Dicofol - 115-32-2
Dicofol
Catalog Number: BT-264459
CAS Number: 115-32-2
Molecular Formula: C14H9Cl5O
(ClC6H4)2C(OH)CCl3

C14H9Cl5O
Molecular Weight: 370.5 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.
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Product Introduction
Description
Dicofol is a synthetic pesticide that has been widely used in agriculture to control mites and other pests. It was first introduced in the 1950s and has since been used in many countries around the world. Despite its effectiveness in pest control, dicofol has been the subject of controversy due to its potential health and environmental risks. This paper aims to provide a comprehensive review of dicofol, including its method of synthesis or extraction, chemical structure and biological activity, biological effects, applications, and future perspectives and challenges.
Properties
CAS Number
115-32-2
Product Name
Dicofol
IUPAC Name
2,2,2-trichloro-1,1-bis(4-chlorophenyl)ethanol
Molecular Formula
C14H9Cl5O
(ClC6H4)2C(OH)CCl3

C14H9Cl5O
Molecular Weight
370.5 g/mol
InChI
InChI=1S/C14H9Cl5O/c15-11-5-1-9(2-6-11)13(20,14(17,18)19)10-3-7-12(16)8-4-10/h1-8,20H
InChI Key
UOAMTSKGCBMZTC-UHFFFAOYSA-N
SMILES
C1=CC(=CC=C1C(C2=CC=C(C=C2)Cl)(C(Cl)(Cl)Cl)O)Cl
Solubility
less than 0.1 mg/mL at 72° F (NTP, 1992)
2.77e-06 M
400 g/L in acetone, ethyl acetate and toluene at 25 °C. 36 g/L in methanol at 25 °C. 30 g/L in hexane and isopropanol at 25 °C
In water, 1.2 mg/L at 24 °C (99% purity)
In water, 0.8 mg/L at 25 °C
Solubility in water: none
Synonyms
Dicofol
Keltane
Kelthane
Canonical SMILES
C1=CC(=CC=C1C(C2=CC=C(C=C2)Cl)(C(Cl)(Cl)Cl)O)Cl
Method of Synthesis or Extraction
Dicofol is synthesized from trichloroacetic acid and 2,4-dichlorophenol. The synthesis involves several steps, including chlorination, hydrolysis, and reduction. The yield of dicofol synthesis varies depending on the method used, but it is typically around 70-80%. The efficiency of the synthesis can be improved by optimizing the reaction conditions, such as temperature, pressure, and catalysts. However, the synthesis of dicofol can also produce hazardous byproducts, such as dioxins and furans, which are toxic and persistent in the environment. Therefore, environmental and safety considerations should be taken into account when synthesizing dicofol.
Chemical Structure and Biological Activity
Dicofol belongs to the family of organochlorine pesticides, which are characterized by their high persistence and toxicity. The chemical structure of dicofol consists of a dichlorophenyl group attached to a cyclohexanol ring. Dicofol acts as an acaricide by inhibiting the activity of the sodium-potassium pump in the mite's nerve cells, leading to paralysis and death. Dicofol also has some fungicidal activity against certain plant pathogens. The potency of dicofol varies depending on the target organism and the mode of application.
Biological Effects
Dicofol has been shown to have a wide range of biological effects on cell function and signal transduction. In addition to its acaricidal and fungicidal activity, dicofol has been reported to affect the immune system, endocrine system, and reproductive system in animals. Dicofol has also been linked to developmental and neurological disorders in humans, such as autism and ADHD. The potential therapeutic and toxic effects of dicofol are still under investigation, and more research is needed to fully understand its biological effects.
Applications
Dicofol has been used in various fields of research, including medical, environmental, and industrial research. In medical research, dicofol has been studied for its potential role in drug development and clinical trials. Some studies have shown that dicofol may have anti-cancer and anti-inflammatory properties, but more research is needed to confirm these findings. In environmental research, dicofol has been studied for its effects on ecosystems and its role in pollution management. Dicofol has been found to be toxic to aquatic organisms and may accumulate in the food chain. Therefore, dicofol should be used with caution in agricultural practices to minimize its impact on the environment. In industrial research, dicofol has been used in manufacturing processes to improve product quality and efficiency. However, health and safety considerations should be taken into account when using dicofol in industrial settings.
Future Perspectives and Challenges
The use and study of dicofol face several challenges and limitations. One of the main challenges is the potential health and environmental risks associated with dicofol. Therefore, alternative pest control methods should be explored to reduce the reliance on dicofol. Another challenge is the lack of standardized methods for dicofol analysis and detection. More research is needed to develop reliable and sensitive methods for dicofol detection in various matrices. In the future, dicofol may have potential applications in scientific research, such as drug development and environmental monitoring. However, more research is needed to fully understand the benefits and risks of dicofol in these applications.
Conclusion
Dicofol is a synthetic pesticide that has been widely used in agriculture to control mites and other pests. Despite its effectiveness in pest control, dicofol has been the subject of controversy due to its potential health and environmental risks. This paper has provided a comprehensive review of dicofol, including its method of synthesis or extraction, chemical structure and biological activity, biological effects, applications, and future perspectives and challenges. More research is needed to fully understand the benefits and risks of dicofol and to develop alternative pest control methods that are safer and more sustainable.
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