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  2. Nucleophilic substitution - Wikipedia

    en.wikipedia.org/wiki/Nucleophilic_substitution

    The two main mechanisms were the S N 1 reaction and the S N 2 reaction, where S stands for substitution, N stands for nucleophilic, and the number represents the kinetic order of the reaction. [4] In the S N 2 reaction, the addition of the nucleophile and the elimination of leaving group take place simultaneously (i.e. a concerted reaction).

  3. Solvolysis - Wikipedia

    en.wikipedia.org/wiki/Solvolysis

    Ammonolysis refers to solvolysis by ammonia, but can also describe nucleophilic attack by ammonia more generally. Ammonia boils at −33 °C, and, as such, is rarely used as a solvent in its pure form. It is, however, readily miscible with water, and is commonly used in the form of a saturated aqueous solution. For this reason, ammonolysis may ...

  4. SNi - Wikipedia

    en.wikipedia.org/wiki/SNi

    In chemistry, S N i (substitution nucleophilic internal) refers to a specific, regio-selective but not often encountered reaction mechanism for nucleophilic aliphatic substitution. The name was introduced by Cowdrey et al. in 1937 to label nucleophilic reactions which occur with retention of configuration, [ 1 ] but later was employed to ...

  5. Organic reaction - Wikipedia

    en.wikipedia.org/wiki/Organic_reaction

    Organic reactions can be organized into several basic types. Some reactions fit into more than one category. For example, some substitution reactions follow an addition-elimination pathway. This overview isn't intended to include every single organic reaction. Rather, it is intended to cover the basic reactions.

  6. Elimination reaction - Wikipedia

    en.wikipedia.org/wiki/Elimination_reaction

    There is a certain level of competition between the elimination reaction and nucleophilic substitution. More precisely, there are competitions between E2 and S N 2 and also between E1 and S N 1. Generally, elimination is favored over substitution when steric hindrance around the α-carbon increases. a stronger base is used.

  7. Substitution reaction - Wikipedia

    en.wikipedia.org/wiki/Substitution_reaction

    Nucleophilic substitutions can proceed by two different mechanisms, unimolecular nucleophilic substitution (S N 1) and bimolecular nucleophilic substitution (S N 2). The two reactions are named according tho their rate law, with S N 1 having a first-order rate law, and S N 2 having a second-order. [2] S N 1 reaction mechanism occurring through ...

  8. Leaving group - Wikipedia

    en.wikipedia.org/wiki/Leaving_group

    These reactions include loss of a leaving group in the β position of an enolate as well as the regeneration of a carbonyl group from the tetrahedral intermediate in nucleophilic acyl substitution. Under forcing conditions, even amides can be made to undergo basic hydrolysis, a process that involves the expulsion of an extremely poor leaving ...

  9. Solvent effects - Wikipedia

    en.wikipedia.org/wiki/Solvent_effects

    Using a simple solvation model that considered only pure electrostatic interactions between ions or dipolar molecules and solvents in initial and transition states, all nucleophilic and elimination reactions were organized into different charge types (neutral, positively charged, or negatively charged). [6]