| Identification | Back Directory | [Name]
butyl 2-[4-(4-cyano-2-fluoro-phenoxy)phenoxy]propanoate | [CAS]
122008-78-0 | [Synonyms]
Cyhalofop Cyhalofop [iso Cyhalofop acid Cyhalofop Solution Cyhalofop free acid 2-(4-ARYLOXYPHENOXY)PROPIONICACID butyl 2-[4-(4-cyano-2-fluoro-phenoxy)phenoxy]propanoate (R)-2-[4-(4-Cyano-2-fluorophenoxy)phenoxy]propionic acid (2R)-2-[4-(4-Cyano-2-fluorophenoxy)phenoxy]propanoic acid (R)-( )-2-(4-(2-Fluoro-4-cyanophenoxy)phenoxy)propanoic acid Propanoic acid, 2-(4-(4-cyano-2-fluorophenoxy)phenoxy)-, (R)- Propanoic acid, 2-[4-(4-cyano-2-fluorophenoxy)phenoxy]-, (2R)- | [Molecular Formula]
C16H12FNO4 | [MDL Number]
MFCD28015762 | [MOL File]
122008-78-0.mol | [Molecular Weight]
301.27 |
| Chemical Properties | Back Directory | [Melting point ]
50 °C | [Boiling point ]
446.0±45.0 °C(Predicted) | [density ]
1.36±0.1 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,2-8°C | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
3.19±0.10(Predicted) | [color ]
White to Off-White | [Henry's Law Constant]
1.7×105 mol/(m3Pa) at 25℃, Ebert et al. (2023) |
| Hazard Information | Back Directory | [Description]
Cyhalofop is a post-emergence herbicide, used mainly for rice as the butyl variant. It is moderately soluble in water and non-volatile. It is not expected to be persistent in the environment. The risk of leaching to groundwater is low. It is moderately toxic to honeybees. It hs a low mammalian oral toxicity. | [Uses]
Cyhalofop is used as a pesticide for controlling pests. | [Production Methods]
The production of cyhalofop, usually as its active ester form, cyhalofop-butyl, involves a multi-step organic synthesis beginning with the etherification of 3,4-difluorobenzonitrile and hydroquinone under alkaline conditions to yield the key intermediate 4-(4-cyano-2-fluorophenoxy)phenol. This intermediate is then reacted with (S)-2-(4-methylbenzenesulfonyloxy)butyl propionate in the presence of potassium carbonate and a polar aprotic solvent like dimethyl sulfoxide. The reaction promotes nucleophilic substitution, forming the cyhalofop-butyl ester while minimising unwanted double etherification by-products. The final product is purified through standard techniques such as crystallisation or chromatography. | [Mechanism of action]
Systemic, foliar untake with no soil activity. Acetyl CoA carboxylase inhibitor (ACCase) - distrupts fatty acid biosynthesis and lipid formation. | [Pesticide Type]
Herbicide; Metabolite |
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| Company Name: |
Musechem
|
| Tel: |
+1-800-259-7612 |
| Website: |
www.musechem.com |
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