Haloxyfop-P-methyl
[CAS# 72619-32-0]

Identification

• Classification: Chemical pesticide >> Herbicide >> Other herbicides
• Name: Haloxyfop-P-methyl
• Synonyms: Methyl (R)-2-(4-(3-chloro-5-trifluoromethyl-2-pyridyloxy)phenoxy)propionate; 2-(4-((3-Chloro-5-(trifluoromethyl)-2-pyridinyl)oxy)phenoxy)-propanoic acid methyl ester
• Molecular Formula: C₁₆H₁₃ClF₃NO₄
• Molecular Weight: 375.73
• CAS Registry Number: 72619-32-0
• EC Number: 406-250-0
• SMILES: C[C@H](C(=O)OC)OC1=CC=C(C=C1)OC2=C(C=C(C=N2)C(F)(F)F)Cl

Properties

• Density: 0.968
• Water solubility: 8.74 mg/L at 20 °C

Safety Data

• Hazard Symbols: GHS07;GHS09 Warning
• Risk Statements: H302-H400-H410
• Safety Statements: P264-P270-P273-P301+P317-P330-P391-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	4	H302
Chronic hazardous to the aquatic environment	Aquatic Chronic	1	H410
Acute hazardous to the aquatic environment	Aquatic Acute	1	H400

Discovery and Applications

Fluazifop-butyl is an important herbicide widely used in agriculture to control grass weeds. Its discovery and development have greatly facilitated weed management practices, helping to increase crop yields and improve the efficiency of farming techniques.

Fluazifop-butyl was discovered in the early 1980s and belongs to the class of aryloxyphenoxypropionate herbicides. It is a selective herbicide that targets grasses while being safe for broadleaf crops, making it a valuable tool for managing weed populations without harming desired plants. Its chemical structure includes a methyl ester group, which enhances its efficacy and stability under a variety of environmental conditions.

The main application of fluazifop-butyl is in cereal crops such as wheat and barley, where it can effectively control a variety of grass weeds. By inhibiting acetyl-CoA carboxylase (ACCase), it disrupts the biosynthesis of fatty acids in target weeds, leading to their death. This mode of action makes it particularly effective against weeds that compete with crops for nutrients, light, and water.

In addition to cereals, fluazifop-butyl is used on other crops, including legumes and oilseeds, and also in non-crop areas such as pastures and rights-of-way. Its selective action ensures that it does not harm non-target plants, helping to maintain biodiversity and support sustainable agricultural practices.

The herbicide is formulated in a variety of ways, including emulsifiable concentrates and granules, to suit different application methods and environmental conditions. This versatility enables farmers to tailor their weed management strategies to specific needs and local conditions.

The development and use of fluazifop-butyl promotes more efficient and sustainable agricultural practices. Its ability to control harmful grass weeds while maintaining crop health highlights its role in modern agriculture.

References

Liu, Y., Li, Y., Zhang, Z., Wang, F., Zhao, Y., Li, Y., Huang, J., Wang, Y., Xu, Z., Shi, H., Wang, J., Chen, X. and Li, X., 2023. Haloxyfop-P-methyl induces immunotoxicity and glucose metabolism disorders and affects the Nrf2/ARE pathway mediated antioxidant system in Chiromantes dehaani. Environmental Pollution (Barking, Essex : 1987), 337.
DOI: 10.1016/j.envpol.2023.122332

Zhang, H., Li, X., Zhao, X., Qian, W., Wang, X., Yang, J., Xu, Z., Yuan, W., Zhang, Z., Guan, K., Gao, Y. and Zhang, W., 2024. Dissipation behaviours, residues, and health risk of six herbicides in sugar beets under field conditions. Ecotoxicology and Environmental Safety, 274.
DOI: 10.1016/j.ecoenv.2024.116199

Barbieri, M., García-Cansino, L., García-Gómez, C., García-Febrero, R., Postigo, C. and López de Alda, M., 2024. A liquid chromatography-mass spectrometry method for the enantioselective multiresidue determination of nine chiral agrochemicals in urine using an enrichment procedure based on graphitized carbon black. Analytical and Bioanalytical Chemistry, 416(6).
DOI: 10.1007/s00216-023-05098-4