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Steric hindrance is a consequence of steric effects. Steric hindrance is the slowing of chemical reactions due to steric bulk. It is usually manifested in intermolecular reactions, whereas discussion of steric effects often focus on intramolecular interactions. Steric hindrance is often exploited to control selectivity, such as slowing unwanted ...
Van der Waals strain is strain resulting from Van der Waals repulsion when two substituents in a molecule approach each other with a distance less than the sum of their Van der Waals radii. Van der Waals strain is also called Van der Waals repulsion and is related to steric hindrance . [ 1 ]
1,3-diaxial strain is another form of strain similar to syn-pentane. In this case, the strain occurs due to steric interactions between a substituent of a cyclohexane ring ('α') and gauche interactions between the alpha substituent and both methylene carbons two bonds away from the substituent in question (hence, 1,3-diaxial interactions).
A-values can help predict the steric effect of a substituent. In general, the larger a substituent's A-value, the larger the steric effect of that substituent. A methyl group has an A-value of 1.74 while tert-butyl group has an A-value of ~5. Because the A-value of tert-butyl is higher, tert-butyl has a larger steric effect than methyl. This ...
The interaction between the two methyl groups is repulsive (van der Waals strain), and an energy barrier results. A measure of the potential energy stored in butane conformers with greater steric hindrance than the 'anti'-conformer ground state is given by these values: [27] Gauche, conformer – 3.8 kJ/mol; Eclipsed H and CH 3 – 16 kJ/mol
However, because context will have an effect on steric interactions [7] some E s values can be larger or smaller than expected. For example, the value for phenyl is much larger than that for tert-butyl. When comparing these groups using another measure of steric bulk, axial strain values, the tert-butyl group is larger. [8]
Adding "steric hindrance" to a molecule's reactive site through bulky groups is a common strategy in molecular chemistry to stabilize reactive moieties within a molecule. [3] In this case bulky ligands like terphenyls , bulky alkoxides , aryl-substituted NHCs , etc. serve as a protective wrapper on the molecule. [ 1 ]
The protonation of substituted aniline is inhibited by steric hindrance. When protonated, the nitrogen in the amino group changes its orbital hybridization from sp 2 to sp 3 , becoming non-planar. This leads to steric hindrance between the ortho-substituted group and the hydrogen atom of the amino group, reducing the stability of the conjugate ...