129835-85-4

Upstream product

• 1498-54-0 N,N-diethylphosphoramidous dichloride 
• 2374-05-2 4-bromo-2,6-dimethyl-phenol 

Downstream Products

• 129835-86-5 N,N-diethyl-P-(3,5-dimethyl-4-methoxyphenyl)-phosphonamidic chloride 

Relevant academic research and scientific papers

The E1cB Mechanism in the Alkaline Hydrolysis of N,N-Diethyl-P-(3,5-dimethyl-4-hydroxyphenyl)phosphonamidic Chloride

The alkaline hydrolysis of the title compound 1 proceeds via an E1cB mechanism.A tricoordinate phosphorus species intermediate 3, or a metaphosphate-like transition state, constitutes the best hypothesis accounting for the observed kinetic results.The apparent bimolecular rate constant for the attack of hydroxide ion on the neutral 4-hydroxy-substituted chloride (kaKa/Kw) is more than 5 orders of magnitude larger than the true bimolecular rate constant for the attack of HO- on the corresponding methoxy chloride 2 which possesses the SN2(P) mechanism.Support of the E1cB mechanism proposed for 1 comes also from activation entropy studies and by the effect of added nitrogen nucleophiles on reaction rates.