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Steric effects information


The parent cyclobutadiene (R = H) readily dimerizes but the R = tert-butyl derivative is robust.[1]

Steric effects arise from the spatial arrangement of atoms. When atoms come close together there is generally a rise in the energy of the molecule. Steric effects are nonbonding interactions that influence the shape (conformation) and reactivity of ions and molecules. Steric effects complement electronic effects, which dictate the shape and reactivity of molecules. Steric repulsive forces between overlapping electron clouds result in structured groupings of molecules stabilized by the way that opposites attract and like charges repel.

  1. ^ Günther Maier; Stephan Pfriem; Ulrich Schäfer; Rudolf Matusch (1978). "Tetra-tert-butyltetrahedrane". Angew. Chem. Int. Ed. Engl. 17 (7): 520–1. doi:10.1002/anie.197805201.

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Steric effects

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Steric effects arise from the spatial arrangement of atoms. When atoms come close together there is generally a rise in the energy of the molecule. Steric...

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Taft equation

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substituent, δ is the sensitivity factor for the reaction to steric effects, and Es is the steric substituent constant. Polar substituent constants describe...

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Electronic effect

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considered steric effects. Basic bonding and steric effects are at times insufficient to explain many structures, properties, and reactivity. Thus, steric effects...

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Electrophilic aromatic directing groups

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reaction. EDGs are therefore often known as activating groups, though steric effects can interfere with the reaction. An electron withdrawing group (EWG)...

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Solvent effects

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that steric effects also affect the relative reaction rates, however, for demonstration of principle for solvent polarity on SN2 reaction rates, steric effects...

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Ortho effect

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properties of the compound. This is caused by steric effects and bonding interactions along with polar effects caused by the various substituents which are...

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Hydroformylation

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alkenes is disfavored by steric hindrance between the cobalt centre and the secondary alkyl ligand. Bulky ligands exacerbate this steric hindrance. Hence, the...

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Conformational isomerism

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2-orbital-4-electron (steric) repulsions are dominant over hyperconjugation. A valence bond theory study also emphasizes the importance of steric effects. Naming alkanes...

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Adduct

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form adducts which exhibit steric effects. For example: trimethyltin chloride, when reacting with diethyl ether, exhibits steric repulsion between the methyl...

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Radical disproportionation

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Molecules that are more sterically hindered require arrangements that are more linear, and thus react more slowly. Steric effects play a significant role...

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Superplasticizer

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(naphthalene, or melamine, formaldehyde condensates) (second generation), and; Steric effects: Polycarboxylates-ether (PCE) synthetic polymers bearing lateral chains...

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Ligand cone angle

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In coordination chemistry, the ligand cone angle (θ) is a measure of the steric bulk of a ligand in a transition metal coordination complex. It is defined...

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Stereoelectronic effect

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note that stereoelectronic effects should not be misunderstood as a simple combination of steric effects and electronic effects. Founded on a few general...

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Gauche effect

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(180°). There are both steric and electronic effects that affect the relative stability of conformers. Ordinarily, steric effects predominate to place large...

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Polymerization

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to the functional groups present in the reactants and their inherent steric effects. In more straightforward polymerizations, alkenes form polymers through...

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Methoxy group

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electron-withdrawing group if at the meta position. At the ortho position, steric effects are likely to cause a significant alteration in the Hammett equation...

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Methyl anthranilate

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(5): 1480–1513. doi:10.1002/hlca.19630460506. Halama; Pytela (1996). "Steric Effects in Acid-Catalyzed Decomposition and Base-Catalyzed Cyclization of...

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Sterimol parameter

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A sterimol parameter is a set of vectors which describes the steric occupancy of a molecule. First developed by Verloop in the 1970s. Sterimol parameters...

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Hemiacetal

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equilibrium is easily reversed and dynamic. The equilibrium is sensitive to steric effects. Arguably, the most common hemiacetals are sugars, for example glucose...

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Lactase

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1995). "Substrate specificity of small-intestinal lactase: study of the steric effects and hydrogen bonds involved in enzyme-substrate interaction". Carbohydrate...

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Shielding effect

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Atomic number Core charge Effective nuclear charge Noble gas compound Steric effects Lanthanide contraction d-block contraction (or scandide contraction)...

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Substituent

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the mesomeric effect. Such effects are also described as electron-rich and electron withdrawing. Additional steric effects result from the volume occupied...

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Nucleophilic substitution

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severely limit the reaction rate. Since this reaction occurs in one step, steric effects drive the reaction speed. In the intermediate step, the nucleophile...

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Quintuple bond

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chelating atoms in the ligand by changing the structure, or by using steric effects to force a conformational change in the ligand that bends the molecule...

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Hyperconjugation

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2-orbital-4-electron (steric) repulsions are dominant over hyperconjugation. A valence bond theory study also emphasizes the importance of steric effects. Conjugated...

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Excimer

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intersection of this exciplex state with the ground state in a balance of steric effects, electrostatic interactions, stacking interactions, and relative conformations...

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A value

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larger steric effect than methyl. This difference in steric effects can be used to help predict reactivity in chemical reactions. Steric effects play a...

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