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  2. SN2 reaction - Wikipedia

    en.wikipedia.org/wiki/SN2_reaction

    For S N 2 reaction to occur more quickly, the nucleophile must easily access the sigma antibonding orbital between the central carbon and leaving group. S N 2 occurs more quickly with substrates that are more sterically accessible at the central carbon, i.e. those that do not have as much sterically hindering substituents nearby.

  3. Hammett equation - Wikipedia

    en.wikipedia.org/wiki/Hammett_equation

    For example, the substituent may determine the mechanism to be an SN1 type reaction over a SN2 type reaction, in which case the resulting Hammett plot will indicate a rate acceleration due to an EDG, thus elucidating the mechanism of the reaction. Another deviation from the regular Hammett equation is explained by the charge of nucleophile.

  4. 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).

  5. Associative substitution - Wikipedia

    en.wikipedia.org/wiki/Associative_substitution

    In many substitution reactions, well-defined intermediates are not observed, when the rate of such processes are influenced by the nature of the entering ligand, the pathway is called associative interchange, abbreviated I a. [3] Representative is the interchange of bulk and coordinated water in [V(H 2 O) 6] 2+.

  6. Substitution reaction - Wikipedia

    en.wikipedia.org/wiki/Substitution_reaction

    Substitution reactions in organic chemistry are classified either as electrophilic or nucleophilic depending upon the reagent involved, whether a reactive intermediate involved in the reaction is a carbocation, a carbanion or a free radical, and whether the substrate is aliphatic or aromatic. Detailed understanding of a reaction type helps to ...

  7. Nucleophilic aromatic substitution - Wikipedia

    en.wikipedia.org/wiki/Nucleophilic_aromatic...

    This reaction differs from a common S N 2 reaction, because it happens at a trigonal carbon atom (sp 2 hybridization). The mechanism of S N 2 reaction does not occur due to steric hindrance of the benzene ring. In order to attack the C atom, the nucleophile must approach in line with the C-LG (leaving group) bond from the back, where the ...

  8. Nucleofuge - Wikipedia

    en.wikipedia.org/wiki/Nucleofuge

    SN2 reaction of bromoethane with hydroxide ion. After a reaction nucleofuges may contain either a negative or a neutral charge; this is governed by the nature of the specific reaction. The word 'nucleofuge' is commonly found in older literature, but its use is less common in current literature in which the term leaving group dominates.

  9. Neighbouring group participation - Wikipedia

    en.wikipedia.org/wiki/Neighbouring_group...

    In organic chemistry, neighbouring group participation (NGP, also known as anchimeric assistance) has been defined by the International Union of Pure and Applied Chemistry (IUPAC) as the interaction of a reaction centre with a lone pair of electrons in an atom or the electrons present in a sigma or pi bond contained within the parent molecule but not conjugated with the reaction centre.