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monuron; monuron-TCA (common name). CAS RN [150-68-5] monuron (i); [140-41-0] monuron-TCA (ii). Herbicidal activity of monuron reported by H. C. Bucha & C. W. Todd (Science, 1951, 114, 493). Introduced by E. I. du Pont de Nemours and Co., and as the trichloroacetate by Allied Chemical Corp., Agricultural Division (later Hopkins Agricultural Chemical Co.). IUPAC name 3-(4-chlorophenyl)-1,1-dimethylurea (i); 3-(4-chlorophenyl)-1,1-dimethyluronium trichloroacetate (ii) CA name N '-(4-chlorophenyl)-N,N -dimethylurea (i); trichloroacetic acid compound with N '-(4-chlorophenyl)-N,N -dimethylurea (1:1) (ii); 3-(p -chlorophenyl)-1,1-dimethylurea (i). Development codes GC-2996 (Allied) (for (ii)) M.f. C9H11ClN2O (monuron); C11H12Cl4N2O3 (monuron-TCA) Mol. wt. 198.7; (monuron-TCA 362.0) Form Monuron and monuron-TCA are crystalline solids. M.p. 174-175 ºC; (monuron-TCA 78-81 ºC) V.p. 0.067 mPa (25 ºC) KOW logP = 1.46, 2.12 (Agchem. Desk Ref. ) S.g./density 1.27 (20 ºC) Solubility Monuron: In water 230 mg/l (25 ºC). In acetone 52 g/kg (27 ºC); sparingly soluble in petroleum oils and in polar organic solvents. Monuron-TCA: In water 918 mg/l (room temperature). In 1,2-dichloroethane 400, methanol 177, xylene 91 (all in g/kg, room temperature). Stability Decomposes at 185-200 ºC; rate of hydrolysis at room temperature and pH 7 negligible, but increases at elevated temperatures and under acidic or alkaline conditions. |