Lazarus, Robert A. published the artcileMechanism of hydrolysis of phosphorylethanolamine diesters. Intramolecular nucleophilic amine participation, Computed Properties of 371-99-3, the publication is Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) (1980), 373-9, database is CAplus.
Intramol. displacement reactions at P in 7 RNHCH2CH2OP(O)(O–)OAr (R = Et, Ar = substituted Ph) and 4 analogs (R = MeOCH2CH2, CF3CH2) were examined by pH-rate profiles and 31P NMR of the products of hydrolysis in H2O at 35° and ionic strength 1.0 (KCl). The amine has a nucleophilic role. A rate enhancement of 106-7 is observed Structure-reactivity correlations derived using different pKa values for amines and leaving groups give Broensted βnucleophile and β1g values of â?.7 and and â?1.25, resp. An uncoupled concerted mechanism is involved. The role of amine and oxyanion groups in the nucleophilic reactions of di- and triesters is discussed. Changing the catalyst from carboxy to an amino group increases the reactivity of a diester 1000-fold compared with a triester.
Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) published new progress about 371-99-3. 371-99-3 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethylated Building Blocks, name is 2-((2,2,2-Trifluoroethyl)amino)ethanol, and the molecular formula is C4H8F3NO, Computed Properties of 371-99-3.
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