Diflubenzuron

Описание

Diflubenzuron is produced by the reaction of 2,6-difluorobenzamide with 4-chlorophenylisocyanate. Diflubenzuron was first registered as a pesticide in the United States in 1979. Environmental Protection Agency issued a Registration Standard for diflubenzuron in September 1985 (PB86-176500). In 1991, a Data Call-In was made to require additional residue chemistry and ecological effects data. The current Reregistration Eligibility Decision Document was issued in August 1997, reflecting analysis of the new data.

Использование

Diflubenzuron is a benzoylurea-based pesticide belonging to the benzamide class. Diflubenzuron is a chitin synthesis inhibitor. Diflubenzuron is used in both agriculture and forest management to selec tively control insect pests, particularly moths and weevils.

Определение

ChEBI: A benzoylurea insecticide that is urea in which a hydrogen attached to one of the nitrogens is replaced by a 4-chlorophenyl group, and a hydrogen attached to the other nitrogen is replaced bgy a 2,6-difluorobenzoyl group.

Общее описание

Colorless to yellow crystals. Used as a selective insecticide.

Реакции воздуха и воды

Hydrolyzed in alkaline solution above pH 9.0.

Профиль реактивности

A urea derivative.

Сельскохозяйственное использование

Insecticide, Larvicide: Diflubenzuron is used primarily on citrus, cattle feed, cotton, forestry, mushrooms, ornamentals, pastures, soybeans, standing water, sewage systems, and wide-area general outdoor treatment sites. The insecticide behaves as a chitin inhibitor to inhibit the growth of many leaf-eating larvae, mosquito larvae, aquatic midges, rust mite, boll weevil, and house-black-, and stable-flies. Diflubenzuron was first registered in the United States in 1979 for use as an insecticide.

Торговое название

ADEPT®; ASTONEX®; DIMILIN®; DIMILIN® FLO; DIMILIN® WG-80; DU-112307®; DUPHAR® PH 60-40; ODC-45®; DIFLURON®; DU 112307®; LARGON®; LARVAKIL®; MICROMITE®; OMS 1804®; PDD 60401®; PH 60- 40®; PHILIPS-DUPHAR® PH 60-40; TH 60-40®; THOMPSON-HAYWARD® 6040; VIGILANTE®

Профиль безопасности

Moderately toxic by skin contact. Mildly toxic by ingestion. Mutation data reported. When heated to decomposition it emits very toxic fumes of Cl-, F-, and NOx.

Экологическая судьба

Soil. The half-life in soil is <1 week (Hartley and Kidd, 1987). Di?ubenzuron degrades more rapidly in neutral or basic conditions but more slowly under acidic conditions (pH <6) (Ivie et al., 1980).
Chemical/Physical. Hydrolyzes in water to 4-chlorophenylurea (Verschueren, 1983).

Метаболический путь

Diflubenzuron was the first active substance commercialised as a benzoylurea insect growth regulator and there is extensive published information on its degradation and metabolism. Detailed studies of the degradation in soils have shown that cleavage of the urea linkage is the major process. This also occurs in plants, insects and mammals but the formation of products in which diflubenzuron is hydroxylated in both rings is also an important metabolic process.