3993. Fenpropimorph

Nomenclature

CAS number: 67306-03-0
4-[3-[4-(1,1-Dimethylethyl)phenyl]-2-methylpropyl]-2,6-dimethylmorpholine; BAS-42100F; Ro-14-3169/000; Corbel (BASF); Mistral (M & B).
C20H33NO; mol wt 303.48.
C 79.15%, H 10.96%, N 4.62%, O 5.27%.

Description and references

Systemic fungicide for control of powdery mildew, rust in cereal crops. Prepn, fungicidal activity: W. Himmele et al., DE 2656747 (1978 to BASF), C.A. 89, 109522k (1978). Synthesis using an ionic liquid solvent: S. A. Forsyth et al., Org. Process Res. Dev. 10, 94 (2006). Field trials in control of cereal diseases: J. C. Atkin et al., Proc. Br. Crop Prot. Conf. - Pests Dis. 1981, 307. Inhibition of ergosterol biosynthesis: R. I. Baloch et al., Phytochemistry 23, 2219 (1984). Structure-activity relationships of 3-phenylpropylamines: W. Himmele, E.-H. Pommer, Angew. Chem. Int. Ed. 19, 184 (1980); of substituted morpholines: E.-H. Pommer, Pestic. Sci. 15, 285 (1984). Brief review: K. Bohnen et al., Proc. Br. Crop Prot. Conf. - Pests Dis. 1979, 541-548.

Chemical structure

Properties

Liquid, bp0.05 120°. Soly in water: 1 gm/l; sol in most organic solvents. Vapor pressure at 20°: 2.5 × 105 mm Hg. LD50 in male, female rats (mg/kg): 3650, 3420 orally; 4200, 4380 dermally; in male, female mice (mg/kg): 1180, 1270 i.p. (Bohnen).

Derivative

cis-Form.

Nomenclature

CAS number: 67564-91-4
(±)-cis-4-[3-(4-tert-Butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine.

Use

Systemic fungicide.