Phenyl phosphorothioate dichloride
Pharmaceutical Materials 2025-03-02
CAS Number: Not commonly listed (specific CAS may vary based on isomers or specific compounds)
Molecular Structure: Contains phenyl, phosphorothioate, and dichloride groups
Appearance: Chemical intermediate, typically in liquid or solid form
Usage: Used as an intermediate in the synthesis of pesticides, flame retardants, and other organic compounds.
Phenyl phosphorothioate dichloride, also known as phenylthiophosphonic dichloride, is a versatile organophosphorus compound with the distinctive feature of a sulfur-containing phosphate group. It has the CAS number (not explicitly provided but can be searched for in databases). This chemical is typically a transparent to yellow liquid with a distinct odor. Due to its reactive phosphorus-chlorine bonds, it is widely used as an intermediate in the synthesis of various pesticides, flame retardants, and other organic compounds. Handling Phenyl phosphorothioate dichloride requires caution due to its corrosive and toxic nature. Adequate ventilation and protective gear are essential during its use.
| Property | Value |
|---|---|
| Chemical Name | Phenyl phosphorothioate dichloride |
| Appearance | Transparent to yellow liquid |
| Density | Approximately 1.433 g/cm³ |
| Boiling Point | Approximately 270°C |
| Flash Point | Approximately 93°C |
| Molecular Formula | C6H5Cl2PS |
| Molecular Weight | 223.0039 g/mol |
| Hazard Classification | Corrosive, toxic |
Key Properties
Basic Characteristics
| Property | Specification |
|---|---|
| Molecular Formula | C₆H₅Cl₂OPS |
| Molecular Weight | 227.04 g/mol |
| Appearance | Colorless to pale yellow liquid |
| Boiling Point | 110-112°C (5 mmHg) |
| Density | 1.42 g/cm³ (20°C) |
Reactivity Profile
| Reaction Type | Products Formed |
|---|---|
| Hydrolysis | Phenyl phosphorothioic acid |
| Alcoholysis | Phosphorothioate esters |
| Aminolysis | Phosphoramidothioates |
| With Grignard reagents | Tertiary phosphine sulfides |
Major Applications
Industrial Uses
| Application | Function | Resulting Products |
|---|---|---|
| Pesticide Synthesis | Key intermediate | Organothiophosphate insecticides |
| Flame Retardants | Precursor for modified PFRs | Thiophosphate-based FR additives |
| Pharmaceutical Intermediates | Building block | Bioactive organophosphorus compounds |
| Lubricant Additives | Anti-wear agent precursor | Metal thiophosphate lubricants |
Safety & Handling
Hazards: Corrosive, moisture-sensitive, releases HCl upon decomposition
Protection: Use dry inert atmosphere, chemical-resistant gloves/eyewear
Storage: Sealed containers under nitrogen at <25°C
First Aid: Flush eyes/skin with water, provide respiratory support if inhaled
Environmental Considerations
Classified as toxic to aquatic life (EC50 <10 mg/L)
Requires neutralization before disposal
Subject to controlled substance regulations in some jurisdictions
Conclusion
This versatile intermediate bridges multiple specialty chemical sectors. Its dual P=S and P-Cl functionalities enable diverse derivatization pathways while demanding careful handling protocols. Future applications may expand in material science and medicinal chemistry.
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