Title: Metconazole
CAS Registry Number: 125116-23-6
CAS Name: 5-[(4-Chlorophenyl)methyl]-2,2-dimethyl-1-(1
H-1,2,4-triazol-1-ylmethyl)cyclopentanol
Synonyms: (1
RS,5
RS;1
RS,5
SR)-5-(4-chlorobenzyl)-2,2-dimethyl-1-(1
H-1,2,4-triazol-1-ylmethyl)cyclopentanol
Trademarks: Caramba (BASF)
Molecular Formula: C17H22ClN3O
Molecular Weight: 319.83
Percent Composition: C 63.84%, H 6.93%, Cl 11.08%, N 13.14%, O 5.00%
Literature References: Broad spectrum triazole antifungal; mixture of two racemic diastereomers. Prepn: S. Kumazawa
et al., EP 267778;
eidem, US 4938792 (1987, 1990 both to Kureha); and structure activity study: A. Ito
et al., J. Pestic. Sci. 24, 262 (1999). Efficacy in wheat and barley: B. T. Grayson
et al., Pestic. Sci. 45, 153 (1995); A. J. Sampson
et al., ibid. 161. Review:
idem et al., Brighton Crop Prot. Conf. - Pests Dis. 1992, 419-426.
Derivative Type: cis-Form
CAS Registry Number: 115850-27-6
Manufacturers' Codes: WL-136184
Literature References: Mixture of (1
R,5
S) and (1
S,5
R) isomers and is more bioactive than the
trans form.
Properties: Colorless crystals from hexane-ethyl acetate, mp 113-114°. Soly in water: 15 mg/kg.
Melting point: mp 113-114°
Derivative Type: trans-Form
CAS Registry Number: 115850-28-7
Properties: mp 90-92°.
Melting point: mp 90-92°
Use: Agricultural fungicide.