20147-96-0

Basic information

• Product Name: Phenylchloridothiophosphonic acid methyl ester
• Synonyms: Phenylchloridothiophosphonic acid methyl ester
• CAS NO: 20147-96-0
• Molecular Formula: C₇H₈ClOPS
• Molecular Weight: 206.63
• Mol File: 20147-96-0.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 90 °C(Press: 0.005 Torr)
• Appearance: /
• Density: 1.30±0.1 g/cm3(Predicted)
• CAS DataBase Reference: Phenylchloridothiophosphonic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phenylchloridothiophosphonic acid methyl ester(20147-96-0)
• EPA Substance Registry System: Phenylchloridothiophosphonic acid methyl ester(20147-96-0)

Safety Data

• Hazardous Substances Data: 20147-96-0(Hazardous Substances Data)

Usage

Uses

O-Methyl Phenylphosphonochloridothioate is an intermediate in the synthesis of Leptophos (L329655), which is an organophosphorus pesticides which exhibits a stronger endocrine disruption than its (+)form in JEG-3 cell.

Upstream product

• 67-56-1 methanol 
• 6840-11-5 phenylthiophosphonic acid dimethyl ester 

Downstream Products

• 1448714-00-8 C₁₃H₁₄NOPS 
• 6840-11-5 phenylthiophosphonic acid dimethyl ester 

Relevant articles and documents

Kinetics and mechanism of the anilinolyses of O-methyl, O-propyl and O-isopropyl phenyl phosphonochloridothioates in acetonitrile

The kinetic studies on the reactions of O-methyl (1), O-propyl (3) and O-isopropyl (4) phenyl phosphonochloridothioates with substituted anilines and deuterated anilines have been carried out in acetonitrile at 55.0 °C. A concerted SN2 mechanism is proposed for the anilinolyses of 1, 3 and 4. The anilinolysis rates of the phosphonochloridothioates are predominantly dependent upon the steric effects over the inductive effects of the two ligands. The deuterium kinetic isotope effects (DKIEs; kH/kD) are primary normal with 1 and 3, while secondary inverse with 4. Primary normal and secondary inverse DKIEs are rationalized by frontside and backside nucleophilic attack transition state, respectively. The DKIEs of the phosphonochloridothioates do not have any consistent correlations with the two ligands.