyl compound, followed by elimination to form an alkene. In the initial versions of the reactions, the elimination was done under reductive conditions. More recently, a modified version that avoids this step was developed by Sylvestre Julia (no relation to Marc). [1]