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In general, in a group across the periodic table, the more basic the ion (the higher the pK a of the conjugate acid) the more reactive it is as a nucleophile. Within a series of nucleophiles with the same attacking element (e.g. oxygen), the order of nucleophilicity will follow basicity.
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 ).
In 1962, Edwards and Pearson (the latter of HSAB theory) introduced the phrase alpha effect for this anomaly. He offered the suggestion that the effect was caused by a transition state (TS) stabilization effect: on entering the TS the free electron pair on the nucleophile moves away from the nucleus, causing a partial positive charge which can be stabilized by an adjacent lone pair as for ...
Negative numbers: Real numbers that are less than zero. Because zero itself has no sign, neither the positive numbers nor the negative numbers include zero. When zero is a possibility, the following terms are often used: Non-negative numbers: Real numbers that are greater than or equal to zero. Thus a non-negative number is either zero or positive.
Addition of a nucleophile to carbon–heteroatom double or triple bonds such as >C=O or -C≡N show great variety. These types of bonds are polar (have a large difference in electronegativity between the two atoms); consequently, their carbon atoms carries a partial positive charge. This makes the molecule an electrophile, and the carbon atom ...
In the case of substituted norbornones, stereoselectivity may be explained by electrostatic interactions between substituents and nucleophiles. Electron-withdrawing groups create a partial positive charge on the alpha carbon, which interacts favorably with the partial negative charge on the incoming nucleophile. [20]
CAS Number. 14452-93-8; 3D model ... and the overall diatomic species bears a positive charge. ... by a variety of nucleophiles.
In chemistry, an electrophile is a chemical species that forms bonds with nucleophiles by accepting an electron pair. [1] Because electrophiles accept electrons, they are Lewis acids. [2] Most electrophiles are positively charged, have an atom that carries a partial positive charge, or have an atom that does not have an octet of electrons.