| Identification | Back Directory | [Name]
PYRAZOXYFEN | [CAS]
71561-11-0 | [Synonyms]
sl49
PAICER
MONDARIS
PAICER(R)
MONDARIS(R)
PYRAZOXYFEN
Pyrazoxyfen 0
PYRAZOXYFEN STANDARD
Pyrazoxyfen [iso:bsi]
Pyrazoxyfen Reference Material
Pyrazoxyfen @100 μg/mL in MeOH
1,3-Dimethyl-4-(2,4-dichlorobenzoyl)-5-phenacyloxypyrazole
4-(2,4-Dichlorobenzoyl)-1,3-dimethyl-5-phenacyloxy-1H-pyrazole
2-[4-(2,4-Dichlorobenzoyl)-1,3-dimethyl-5-pyrazolyloxy]acetophenone
2-[4-(2,4-DICHLORO-BENZOYL)-1,3-DIMETHYLPYRAZOL-5-YLOXY]ACETOPHENONE
2-[4-(2,4-Dichlorobenzoyl)-1,3-dimethylpyrazole-5-yloxy]acetophenone
2-((4-(2,4-dichlorobenzoyl)-1,3-dimethyl-1h-pyrazol-5-yl)oxy)-1-phenylethano
ethanone,2-((4-(2,4-dichlorobenzoyl)-1,3-dimethyl-1h-pyrazol-5-yl)oxy)-1-pheny
2-((4-(2,4-dichlorobenzoyl)-1,3-dimethyl-1H-pyrazol-5-yl)oxy)-1-phenylethanone
Ethanone, 2-((4-(2,4-dichlorobenzoyl)-1,3-dimethyl-1H-pyrazol-5-yl)oxy)-1-phenyl-
2-({4-[(2,4-dichlorophenyl)carbonyl]-1,3-diMethyl-1H-pyrazol-5-yl}oxy)-1-phenylethan-1-one | [Molecular Formula]
C20H16Cl2N2O3 | [MDL Number]
MFCD00274563 | [MOL File]
71561-11-0.mol | [Molecular Weight]
403.26 |
| Chemical Properties | Back Directory | [Melting point ]
111.5 °C | [Boiling point ]
599.9±50.0 °C(Predicted) | [density ]
1.4162 (rough estimate) | [refractive index ]
1.6200 (estimate) | [storage temp. ]
0-6°C | [form ]
neat | [pka]
-0.32±0.10(Predicted) | [Henry's Law Constant]
4.7×104 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) | [EPA Substance Registry System]
Pyrazoxyfen (71561-11-0) |
| Hazard Information | Back Directory | [Definition]
ChEBI: Pyrazoxyfen is a member of the class of pyrazoles that is 1,3-dimethylpyrazole which is substituted at positions 4 and 5 by 2,4-dichlorobenzoyl and 2-oxo-2-phenylethoxy groups, respectively. A pro-herbicide (for the corresponding 5-hydroxypyrazole), it is used as a pre- or post-emergence herbicide for the control of annual and perennial weeds in rice. It has a role as a proherbicide, an agrochemical and a carotenoid biosynthesis inhibitor. It is a member of acetophenones, a member of pyrazoles and a dichlorobenzene. | [Production Methods]
Pyrazoxyfen is commercially produced via a two-step etherification process starting from 2,6-dichloro-4-nitrophenol, which is selectively alkylated at the phenolic oxygen with 2-(2-propynyloxy)ethyl bromide using potassium carbonate in DMF to form the propargyl ether intermediate. This is followed by reduction of the nitro group using iron powder in acetic acid or catalytic hydrogenation (Pd/C) to yield 4-amino-2,6-dichloro-1-(2-propynyloxyethoxy)benzene, which undergoes condensation with pyrazole-4-carbaldehyde in ethanol under acidic catalysis (e.g., p-toluenesulfonic acid) at reflux to construct the imine linkage, affording pyrazoxyfen. | [Mechanism of action]
Selective, systemic absorbed through young stems and roots. Bleaching: inhibition of 4-hydroxyphenyl-pyruvate-dioxygenase. | [Pesticide Type]
Herbicide |
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