94409-35-5

Basic information

• Product Name: O,O′-diethyl S-4-aminophenyl phosphorothioate
• Synonyms: O,O′-diethyl S-4-aminophenyl phosphorothioate
• CAS NO: 94409-35-5
• Molecular Weight: 261.282
• Mol File: 94409-35-5.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: O,O′-diethyl S-4-aminophenyl phosphorothioate(CAS DataBase Reference)
• NIST Chemistry Reference: O,O′-diethyl S-4-aminophenyl phosphorothioate(94409-35-5)
• EPA Substance Registry System: O,O′-diethyl S-4-aminophenyl phosphorothioate(94409-35-5)

Safety Data

• Hazardous Substances Data: 94409-35-5(Hazardous Substances Data)

Upstream product

• 762-04-9 phosphonic acid diethyl ester 
• 1193-02-8 4-aminotiophenol 
• 122-52-1 triethyl phosphite 
• 722-27-0 bis(4-aminophenyl)disulfide 
• 13716-45-5 diethyl trimethylsilyl phosphite 

Relevant articles and documents

Trichloroisocyanuric acid-promoted thiolation of phosphites by thiols

A simple and convenient method for the synthesis of thiophosphates by coupling of phosphites with thiols under mild conditions has been developed. The reactions were promoted by trichloroisocyanuric acid (TCCA) and were carried out at room temperature in

Lewis Acid Promoted Aerobic Oxidative Coupling of Thiols with Phosphonates by Simple Nickel(II) Catalyst: Substrate Scope and Mechanistic Studies

Exploring new catalysts for efficient organic synthesis is among the most attractive topics in chemistry. Here, using Ni(OAc)2/LA as catalyst (LA: Lewis acid), a novel catalyst strategy was developed for oxidative coupling of thiols and phosphonates to phosphorothioates with oxygen oxidant. The present study discloses that when Ni(OAc)2 alone was employed as the catalyst, the reaction proceeded very sluggishly with low yield, whereas adding non-redox-active metal ions such as Y3+ to Ni(OAc)2 dramatically promoted its catalytic efficiency. The promotional effect is highly Lewis acidity dependent on the added Lewis acid, and generally, a stronger Lewis acid provided a better promotional effect. The stopped-flow kinetics confirmed that adding Y(OTf)3 can obviously accelerate the activation of thiols by Ni(II) and next accelerate its reaction with phosphonate to generate the phosphorothioate product. ESI-MS characterizations of the catalyst disclosed the formation of the heterobimetallic Ni(II)/Y(III) species in the catalyst solution. Additionally, this Ni(II)/LA catalyst can be applied in the synthesis of a series of phosphorothioate compounds including several commercial bioactive compounds. This catalyst strategy has clearly supported that Lewis acid can significantly improve the catalytic efficiency of these traditional metal ions in organic synthesis, thus opening up new opportunities in their catalyst design.

Reactions of Disulfides with Silyl Phosphites to Generate Thiophosphates Under Neat Conditions

An efficient procedure for the synthesis of thiophosphates is described. Without using any metallic catalyst or base, the direct sulfur–phosphorus coupling reaction of disulfides and dialkyl trimethylsilyl phosphite (DTSP) was carried out under solvent-fr