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Chlorpyrifos

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Identification
Molecular formula
C9H11Cl3NO3PS
CAS number
2921-88-2
IUPAC name
N-[dimethylamino-(2,3,4,5,6-pentachlorophenoxy)phosphoryl]-N-methyl-methanamine
State
State

At room temperature, chlorpyrifos is in a solid state, often found as crystalline solids.

Melting point (Celsius)
42.00
Melting point (Kelvin)
315.15
Boiling point (Celsius)
160.00
Boiling point (Kelvin)
433.15
General information
Molecular weight
350.59g/mol
Molar mass
350.5930g/mol
Density
1.3980g/cm3
Appearence

Chlorpyrifos typically appears as white crystals.

Comment on solubility

Solubility Characteristics of N-[dimethylamino-(2,3,4,5,6-pentachlorophenoxy)phosphoryl]-N-methyl-methanamine

Understanding the solubility of complex compounds like N-[dimethylamino-(2,3,4,5,6-pentachlorophenoxy)phosphoryl]-N-methyl-methanamine can be quite intricate due to its unique structural features. Key factors that influence the solubility of this compound include:

  • Polarity: The presence of both the dimethylamino and phosphoryl groups contributes to the overall polar character of the molecule, which may enhance solubility in polar solvents.
  • Chlorine Atoms: The multiple chlorine substitutions (five in total) can significantly affect solubility due to increased molecular weight and altered interactions with solvents.
  • Hydrogen Bonding: Potential hydrogen bonding interactions can facilitate solubility in certain polar solvents, while the overall structure may also hinder solubility in others.

In practice, this compound may show variable solubility in water and organic solvents, which could be summarized as follows:

  • High solubility in polar organic solvents (e.g., dimethyl sulfoxide, acetonitrile).
  • Limited solubility in non-polar solvents (e.g., hexane, toluene).
  • Potential for moderate solubility in water, dependent on the pH of the solution.

Overall, while the intricate nature of this compound can lead to solubility challenges, it also opens avenues for exploring its use in various applications, especially where solubility is a determining factor.

Interesting facts

Interesting Facts about N-[dimethylamino-(2,3,4,5,6-pentachlorophenoxy)phosphoryl]-N-methyl-methanamine

This compound, commonly referred to as a potent organophosphorus compound, has garnered attention in both academic and practical applications. Here are some fascinating aspects:

  • Legacy of Research: This compound is structurally related to a class of chemicals known for their efficacy as insecticides and herbicides, which have been extensively studied for their environmental and health impacts.
  • Phosphorylation Power: The presence of phosphorus in its structure suggests significant biological activity, often linked to the inhibition of enzymes, which can have implications in both pest control and potential toxicity.
  • Chlorinated Characteristics: The incorporation of chlorine atoms, particularly in a pentachloro substitution pattern, enhances the compound's lipophilicity, which affects its interaction with biological membranes.
  • Dimethylamino Functionality: The dimethylamino group contributes to its reactivity, allowing it to interact with various substrates and potentially increasing its bioavailability.
  • Environmental Concerns: As an organophosphate, it raises some ecological concerns regarding its degradation in the environment and its effects on non-target organisms.
  • Potential Applications: Besides its noted use in agriculture, there is ongoing research exploring its effects and applications in medicinal chemistry and development of new therapeutic agents.

As a chemistry student or scientist, understanding such complex compounds can lead to significant advancements and innovations in various fields, from agrochemicals to pharmaceuticals. The ongoing studies aim to balance efficacy with safety and environmental considerations, making it a critical area of research in contemporary chemistry.

Synonyms
1440-97-7
Phosphorodiamidic acid, tetramethyl-, pentachlorophenyl ester
TH 184-F
BRN 2062861
Bis(N,N-dimethylamino)-pentachloro-phenyl phosphate
AI3-27240
PHOSPHORODIAMIDIC ACID, N,N,N',N'-TETRAMETHYL-, O-PENTACHLOROPHENYL ESTER
Pentachlorophenyl tetramethylphosphorodiamidate
DTXSID00162596
DTXCID5085087
652-146-5
N-[dimethylamino-(2,3,4,5,6-pentachlorophenoxy)phosphoryl]-N-methylmethanamine
Bis(N,N-dimethylamino) pentachlorophenyl phosphate
TH 184F
RBBJXBKKZWSEHR-UHFFFAOYSA-N
AKOS024430095
Phenol, pentachloro-, tetramethylphosphorodiamidate
pentachlorophenyl N,N,N',N'-tetramethylphosphorodiamidate
2,3,4,5,6-Pentachlorophenyl N,N,N',N'-tetramethyldiamidophosphate
2,3,4,5,6-Pentachlorophenyl N,N,N',N'-tetramethyldiamidophosphate #