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・ Nitrophenol
・ Nitrophila
・ Nitrophila mohavensis
・ Nitrophila occidentalis
・ Nitrophorin
・ Nitrophosphate process
・ Nitric-oxide synthase (NAD(P)H-dependent)
・ Nitrica
・ Nitride
・ Nitriding
・ Nitridoborate
・ Nitrification
・ Nitrifying bacteria
・ Nitrilase
・ Nitrile
Nitrile anion
・ Nitrile hydratase
・ Nitrile reduction
・ Nitrile rubber
・ Nitrile ylide
・ Nitrilimine
・ Nitriliruptoridae
・ Nitrilium
・ Nitrilotriacetate monooxygenase
・ Nitrilotriacetic acid
・ Nitrite
・ Nitrite dismutase
・ Nitrite oxidoreductase
・ Nitrite reductase
・ Nitrite reductase (NAD(P)H)


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Nitrile anion : ウィキペディア英語版
Nitrile anion
Nitrile anions are nitriles lacking a proton at the position α to the nitrile group. They undergo nucleophilic addition and substitution reactions with various electrophiles.〔Arseniyadis, S.; Kyler, K.S.; Watt, D.S. ''Org. React.'' 1984, ''31'', 1–71.〕
Although nitrile anions are functionally similar to enolates, the extra multiple bond in nitrile anions provides them with a unique ketene-like geometry. Additionally, deprotonated cyanohydrins can act as masked acyl anions, giving products impossible to access with enolates alone. The mechanisms of nitrile addition and substitution are well understood; however, strongly basic conditions are usually required, limiting the reaction's synthetic usefulness.
==Mechanism and stereochemistry==


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