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Organometallic compounds of electropositive metals are superbases, but they are generally strong nucleophiles. Examples include organolithium and organomagnesium ( Grignard reagent ) compounds. Another type of organometallic superbase has a reactive metal exchanged for a hydrogen on a heteroatom , such as oxygen (unstabilized alkoxides ) or ...
6) delocalizes charge effectively and holds onto its electron pairs tightly, making it an extremely poor nucleophile and base. The mixture owes its extraordinary acidity to the weakness of proton acceptors (and electron pair donors) (Brønsted or Lewis bases) in solution.
A hydroxide ion acting as a nucleophile in an S N 2 reaction, converting a haloalkane into an alcohol. In chemistry, a nucleophile is a chemical species that forms bonds by donating an electron pair. All molecules and ions with a free pair of electrons or at least one pi bond can act as nucleophiles. Because nucleophiles donate electrons, they ...
Initial electronic structure calculations of aluminium(I) nucleophiles were gained using ab initio calculations. Cimpoesu and coworkers analyzed the first monomeric aluminium(I) compound by plotting the contour map of the Laplacian of the electron density inside the molecule and found that there is indeed a lone pair localized on the aluminium ...
Nucleophile strength is also affected by charge and electronegativity: nucleophilicity increases with increasing negative charge and decreasing electronegativity. For example, OH − is a better nucleophile than water, and I − is a better nucleophile than Br − (in polar protic solvents). In a polar aprotic solvent, nucleophilicity increases ...
The resulting diazonium group is easily displaced (unlike the amino group) by a variety of nucleophiles. Reaction of nitrosonium with aniline to form a diazonium salt As an oxidizing agent
Fluoroantimonic acid is the strongest superacid based on the measured value of its Hammett acidity function (H 0), which has been determined for various ratios of HF:SbF 5. The H 0 of HF is −15. [5] A solution of HF containing 1 mol % of SbF 5 is −20. The H 0 is −21 for 10 mol%. For > 50 mol % SbF 5, the H 0 is between −21 and −23.
Carborane acids H(CXB 11 Y 5 Z 6) (X, Y, Z = H, Alk, F, Cl, Br, CF 3) are a class of superacids, [1] some of which are estimated to be at least one million times stronger than 100% pure sulfuric acid in terms of their Hammett acidity function values (H 0 ≤ –18) and possess computed pK a values well below –20, establishing them as some of the strongest known Brønsted acids.