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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-dimethylphenyl)-N-(isobutoxymethyl)acetamide
State
State

At room temperature, Butachlor exists as a liquid. It is commonly used as an emulsifiable concentrate for agricultural purposes.

Melting point (Celsius)
9.90
Melting point (Kelvin)
283.05
Boiling point (Celsius)
331.00
Boiling point (Kelvin)
604.15
General information
Molecular weight
311.83g/mol
Molar mass
311.8330g/mol
Density
1.0460g/cm3
Appearence

Butachlor appears as a light brown or slightly yellowish liquid. It is often found in formulations with emulsifiers to facilitate mixing.

Comment on solubility

Solubility of 2-chloro-N-(2,6-dimethylphenyl)-N-(isobutoxymethyl)acetamide

The solubility of 2-chloro-N-(2,6-dimethylphenyl)-N-(isobutoxymethyl)acetamide can be influenced by several factors. Here are some key points to consider:

  • Polarity: The presence of polar functional groups within the molecule, such as the amide and chloro groups, generally increases solubility in polar solvents like water.
  • Hydrophobic Character: The isobutoxymethyl group contributes a hydrophobic characteristic, which may limit solubility in polar solvents, leading to better solubility in organic solvents like ethanol or methanol.
  • Temperature: Solubility can vary with temperature; typically, higher temperatures increase solubility for many organic compounds.
  • pH Dependence: The solubility of amides can also be affected by pH, with ionization impacting the overall solubility in aqueous solutions.

In practice, you might find that 2-chloro-N-(2,6-dimethylphenyl)-N-(isobutoxymethyl)acetamide demonstrates:

  1. Moderate solubility in common organic solvents.
  2. Limited or low solubility in water.
  3. Potential solubility changes with varying pH levels.

Overall, while some sources may describe the solubility in general terms, detailed experimental data are vital for accurately characterizing the solubility profile of this compound in various solvents.

Interesting facts

Overview of 2-chloro-N-(2,6-dimethylphenyl)-N-(isobutoxymethyl)acetamide

This compound is an intriguing member of the class of amides, which are characterized by the presence of a carbonyl group (C=O) bonded to a nitrogen atom. Its unique structure lends itself to various applications in chemical research and potentially in pharmacology.

Key Features

Here are some noteworthy aspects of 2-chloro-N-(2,6-dimethylphenyl)-N-(isobutoxymethyl)acetamide:

  • Functional Groups: The compound features a chlorinated aromatic structure, which is often associated with enhanced biological activity. Halogens like chlorine can significantly affect the reactivity and properties of organic molecules.
  • Dimethyl Substitution: The presence of two methyl groups on the aromatic ring can influence the steric hindrance and electronic effects, which play key roles in how the compound interacts with other molecules.
  • Isobutoxymethyl Group: This particular substituent can enhance the solubility and stabilization of the compound while influencing its lipophilicity, which is crucial in drug design.

Potential Applications

This compound holds promise in various fields:

  • Pharmaceutical Development: Its unique structure suggests potential applications in developing new therapeutics, possibly targeting specific receptors or pathways in the body.
  • Agricultural Chemistry: The chlorinated component may also be beneficial as a pesticide or herbicide, providing insights into crop protection strategies.
  • Material Science: The characteristics of the compound might be explored for developing new materials, especially those requiring customized chemical properties.

Significance in Research

Researchers are often drawn to compounds like 2-chloro-N-(2,6-dimethylphenyl)-N-(isobutoxymethyl)acetamide because:

  • They may act as a lead compound, paving the way for newer derivatives.
  • They can be used to study the relationship between molecular structure and biological activity.
  • They facilitate advances in synthetic organic chemistry, paving the way for future innovations.

In conclusion, 2-chloro-N-(2,6-dimethylphenyl)-N-(isobutoxymethyl)acetamide is a compound that exemplifies the complexities and wonders of organic chemistry. Its study not only contributes to our understanding of chemical interactions but also offers substantial promise in applied sciences.

Synonyms
Delachlor
Delachlor [ANSI]
Delachlore [French]
Delachlore
Caswell No. 278AA
Delachlor [ANSI:ISO]
UNII-XQZ88T1A4A
XQZ88T1A4A
EPA Pesticide Chemical Code 278200
NSC 221681
BRN 4480418
CP-53619
DELACHLOR [ISO]
2-Chloro-N-(isobutoxymethyl)-2',6'-acetoxylide
NSC-221681
N-Isobutoxymethyl-2-chloro-2',6'-dimethylacetanilide
DTXSID2041836
N-Isobutoxymethyl-2-chloro-N-(2',6'-dimethylphenyl)-acetamide
2-Chloro-N-(2',6'-dimethylphenyl)-N-(isobutoxymethyl)acetamide
Delachlor (ANSI)
CP-52223
Delachlor (ANSI:ISO)
ACETANILIDE, 2-CHLORO-2',6'-DIMETHYL-N-ISOBUTOXYMETHYL-
Acetamide-2-chloro-N-(2,6-dimethylphenyl)-N-((2-methylpropoxy)methyl)-
2-CHLORO-N-(ISOBUTOXYMETHYL)ACET-2',6'-XYLIDIDE
2-CHLORO-2',6'-DIMETHYL-N-(ISOBUTOXYMETHYL)ACETANILIDE
2-CHLORO-N-(ISOBUTOXYMETHYL)-2',6'-DIMETHYLACETANILIDE
RefChem:131596
DTXCID0021836
Acetamide-2-chloro-N-(2,6-dimethylphenyl)-N-((2-methylpropoxy)methyl)-(9CI)
BIQOEDQVNIYWPQ-UHFFFAOYSA-N
24353-58-0
2',6'-Acetoxylidide, 2-chloro-N-(isobutoxymethyl)-
CP 52223
SP-52223
SR-52223
2-Chloro-N-(isobutoxymethyl)-2',6'-acetoxylidide
2-chloro-N-(2,6-dimethylphenyl)-N-(2-methylpropoxymethyl)acetamide
2-Chloro-N-(2,6-dimethylphenyl)-N-((2-methylpropoxy)methyl)acetamide
Acetamide, 2-chloro-N-(2,6-dimethylphenyl)-N-((2-methylpropoxy)methyl)-
Acetamide, 2-chloro-N-(2,6-dimethylphenyl)-N-[(2-methylpropoxy)methyl]-
SCHEMBL135541
orb1697493
CHEBI:82177
NSC221681
2', 2-chloro-N-(isobutoxymethyl)-
AKOS040751519
Delachlor 100 microg/mL in Acetonitrile
NS00120405
C19050
Q27155786
Acetamide,6-dimethylphenyl)-N-[(2-methylpropoxy)methyl]-
2-Chloro-N-(2,6-dimethylphenyl)-N-(isobutoxymethyl)acetamide #