| Identification | Back Directory | [Name]
HALFENPROX | [CAS]
111872-58-3 | [Synonyms]
SIRBON
ANNIVERSE
FUBFENPROX
HALFENPROX
BROFENPROX
Halfenprox [iso]
HALFENPROX STANDARD
Halfenprox Solution
C14059000 Halfenprox
Halfenprox in Acetone
Halfenprox Solution, 100ppm
halfenprox (bsi,e-iso,f-iso)
Halfenprox@10 μg/mL in Methanol
Halfenprox@1000 μg/mL in Acetone
Halfenprox 10.0 μg/ml Acetonitrile
Halfenprox 10.0 μg/ml Ethyl acetate
L14059000CY HalfenproX10μg/mLin Cyclohexane
2-(4-Bromodifluoromethoxyphenyl)-2-methylpropyl 3-phenoxybenzyl ether
1-[(2-{4-[Bromo(difluoro)methoxy]phenyl}-2-methylpropoxy)methyl]-3-phenoxybenzene
Benzene, 1-[[2-[4-(bromodifluoromethoxy)phenyl]-2-methylpropoxy]methyl]-3-phenoxy- | [Molecular Formula]
C24H23BrF2O3 | [MDL Number]
MFCD01632339 | [MOL File]
111872-58-3.mol | [Molecular Weight]
477.34 |
| Chemical Properties | Back Directory | [Melting point ]
<25 °C | [Boiling point ]
approximate 291℃ | [density ]
1.331±0.06 g/cm3(Predicted) | [storage temp. ]
0-6°C | [form ]
neat | [BRN ]
11404200 | [Henry's Law Constant]
1.9×101 mol/(m3Pa) at 25℃, Ebert et al. (2023) | [Major Application]
agriculture
environmental | [InChI]
1S/C24H23BrF2O3/c1-23(2,19-11-13-21(14-12-19)30-24(25,26)27)17-28-16-18-7-6-10-22(15-18)29-20-8-4-3-5-9-20/h3-15H,16-17H2,1-2H3 | [InChIKey]
WIFXJBMOTMKRMM-UHFFFAOYSA-N | [SMILES]
CC(C)(COCC1=CC(=CC=C1)OC2=CC=CC=C2)C3=CC=C(C=C3)OC(F)(F)Br | [CAS DataBase Reference]
111872-58-3 |
| Safety Data | Back Directory | [Symbol(GHS) ]
 
GHS06,GHS09 | [Signal word ]
Danger | [Hazard statements ]
H301-H410 | [Precautionary statements ]
P264-P270-P273-P301+P310-P391-P405 | [Hazard Codes ]
T,N | [Risk Statements ]
25-50/53 | [Safety Statements ]
45-60-61 | [RIDADR ]
UN2810 - class 6.1 - PG 3 - EHS - Toxic, liquids, organic, n.o.s., HI: all | [WGK Germany ]
3 | [Storage Class]
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | [Hazard Classifications]
Acute Tox. 3 Oral
Aquatic Acute 1
Aquatic Chronic 1 |
| Hazard Information | Back Directory | [Uses]
Halfenprox is a pesticide residue in crops. | [Definition]
ChEBI: An aromatic ether the is the 3-phenoxybenzyl ether of 2-(4-difluorobromomethoxyphenyl)-2-methylpropanol. | [Production Methods]
Halfenprox is produced through a multi-step chemical synthesis that builds its complex ether-linked structure. The process typically begins with the reaction of 3-phenoxybenzaldehyde and a cyanoacetic acid ester in the presence of a base like triethylamine, forming a key intermediate via a Knoevenagel condensation. This intermediate then undergoes cyclisation with dibromoethane, introducing the ether bridge and forming the central propyl linkage. The final step involves attaching a bromodifluoromethoxy group to the aromatic ring through halogenation and etherification reactions, completing the molecule’s insecticidal functionality. The product is then purified, often by recrystallisation or chromatography, to yield the active halfenprox compound. | [Mechanism of action]
Broad-spectrum with contact knock-down action and some residual effects. Sodium channel modulator. | [Pesticide Type]
Insecticide; Acaricide |
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