What Is Diethyl Chlorothiophosphate and How Is It Used in Pesticide Synthesis?

2025-08-12 09:24

Technical Introduction

Diethyl Chlorothiophosphate is an organophosphorus compound widely recognized as a crucial intermediate in the production of organophosphate pesticides.
It features:

  • Two ethoxy groups bonded to phosphorus.

  • A chlorine atom and a thio group (-S-) within the molecular structure.

This arrangement gives it high reactivity, particularly in esterification and substitution reactions, enabling the formation of phosphorothioate linkages — a core structural motif in many insecticidal agents.
The compound typically appears as a colorless to pale yellow liquid with a pungent odor and is soluble in organic solvents such as toluene, dichloromethane, and ethanol.


Applications

1. Agrochemical Intermediate

  • Primarily used to synthesize broad-spectrum organophosphate insecticides such as chlorpyrifos, diazinon, and parathion.

  • Functions as a key phosphorus donor in pesticide formulation chemistry.

2. Industrial Chemical Reactions

  • Employed in the preparation of thiophosphoric esters for specialty uses.

  • Occasionally utilized in laboratory-scale studies for developing new phosphorothioate derivatives.


Advantages

  • High Reactivity: Facilitates efficient downstream synthesis with good yield.

  • Versatile Compatibility: Works with a range of alcohols, phenols, and heterocyclic nucleophiles.

  • Proven Industry Use: Established track record in large-scale pesticide production.

  • Customizable Output: Allows adjustment of alkyl groups in final pesticide products for targeted activity.


Typical Parameters

PropertyValue
Molecular FormulaC₄H₁₀ClO₂PS
Molecular Weight188.61 g/mol
AppearanceColorless to pale yellow liquid
Purity (%)≥98.0
Boiling Point (°C)~90–92 @ 12 mmHg
Density (g/cm³)~1.28
SolubilitySoluble in organic solvents; insoluble in water
StorageKeep in cool, dry, ventilated area; protect from moisture
Shelf Life12–18 months (sealed)

FAQs

Q1: Is Diethyl Chlorothiophosphate itself a pesticide?
A1: No, it is an intermediate — the final insecticidal activity comes after further chemical modification.

Q2: Is it hazardous?
A2: Yes, it can be toxic and corrosive; full PPE and proper ventilation are required during handling.

Q3: Why use thiophosphates in pesticides?
A3: The P=S bond imparts selective insecticidal activity while influencing environmental degradation rates.

Q4: Can it be stored in metal containers?
A4: Preferably not; glass-lined or HDPE containers are recommended to avoid corrosion.

Q5: Which industry is the largest consumer?
A5: The agrochemical manufacturing sector, particularly in organophosphate insecticide production.

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