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Butachlor

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Identification
Molecular formula
C14H20ClNO2
CAS number
23184-66-9
IUPAC name
butyl 2-(4-chloro-2-methyl-phenoxy)acetate;pentyl 2-(2,4,5-trichlorophenoxy)acetate
State
State

At room temperature, butachlor is a liquid. It is known to be slightly soluble in water but readily dissolves in organic solvents.

Melting point (Celsius)
2.50
Melting point (Kelvin)
275.65
Boiling point (Celsius)
144.00
Boiling point (Kelvin)
417.15
General information
Molecular weight
365.77g/mol
Molar mass
365.6800g/mol
Density
1.1190g/cm3
Appearence

Butachlor is typically a colorless liquid; however, it can appear pale yellow. It is aromatic in nature due to its phenoxy group attached to the acetate.

Comment on solubility

Solubility of Butyl 2-(4-chloro-2-methyl-phenoxy)acetate

Butyl 2-(4-chloro-2-methyl-phenoxy)acetate exhibits a noteworthy solubility behavior in various solvents, primarily influenced by the presence of hydrophobic aromatic rings and the ester functional group. This compound is generally considered to be:

  • Moderately soluble in organic solvents: It shows good solubility in nonpolar solvents such as hexane and dichloromethane, attributed to the nonpolar characteristics of the butyl group.
  • Poorly soluble in water: The hydrophobic nature of the chlorinated aromatic structure limits its interaction with water molecules.

Overall, the solubility profile can be summarized as follows:

  • Water: Poor
  • Hexane: Good
  • Dichloromethane: Good

Solubility of Pentyl 2-(2,4,5-trichlorophenoxy)acetate

Pentyl 2-(2,4,5-trichlorophenoxy)acetate displays similar solubility characteristics, yet its solubility dynamics can vary slightly due to its increased pentyl group. The solubility traits are as follows:

  • High solubility in organic solvents: Much like its butyl counterpart, this compound is soluble in various organic solvents, confirming the trend of similar structures.
  • Limited solubility in aqueous solutions: The trichlorophenoxy group contributes to a reduced affinity for polar solvents, reinforcing its hydrophobic nature.

To summarize the solubility in various environments:

  • Water: Poor
  • Hexane: Excellent
  • Dichloromethane: Excellent

In conclusion, the solubility of both compounds is characterized by a strong preference for organic solvents over aqueous environments, largely due to their hydrophobic aliphatic and aromatic characteristics.

Interesting facts

Interesting Facts about Butyl 2-(4-chloro-2-methyl-phenoxy)acetate and Pentyl 2-(2,4,5-trichlorophenoxy)acetate

Butyl 2-(4-chloro-2-methyl-phenoxy)acetate and Pentyl 2-(2,4,5-trichlorophenoxy)acetate are fascinating compounds with varied applications and properties. As derivatives of phenoxyacetic acid, both compounds play significant roles in the world of chemistry and beyond. Here are some engaging facts that highlight their importance and intrigue:

Applications and Uses

  • Pesticides: Both compounds are widely used in agricultural practices as herbicides. They effectively control a range of weed species, promoting crop growth and sustainability.
  • Agricultural Chemicals: Beyond their use as herbicides, they can also serve as intermediates in the synthesis of other useful agricultural chemicals.
  • Research and Development: Their unique structures make them valuable in chemical research, aiding in the exploration of new compounds with improved efficacy and reduced environmental impact.

Chemical Structure

The presence of chlorine atoms in these compounds contributes to their herbicidal properties. These halogenated phenoxyacetic acid derivatives exhibit enhanced biological activity, making them effective in weed management. The structural nuances, such as the alkyl groups attached to the acetate moiety, also influence their solubility and interaction with plant systems.

Environmental Considerations

As with many pesticides, there are environmental implications associated with the use of Butyl 2-(4-chloro-2-methyl-phenoxy)acetate and Pentyl 2-(2,4,5-trichlorophenoxy)acetate. Responsible usage and adherence to safety regulations are essential to minimize potential risks to non-target organisms and ecosystems.

Quote to Ponder

"Chemistry, in its essence, is about making connections—whether between atoms or in understanding how compounds interact in the environment."

In conclusion, Butyl 2-(4-chloro-2-methyl-phenoxy)acetate and Pentyl 2-(2,4,5-trichlorophenoxy)acetate are not only chemical compounds of interest but also pivotal players in the fields of agriculture and environmental science. Their study offers valuable insights into chemical behavior and the development of more efficient agricultural practices.

Synonyms
Tselatox
Celatox
Acetic acid, (4-chloro-2-methylphenoxy)-, butyl ester, mixt. with pentyl (2,4,5-trichlorophenoxy)acetate
DTXSID50230451
DTXCID50152942
8064-18-4
TSLT