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Home > Encyclopedia > tert-Butyl 4-[[[(E)-[(1,3-Dimethyl-5-phenoxy-1H-pyrazol-4-yl)methylene]amino]oxy]methyl]benzoate

tert-Butyl 4-[[[(E)-[(1,3-Dimethyl-5-phenoxy-1H-pyrazol-4-yl)methylene]amino]oxy]methyl]benzoate

tert-Butyl 4-[[[(E)-[(1,3-Dimethyl-5-phenoxy-1H-pyrazol-4-yl)methylene]amino]oxy]methyl]benzoate structure

tert-Butyl 4-[[[(E)-[(1,3-Dimethyl-5-phenoxy-1H-pyrazol-4-yl)methylene]amino]oxy]methyl]benzoate 

structure
  • CAS No:

    134098-61-6

  • Formula:

    C24H27N3O4

  • Chemical Name:

    tert-Butyl 4-[[[(E)-[(1,3-Dimethyl-5-phenoxy-1H-pyrazol-4-yl)methylene]amino]oxy]methyl]benzoate

  • Synonyms:

    4-[[[[(1,3-Dimethyl-5-phenoxy-1H-pyrazol-4-yl)methylene]amino]oxy]methyl]-benzoic acid 1,1-dimethylethyl ester;tert-butyl (e)-4-(((((1,3-dimethyl-5-phenoxy-1h-pyrazol-4-yl)methylene)amino)oxy)methyl)benzoate;PAMANRIN;ORTUS;1,1-dimethylethylester,(e)-)methyl);4-(((((1,3-dimethyl-5-phenoxy-1h-pyrazol-4-yl)methylene)amino)oxy)methyl)-,1,1-dimethylethylester,benzoicaci;benzoicacid,4-(((((1,3-dimethyl-5-phenoxy-1h-pyrazol-4-yl)methylene)amino)oxy;nni850

  • Categories:

    Agrochemicals  >  Insecticides

Description

Fenpyroximate is a pyrazolium insecticide used to control important phytophagous mites in fruit and other crops. It has a low aqueous solubility and is not considered a volatile substance. Whilst it is not normally persistent in water bodies, it can be persistent in soils depending upon local conditions. Based on its physico-chemical properties fenpyroximate is not expected to leach to groundwater. Toxicity to biodiversity tends to be considered high to moderate. It has moderate oral toxicity to humans and there are concerns that it may be a developmental/reproduction toxin.


ChEBI: Fenpyroximate is a pyrazole acaricide and a tert-butyl ester. It has a role as a mitochondrial NADH:ubiquinone reductase inhibitor. It derives from a hydride of a 1H-pyrazole.

tert-Butyl 4-[[[(E)-[(1,3-Dimethyl-5-phenoxy-1H-pyrazol-4-yl)methylene]amino]oxy]methyl]benzoate Basic Attributes

421.49

421.49

White to Light yellow to Light orange

29331990

Characteristics

74.9

5.01 at 20 deg C

White crystalline powder

1.25g/cm3

101.1-102.4°

546.2±60.0 °C(Predicted)

85.0 deg C (185 deg F) (closed cup). /FujiMite 5EC Miticide/Insecticide/

Insoluble in water

7.4X10-3 mPa /5.58X10-8 mm Hg/ at 25 deg C

LD50 in male, female rats (mg/kg): 480, 245 orally; >2000, >2000 dermally; LC50 (48hr) in carp: 6.1 mg/l; LC50 (3hr) in daphnia pulex: 85 mg/l (Konno)

1.58±0.10(Predicted)

4.6×100mol/(m3Pa) at 25℃, Duchowicz et al. (2020)

Store at -20°C

Safety Information

WGK 3

R36/37/38:Irritating to eyes, respiratory system and skin .

S26-S36/37/39

Xn;N

This product is stable for at least 12 months under normal storage conditions 25 deg +/- 2 deg C. /FujiMite 5EC Miticide/Insecticide/

P260, P261, P264, P270, P271, P272, P273, P280, P284, P301+P310, P302+P352, P304+P340, P305+P351+P338, P307+P311, P310, P314, P320, P321, P330, P333+P313, P337+P313, P363, P391, P403+P233, P405, P501

H301

UN3082 (liquid)

AKARI®; HOE® 555-02A; NNI®-850; SEQUEL®

tert-Butyl 4-[[[(E)-[(1,3-Dimethyl-5-phenoxy-1H-pyrazol-4-yl)methylene]amino]oxy]methyl]benzoate Use and Manufacturing

Uses

Acaricide.

Production

Fenproxymate is commercially produced through a multi-step synthesis involving pyrazole-based intermediates. A key step includes the preparation of pyrazole-1,3-dimethyl-5-phenoxy-4-carboxaldehyde oxime, which serves as a crucial building block. This intermediate is then reacted with methyl isocyanate or similar carbamoylating agents to form the final carbamate structure of fenproxymate. The reactions are typically carried out in organic solvents under controlled temperature and pH conditions to ensure high yield and purity.

Acaricide, Miticide, Insecticide: Used to control spider mites in greenhouses.

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