Chemical Properties
The pure product is a white solid with a melting point of 104-106°C, a relative density of 1.12, and a vapor pressure of 9.71×10-5 Pa. It is soluble in organic solvents such as acetone, ethanol, and dioxane, and has a solubility of 16 mg/L in water at 20°C. It is stable under normal temperature and pressure, neutral, slightly acidic, and slightly alkaline conditions, but hydrolyzes into hydroxy derivatives with no herbicidal activity under strong acid or alkaline conditions.
Uses
Preemergence herbicide used to control weeds in cotton and melon crops.
Definition
ChEBI: Dipropetryn is a member of 1,3,5-triazines.
Production Methods
Dipropetryn was produced commercially through the synthesis of a substituted s triazine herbicide, specifically 2 (tert butylamino) 4 (isopropylamino) 6 methylthio s triazine. Industrial manufacture involved condensation of cyanuric chloride (2,4,6 trichloro s triazine) with isopropylamine and tert butylamine under controlled conditions, followed by substitution with a methylthio group. The process required careful regulation of temperature and pH to ensure selective substitution at each triazine ring position.
Mechanism of action
Photosynthetic electron transport inhibitor at the photosystem II receptor site. Selective and systemic.
Environmental Fate
Soil. Degradation of dipropetryn includes dealkylation of the side chain(s), ring opening and the evolution of carbon dioxide (Hartley and Kidd, 1987). The reported half-life in soil is approximately 100 days (Worthing and Hance, 1991).
