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In Organic chemistry, the inductive effect in a molecule is a local change in the electron density due to electron-withdrawing or electron-donating groups elsewhere in the molecule, resulting in a permanent dipole in a bond. [1] It is present in a σ (sigma) bond, unlike the electromeric effect which is present in a π (pi) bond.
The inductive effect is the transmission of charge through covalent bonds and Bent's rule provides a mechanism for such results via differences in hybridisation. In the table below, [ 26 ] as the groups bonded to the central carbon become more electronegative, the central carbon becomes more electron-withdrawing as measured by the polar ...
The polarization of a molecule through its bonds is a separate phenomenon known as induction. [3] Field effects are relatively weak, and diminish rapidly with distance, but have still been found to alter molecular properties such as acidity. [1] Field effect on a carbonyl arising from the dipole in a C-F bond.
Electron-withdrawing groups exert an "inductive" or "electron-pulling" effect on covalent bonds. The strength of the electron-withdrawing group is inversely proportional to the pKa of the carboxylic acid. [2] The inductive effect is cumulative: trichloroacetic acid is 1000x stronger than chloroacetic acid.
Field effects, F, are defined to include all effects (inductive and pure field). Likewise, effects due to resonance, R, are due to the average of electron-donating ability and electron-accepting ability. These two effects are assumed to be independent of each other and therefore can be written as a linear combination:
where is the ratio of the rate of the substituted reaction compared to the reference reaction, ρ* is the sensitivity factor for the reaction to polar effects, σ* is the polar substituent constant that describes the field and inductive effects of the substituent, δ is the sensitivity factor for the reaction to steric effects, and E s is ...
The chemical basis for Markovnikov's Rule is the formation of the most stable carbocation during the addition process. Adding the hydrogen ion to one carbon atom in the alkene creates a positive charge on the other carbon, forming a carbocation intermediate.
This effect is depicted in scheme 3, where, in a para substituted arene 1a, one resonance structure 1b is a quinoid with positive charge on the X substituent, releasing electrons and thus destabilizing the Y substituent. This destabilizing effect is not possible when X has a meta orientation. Scheme 3. Hammett Inductive Mesomeric Effects