Diflumetorim

Favorites

Chemical Identification | General Product Information | Physical & Safety Data

Chemical Identification

Common Name

Diflumetorim

IUPAC

(RS)-5-chloro-N-{1-[4-(difluoromethoxy)phenyl]propyl}-6-methylpyrimidin-4-ylamine

CAS

5-chloro-N-[1-[4-(difluoromethoxy)phenyl]propyl]-6-methyl-4-pyrimidinamine

CAS No.

130339-07-0

Molecular Formula

C₁₅H₁₆ClF₂N₃O

Molecular Structure

General Product Information

Category

Fungicides > Pyrimidine fungicides

Activity

Fungicide.
Diflumetorim has protectant activity and should be applied before or in the early stages of infestation for white rust (Puccinia horiana) control. It also has some curative activity. The product inhibits fungal growth from germination to formation of conidiophores.

Diflumetorim is active against fungi resistant to sterol biosynthesis inhibitors, dithiocarbamates, benzimidazole, quinoxalines and antibiotics. It has shown no phytotoxicity to roses and chrysanthemums.

CropUse

Crop uses:
chrysanthemums, roses

Roses	5 g ai/hl
Chrysanthemums	10 g ai/hl

Physical & Safety Data

Physical Properties

Molecular weight:327.8; Physical form:Pale yellow crystals. Density:0.490 (25 °C); Melting point:46.9-48.7 °C; Flash point:201.3 °C; Vapour pressure:3.21×10-1 mPa (25 °C); Henry constant:3.19×10-3 Pa m3 mol-1 ( calc.); Partition coefficient(n-octanol and water):logP = 4.17 ( pH 6.86); pKa:4.5, weak base; Solubility:In water 33 mg/l (25 °C). Readily soluble in most organic solvents. Stability:Stable to hydrolysis at pH 4-9.

Toxicology

Oral: LD₅₀ for male rats 448 mg/kg, female rats 534 mg/kg, male mice 468 mg/kg, female mice 387 mg/kg. Percutaneous:Acute percutaneous LD₅₀ for male and female rats >2000 mg/kg. Slight skin and eye irritant (rabbits). Slight skin sensitisation (guinea pigs). Inhalation: LC₅₀ for male and female rats 0.61 mg/l. ADI:0.26 mg/kg.?

Environmental Profile

Ecotoxicology:?
Bees: LD₅₀ (oral) >10 μg/bee; (contact) 29 μg/bee.Birds: LD₅₀ for Japanese quail 881, mallard ducks 1979 mg/kg.Daphnia: LC₅₀ (3 h) 0.96 mg/l.Fish: LC₅₀ (48 h) for rainbow trout 0.025, carp 0.098 mg/l.?
Environmental fate:?
Soil:Soil dissipation DT₅₀ (field, Japan) 60-100 d. Aerobic metabolism DT₅₀ 4.5 mo; the major metabolite, which barely exceeded 10% at any time, was diflumetorim hydroxylated at the pyrimid.
WATER SOLUBILITY: 33 mg/l at 25° C.

Mallard duck	LD₅₀ 1,979 mg/kg
Quail	LD₅₀ 881 mg/kg
Rainbow trout _{[48 h]}	LC₅₀ 0.025 mg/L
Carp _{[48 h]}	LC₅₀ 0.098 mg/L
Bee _[contact]	LD₅₀ 29 μg/bee

Fate in soil:
In laboratory aerobic soil studies, diflumetorim is metabolised slowly and has a half-life of 4.5 months. 33-51% of the applied parent was mineralised to carbon dioxide after 44 weeks. The major metabolite (<10% of applied radioactivity) was diflumetorim hydroxylated at the 2-position on the pyrimidyl ring. Diflumetorim has low potential for leaching to ground water (K_oc = 572-1710 on 4 Japanese soils). In field dissipation studies in Japan, the product has a DT₅₀ of 60-100 days.

Fate in aquatic systems:
Diflumetorim is stable to hydrolysis in water at pH 4 - 9. It is degraded photolytically in water with a DT₅₀ of 151 hours in sterile water and 168 hours in river water.

Transport Information

Hazard Class:O (Obsolete as pesticide, not classified)