Phosphite Esters: Reagents for Exploring S-Nitrosothiol Chemistry
Related Experiment Video
Updated: Feb 1, 2026

Employing Pressurized Hot Water Extraction PHWE to Explore Natural Products Chemistry in the Undergraduate Laboratory
Published on: November 7, 2018
Chunrong Liu1,2, Chung-Min Park2,3, Difei Wang4
1Key Laboratory of Pesticide and Chemical Biology, Ministry of Education, Chemical Biology Center, College of Chemistry, and International Joint Research Center for Intelligent Biosensing Technology and Health , Central China Normal University , Wuhan 430079 , Hubei , China.
Abstract:
The reactions between S-nitrosothiols and phosphite esters, including P(OPh)3, P(OBn)3, and P(OEt)3, were studied. Two different conjugated adducts, thiophosphoramidates and phosphorothioates, were formed, depending on the structures of the S-nitrosothiol substrate (e.g., primary vs tertiary). These reactions proceeded under mild conditions, and the reaction mechanisms were studied using experiments and calculations.
Related Concept Videos
EDTA: Auxiliary Complexing Reagents
Chemistry of Carbohydrates
Chemistry of Carbohydrates
What is Organic Chemistry?
Chemistry of the Cell
Water
The polarity of the water molecule and its resulting hydrogen bonding makes water a unique substance with special properties that are intimately tied to the processes of life. Life originally evolved in an aqueous environment, and most of an organism’s cellular chemistry and metabolism occur inside the aqueous contents of the cell’s cytoplasm. Special properties of water are its high heat capacity...
Chemistry of the Cell

