PRODUCTS

TRIPHENYL PHOSPHOROTHIONATE

Triphenyl phosphorothionate is a glycol ester that is chemically stable and has a low boiling point.
Triphenyl phosphorothionate is used as a lubricant in high-temperature environments and can be mixed with sodium citrate for sterilization.
Triphenyl phosphorothionate is also used as an antiseptic and disinfectant in the form of its sodium salt, which contains the active ingredient, triphenyl phosphate.
The reaction mechanism of Triphenyl phosphorothionate involves the formation of hydroxyl groups from the two hydroxide ions that are generated by the hydrolysis of water molecules.
The resulting molecule forms a covalent bond between the two sulfur atoms, creating a disulfide bond.

CAS: 597-82-0
European Community (EC) Number: 209-909-9

IUPAC Name: triphenoxy(sulfanylidene)-λ5-phosphane

Molecular Weight: 342.3 g/mol
Molecular Formula: C18H15O3PS

O,O,O-Triphenyl phosphorothioate, 597-82-0, Triphenyl phosphorothionate, Triphenyl phosphorothioate, Triphenyl thiophosphate, Phosphorothioic acid, O,O,O-triphenyl ester, O,O,O-Triphenyl thiophosphate, TRIPHENYLPHOSPHOROTHIONATE, Thiophosphoric acid triphenyl ester, triphenoxy(sulfanylidene)-lambda5-phosphane, Phenyl phosphorothioate, (PhO)3PS, triphenylthiophosphat, VH6AV8E2IT, 27214-25-1, NSC-57867, O,O,O-Triphenylphosphorothioate, EINECS 209-909-9, UNII-VH6AV8E2IT, NSC 57867, AI3-08872, Tris(phenoxy)-sulfanylidenephosphorane, TRIPHENYLPHOSPHOROTHIOATE, O,O,O-, EC 209-909-9, O,O-Triphenyl thiophosphate, NCIOpen2_007475, O,O-Triphenylphosphorothioate, Oprea1_359101, SCHEMBL40604, CBDivE_013862, DTXSID4029191, IKXFIBBKEARMLL-UHFFFAOYSA-N, CCG-2159, NSC57867, AKOS028110142, Phosphorothioic acid,O,O-triphenyl ester, CS-0362566, NS00002899, D97191, W-105301, Q27291831

Triphenyl phosphorothionate, with the chemical formula C18H15O3PS and CAS registry number 597-82-0, is a compound known for its use as an organophosphorus insecticide.
This white crystalline solid, also known as TOCP, is characterized by its phenyl and phosphorothioate functional groups.
Triphenyl phosphorothionate is commonly used to control pests in agricultural and residential settings.
Triphenyl phosphorothionate acts by inhibiting the activity of acetylcholinesterase, an enzyme essential for proper nerve function in insects.
However, it is important to note that Triphenyl phosphorothionate is highly toxic to humans and other mammals and should be handled with extreme caution.
Therefore, proper safety precautions should be taken when working with or around Triphenyl phosphorothionate.
Overall, Triphenyl phosphorothionate plays a significant role in pest control but requires careful handling and adherence to safety guidelines to prevent harm to humans and the environment.

Triphenyl phosphorothionate, with the chemical formula C18H15O3PS, has the CAS number 597-82-0.
Triphenyl phosphorothionate is a phosphorothioate compound that is commonly used as an insecticide and acaricide.
Triphenyl phosphorothionate appears as a white crystalline solid with a slight odor.
Triphenyl phosphorothionate's basic structure consists of a phosphorus atom bonded to three phenyl groups and a thiono group.
Triphenyl phosphorothionate is insoluble in water, but it is soluble in organic solvents such as acetone and ethanol.

“O,O,O-Triphenyl phosphorothioate” is a mono-constituent substance with the molecular formula C18H15O3PS.
Triphenyl phosphorothionate is also known by other names such as “O,O,O-triphenyl thiophosphate” and is used in research and development.

The molecular weight is 342.349
“Triphenyl phosphorothionate” has a low water solubility (0.02 mg/L), and due to its high log Pow (5) and log Koc (5.31), it will mainly distribute to sediment and soil.

Triphenyl phosphorothionate is an organic phosphorus compound with the chemical formula (C6H5O)3Ps.
Its nature is as follows:

1. Appearance: white to light yellow crystal or colorless to light yellow liquid;
2. Solubility: soluble in organic solvents, such as alcohol, ether, ketone, etc., insoluble in water;
3. Melting Point: about 45-47 ° C;
4. Molecular Weight: about 368.41g/mol.

