Name: 3-Hydroxy-3-phenylpropanenitrile. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 3-Hydroxy-3-phenylpropanenitrile, is researched, Molecular C9H9NO, CAS is 17190-29-3, about Additions of anionic nucleophiles to carbonyl compounds: cation and electrophile nature influence on ionic association vs. carbonyl complexation control. Author is Loupy, A.; Roux-Schmitt, M. C.; Seyden-Penne, J..
The mechanism of the addition of anionic nucleophiles to CO compounds was examined by studying the reaction in the presence and absence of cryptand complexing agents. The addition of LiCH2CN to PhCHO in THF (-80°) is controlled by CO complexation [reaction time (r.t.) for >90% yield with [2.1.1]-cryptand is 60 min and is 5 min without cryptand]; the addition of KCH2CN is controlled by ionic association [r.t. for >80% yield with [2.2.2]-cryptand is 30 min and is 150 min without cryptand]. In the reaction of 3-ClC6H4C-HCN Li+ with benzaldehydes, CO complexation prevails with 4-MeOC6H4CHO and ionic association dominates with PhCHO and 4-NCC6H4CHO.
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Reference:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics