Title: Pyrimethanil
CAS Registry Number: 53112-28-0
CAS Name: 4,6-Dimethyl-
N-phenyl-2-pyrimidinamine
Synonyms: 2-anilino-4,6-dimethylpyrimidine;
N-(4,6-dimethylpyrimidin-2-yl)aniline
Trademarks: Scala (Bayer CropSci.)
Molecular Formula: C12H13N3
Molecular Weight: 199.25
Percent Composition: C 72.34%, H 6.58%, N 21.09%
Literature References: Anilino-pyrimidine fungicide for control of
Botrytis and
Venturia spp. in food crops; inhibits secretion of cell wall degrading enzymes required for fungal infection. Prepn: S. Angerstein,
Ber. 34, 3956 (1901). Mode of action studies: A. Daniels
et al., Brighton Crop Prot. Conf. - Pests Dis. 1994, 525; A. Daniels, J. A. Lucas,
Pestic. Sci. 45, 33 (1995); R. J. Milling, C. J. Richardson,
ibid. 43. Degradation study: A. Agüera
et al., Environ. Sci. Technol. 34, 1563 (2000). Determn in soil by headspace solid-phase microextraction and GC/MS: A. Navalón
et al., Anal. Bioanal. Chem. 379, 1100 (2004). Comprehensive review: G. L. Neumann
et al., Brighton Crop Prot. Conf. - Pests Dis. 1992, 395-402.
Properties: White crystalline solid, mp 96.3°. Soly in water (25°): 0.121 g/l. Sol in most organic solvents. Log P (
n-octanol/water): 2.48. Vapor pressure (25°): 2.2′10-3 Pa. LD50 (mg/kg): 4061-5358 orally in mice; 4150-5971 orally in rats; >5000 dermally in rats. LC50 (96 hr) in mirror carp, rainbow trout (mg/l): 35.36, 10.56 (Neumann).
Melting point: mp 96.3°
Log P: Log P (
n-octanol/water): 2.48
Toxicity data: LD50 (mg/kg): 4061-5358 orally in mice; 4150-5971 orally in rats; >5000 dermally in rats; LC50 (96 hr) in mirror carp, rainbow trout (mg/l): 35.36, 10.56 (Neumann)
Use: Fungicide.