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Butachlor

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Identification
Molecular formula
C17H26ClNO2
CAS number
23184-66-9
IUPAC name
2-chloro-N-(2,6-diethylphenyl)-N-(methoxymethyl)acetamide;S-ethyl N,N-dipropylcarbamothioate
State
State
Liquid at room temperature. It is generally used as a herbicide.
Melting point (Celsius)
-4.00
Melting point (Kelvin)
269.15
Boiling point (Celsius)
153.00
Boiling point (Kelvin)
426.00
General information
Molecular weight
311.85g/mol
Molar mass
311.8500g/mol
Density
1.1314g/cm3
Appearence

Butachlor is an oily liquid. It is a clear colorless to pale yellow liquid.

Comment on solubility

Solubility of 2-chloro-N-(2,6-diethylphenyl)-N-(methoxymethyl)acetamide

The solubility of 2-chloro-N-(2,6-diethylphenyl)-N-(methoxymethyl)acetamide in various solvents can be quite intriguing. This compound is often moderately soluble in common organic solvents due to the presence of a chlorinated aromatic system and polar functional groups. Typically, its solubility can be influenced by:

  • Polarity of the solvent: Polar solvents like dimethyl sulfoxide (DMSO) and methanol may dissolve this compound better than non-polar solvents.
  • Temperature: Increased temperatures generally enhance solubility by providing more energy for solute-solvent interactions.
  • Chemical interactions: The potential for hydrogen bonding in polar environments can also affect its solubility.

As a result, while it may exhibit moderate solubility in alcohols and ethers, it will likely show significantly lower solubility in non-polar solvents like hexane.


Solubility of S-ethyl N,N-dipropylcarbamothioate

S-ethyl N,N-dipropylcarbamothioate presents an interesting case concerning solubility. This chemical compound is likely soluble in a range of organic solvents due to its thioester functional group and ethyl and propyl side chains that increase solubility in non-polar environments. Key factors influencing its solubility include:

  • Alkyl Chain Length: The presence of longer alkyl chains can enhance dissolution in non-polar solvents.
  • Solvent Type: It is typically more soluble in organic solvents like acetone or dichloromethane than in water, which is important for applications in organic chemistry.
  • Temperature Effects: Like many organic compounds, the solubility of this compound tends to increase with temperature.

Therefore, expect it to be practically insoluble in water but highly soluble in non-polar or weakly polar solvents, making it suitable for various organic reactions.

Interesting facts

Interesting Facts about 2-chloro-N-(2,6-diethylphenyl)-N-(methoxymethyl)acetamide

This compound, known for its complex structure, exemplifies the fascinating world of organic chemistry. Here are some important points to consider:

  • Purpose and Applications: It primarily serves as an intermediate in the synthesis of various pharmaceuticals and agrochemicals, demonstrating its relevance in medicinal chemistry and agriculture.
  • Chirality: The compound contains chirality, which means that it can exist in different spatial configurations. This aspect is crucial as different enantiomers can exhibit vastly different biological activities.
  • Mechanism of Action: Research into its pharmacological properties unveils potential mechanisms through which it can affect certain biological pathways, making it an interesting subject for drug development.

Structural Insights

The presence of both chloro and methoxy groups within its chemical structure allows for various interactions with biological targets. The substitution patterns provide the possibility of diverse reactivity and selectivity in chemical reactions.

Scientific Importance

In the realm of synthetic organic chemistry, studying this compound can enhance our understanding of how modifications in structure can lead to changes in reactivity and efficacy, which is central to the development of new therapeutic agents.


Interesting Facts about S-ethyl N,N-dipropylcarbamothioate

S-ethyl N,N-dipropylcarbamothioate is an intriguing compound, particularly valued in agrochemical applications. Here’s what makes it stand out:

  • Pesticidal Activity: This compound is known for its role as a pesticide, making it essential for crop protection in agriculture. Its mode of action often involves disruption of physiological processes within pests.
  • Thiocarbamate Family: It belongs to the thiocarbamate class, which is characterized by the presence of sulfur. These compounds are of significant interest due to their ability to modify plant metabolism or directly affect pests.
  • Sustainability Considerations: The use of compounds like S-ethyl N,N-dipropylcarbamothioate raises discussions regarding their environmental impact, prompting research into safer, more effective alternatives.

Reactivity and Synthesis

The synthetic pathways leading to the creation of this compound often include the introduction of sulfur functionalities, showcasing the versatile chemistries that can be applied in organic synthesis. Furthermore, the balance between efficacy and safety in its application presents ongoing challenges in agrochemical research.

Research and Development

As researchers continue to investigate its properties, S-ethyl N,N-dipropylcarbamothioate remains a valuable compound in developing sustainable agricultural practices that minimize chemical usage while maximizing crop yield.