6276-76-2

Basic information

• Product Name: O-phenyl N,P-diphenylphosphonamidothioate
• CAS NO: 6276-76-2
• Molecular Formula: C₁₈H₁₆NOPS
• Molecular Weight: 325.3645
• Mol File: 6276-76-2.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 445.3°C at 760 mmHg
• Flash Point: 223.1°C
• Density: 1.26g/cm³
• Vapor Pressure: 3.98E-08mmHg at 25°C
• Refractive Index: 1.66
• CAS DataBase Reference: O-phenyl N,P-diphenylphosphonamidothioate(CAS DataBase Reference)
• NIST Chemistry Reference: O-phenyl N,P-diphenylphosphonamidothioate(6276-76-2)
• EPA Substance Registry System: O-phenyl N,P-diphenylphosphonamidothioate(6276-76-2)

Safety Data

• Hazardous Substances Data: 6276-76-2(Hazardous Substances Data)

Upstream product

• 3497-00-5 phenylthiophosphonic acid dichloride 
• 108-95-2 phenol 
• 20148-06-5 O-phenyl phenylphosphonothiochloridate 
• 62-53-3 aniline 

Relevant articles and documents

Kinetics and mechanism of the anilinolysis of o-ethyl phenyl phosphonochloridothioate in acetonitrile

The nucleophilic substitution reactions of O-ethyl phenyl phosphonochloridothioate with substituted anilines (XC6H 4NH2) and deuterated anilines (XC6H 4ND2) are kinetically investigated in acetonitrile at 55.0 °C. The deuterium kinetic isotope effects (DKIEs) invariably increase from a secondary inverse DKIE (kH/kD = 0.93) to a primary normal DKIE (kH/kD = 1.28) as the substituent of nucleophile (X) changes from electron-donating to electron-withdrawing. These can be rationalized by the gradual transition state (TS) variation from a backside to frontside attack. A concerted SN2 mechanism is proposed. A trigonal bipyramidal TS is proposed for a backside attack while a hydrogen-bonded, four-center-type TS is proposed for a frontside attack.