Triphenyl phosphorothionate is mainly used as a precursor of organic phosphoric acid ester heterocyclic compounds, and its use is as follows:

1. Pesticide: Triphenyl phosphorothionate can be used as organic phosphorus pesticides and herbicides of raw materials and intermediates;
2. Drugs: Triphenyl phosphorothionate can be used to synthesize some pesticides, drugs and bioactive compounds;
3. Additives: Triphenyl phosphorothionate can be used as wetting agent, plasticizer and stabilizer components.

There are many ways to prepare Triphenyl phosphorothionate, one of the common synthesis methods is as follows:

The Triphenyl Phosphate (TRIPHENYL Phosphate) reacts with Carbon Disulfide (Carbon Disulfide) to generate Triphenyl phosphorothionate through substitution reaction under alkaline conditions.

PROPERTIES

Density: 1.3±0.1 g/cm3
Boiling Point: 460.9±28.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.1 mmHg at 25°C
Enthalpy of Vaporization: 69.4±3.0 kJ/mol
Flash Point: 232.6±24.0 °C
Index of Refraction: 1.639
Molar Refractivity: 94.4±0.4 cm3
#H bond acceptors: 3
#H bond donors:   0
#Freely Rotating Bonds:   6
Polar Surface Area: 71 Å2
Polarizability:   37.4±0.5 10-24cm3
Surface Tension: 55.4±5.0 dyne/cm
Molar Volume: 262.3±5.0 cm3

Applicable Fields

Agriculture: Triphenyl phosphorothionate is widely used in agriculture as an insecticide and acaricide.
Its purpose in this field is to control pests and mites that can damage crops.
The mechanism of action involves the inhibition of acetylcholinesterase, an enzyme essential for the proper functioning of the nervous system in insects and mites.
By disrupting the activity of this enzyme, Triphenyl phosphorothionate effectively paralyzes and kills the target pests.

Veterinary Medicine: Triphenyl phosphorothionate is also used in veterinary medicine as an ectoparasiticide.
Triphenyl phosphorothionate is applied topically to animals to control external parasites such as ticks, fleas, and mites.
The mechanism of action is similar to its use in agriculture, where it inhibits acetylcholinesterase in the nervous system of the parasites, leading to their paralysis and death.

Uses
- Corrosion inhibitors and anti-scaling agents
- Lubricants and greases

Scientific Research Applications
1. Synergism in Pesticide Efficacy
Research has shown that Triphenyl phosphorothionate and related compounds can act as synergists, enhancing the efficacy of pesticides against resistant strains of insects.
For example, certain phosphorothioates have been found to significantly increase the effectiveness of malathion and parathion in combating resistant strains of house flies and mosquitoes.
This property makes them valuable in the development of more effective pest control strategies.

2. Molecular Biology Applications
Phosphorothioate analogues, including those related to O,O,O-triphenyl phosphorothioate, have found extensive use in molecular biology.
They serve as substrates for DNA and RNA polymerases and are resistant to degradation by nucleases.
These properties have led to their application in site-directed mutagenesis and DNA sequencing, marking a significant contribution to molecular biology research.

3. Therapeutic Applications in Oligonucleotide Design
Phosphorothioate modifications, related to O,O,O-triphenyl phosphorothioate, are integral in the design of therapeutic oligonucleotides.
This modification enhances nuclease resistance and facilitates cellular uptake and bioavailability in vivo, making it a staple in the majority of therapeutic oligonucleotide constructs.
These have wide-ranging applications, from antisense technology targeting specific mRNAs to more novel applications targeting microRNAs and non-coding RNAs.

4. Chemical Conversion and Environmental Studies
Triphenyl sulfides, including structures similar to O,O,O-triphenyl phosphorothioate, have been used in chemical processes for the conversion of phosphorothioates into their respective triester phosphates.
These processes are particularly relevant in environmental and toxicological studies, where standards for various compounds are necessary.

5. Role in Ion-Selective Electrodes
O,O,O-Trialkyl phosphorothioates, similar to O,O,O-triphenyl phosphorothioate, have been utilized as effective ionophores in the development of ion-selective electrodes, particularly for silver ions.
These compounds provide a simple and effective means for the construction of electrodes that are highly selective and sensitive to specific ions, which has implications in analytical chemistry and environmental monitoring.

Application:
Triphenyl phosphorothionate is good extreme pressure additive for Industrial lubricants and Engine lubricants Such as

- antiwear hydraulic fluids
- grease
- lubricants with incidental food contact
- synthetic lubricants.

Storage Conditions:
Store in a cool and dry place.