2,4-Bis(isopropylamino)-6-chloro-1,3,5-triazine

Chemical properties

2,4-Bis(isopropylamino)-6-chloro-1,3,5-triazine is a colorless crystalline solid or powder.

The Uses of 2,4-Bis(isopropylamino)-6-chloro-1,3,5-triazine

2,4-Bis(isopropylamino)-6-chloro-1,3,5-triazine is used to control annual grasses and broad-leaved weeds in milo and sweet sorghum.

The Uses of 2,4-Bis(isopropylamino)-6-chloro-1,3,5-triazine

Herbicide.

Definition

Generic name for a preemergence herbicide containing 80% 2-chloro- 4,6-bis(isopropylamino)-s-triazine.

Agricultural Uses

Herbicide: Atrazine, simazine, and propazine and their common chlorinated degradates have a common mechanism of toxicity. They have similar applications. Propazine is used for control of broadleaf weeds and annual grasses in sweet sorghum. It is applied as a spray at the time of planting or immediately following planting, but prior to weed or sorghum emergence. It is also used as a post-emergence selective herbicide on carrots, celery and fennel. Not approved for use in EU countries. Some formulations are U.S. EPA restricted Use Pesticides (RUPs).

Trade name

GEIGY® 30,028; GESAMIL®; MAXX90®; MILOCEP®; MILOGARD®[C]; MILO-PRO®; PLANTULIN®; PRIMATOL P®; PROPAZIN®; PROPINEX®; PROZINEX®

Safety Profile

Moderately toxic by ingestion. Moderate eye irritation. Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits toxic fumes of NOx and Cl-.

Potential Exposure

A potential danger to those involved in the manufacture, formulation and application of this tri- azine pre-emergence selective herbicide used to control annual broadleaf weeds and grasses.

Carcinogenicity

Oral gavage of 46.4 mg/kg to two strains of mice from 7 through 28 days of age, followed by feeding of 102 ppm for up to 18 months, produced no increase in tumors. Subcutaneous injection of a single 1000 mg/kg dose in mice of the same two strains that were observed for 18 months produced no carcinogenic response. Rats were given 0, 3, 100, or 1000 ppm of propazine in the diet for 2 years. At 1000 ppm, there was a significant decrease in body weight in both sexes and an increase in mammary tumors in females.

Environmental Fate

Soil. Undergoes microbial degradation in soil forming hydroxypropazine (Harris, 1967). Dealkylation of both substituted amino groups is presumably followed by ring opening and decomposition (Hartley and Kidd, 1987). Under laboratory conditions, the half-lives of propazine in a Hatzenbühl soil (pH 4.8) and Neuhofen soil (pH 6.5) at 22°C were 62 and 127 days, respectively (Burkhard and Guth, 1981).
Groundwater. According to the U.S. EPA (1986) propazine has a high potential to leach to groundwater.
Photolytic. Irradiation of propazine in methanol afforded prometone (2-methoxy-4,6- bis(isopropylamino-s-triazine). Photodegradation of propazine in methanol did not occur when irradiated at wavelengths >300 nm (Pape and Zabik, 1970).
Chemical/Physical. In aqueous solutions, propazine is converted exclusively to hydroxypropazine (2-hydroxy-4,6-bisisopropylamino)-s-triazine by UV light (λ = 253.7 nm) (Pape and Zabik, 1970). In acidic aqueous soil-free systems, propazine hydrolysis is pH dependent and follows first-order kinetics. At 23.5°C, the estimated hydrolysis half-lives at pH 2.0, 3.0, 4.0 and 5.0 are 9, 36, 141 and 550 days, respectively. The rate of hydrolysis was also found to increase and decrease in the presence of organic matter and calcium salts, respectively (Nearpass, 1972).

Shipping

UN2763 Triazine pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.