Myclobutanil

Title: Myclobutanil
CAS Registry Number: 88671-89-0
CAS Name: a-Butyl-a-(4-chlorophenyl)-1H-1,2,4-triazole-1-propanenitrile
Additional Names: 2-(4-chlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)hexanenitrile
Manufacturers' Codes: RH-3866
Trademarks: Eagle (Dow AgroSci.); Laredo (Dow AgroSci.); Nova (Dow AgroSci.); Rally (Dow AgroSci.); Systhane (Dow AgroSci.)
Molecular Formula: C15H17ClN4
Molecular Weight: 288.78
Percent Composition: C 62.39%, H 5.93%, Cl 12.28%, N 19.40%
Literature References: Broad spectrum systemic triazole fungicide; ergosterol-biosynthesis inhibitor. Prepn: T. T. Fujimoto, EP 145294 (1985 to Rohm & Haas), C.A. 103, 160519z (1985). Physical properties and field trials: C. Orpin et al., Proc. Br. Crop Prot. Conf. - Pests Dis. 1986, 55; A. Perrot, Def. Veg. 40, 9 (1986). Antifungal activity: J. A. Quinn et al., Pestic. Sci. 17, 357 (1986).
Properties: Light yellow crystals, mp 63-68°. bp1.0 202-208°. Vapor pressure at 25°: 1.6 ´ 10-6 Torr. Soly at 25°: water 142 ppm. Sol in common organic solvents such as ketones, esters, alcohols, aromatic hydrocarbons. Insol in aliphatic hydrocarbons. LD50 in male, female rats (mg/kg): 1600, 2229 orally; LD50 in rabbits (mg/kg): 7500 dermally (Orpin).
Melting point: mp 63-68°
Boiling point: bp1.0 202-208°
Toxicity data: LD50 in male, female rats (mg/kg): 1600, 2229 orally; LD50 in rabbits (mg/kg): 7500 dermally (Orpin)
Use: Agricultural fungicide.
Mycobacidin Mycobacillin Mycobactins Mycolic Acids Mycomycin

Myclobutanil
Kekulé, skeletal formula of myclobutanil
Identifiers
CAS number 88671-89-0 YesY
PubChem 6336, 11077077 (2R), 38989055 (2S)
ChemSpider 6096 N, 9252226 (2R) YesY
EC number 410-400-0
UN number 3077
KEGG C18477 YesY
MeSH Systhane
RTECS number XZ5257000
Beilstein Reference 7138849
Jmol-3D images Image 1
Properties
Molecular formula C15H17ClN4
Molar mass 288.78 g mol−1
Appearance Pale, yellow, translucent crystals
Melting point 63 to 68 °C; 145 to 154 °F; 336 to 341 K
Boiling point 202 to 208 °C; 396 to 406 °F; 475 to 481 K (at 130 Pa)
Solubility in water 142 mg dm-3
Hazards
GHS pictograms The exclamation-mark pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS) The health hazard pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS) The environment pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
GHS signal word Warning
GHS hazard statements H302, H319, H361, H411
GHS precautionary statements P273, P281, P305+351+338
EU classification Harmful Xn Dangerous for the Environment (Nature) N
R-phrases R22, R36, R51/53, R63
S-phrases S36/37, S46, S61
NFPA 704
NFPA 704.svg
1
2
0
Flash point >100 °C
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Myclobutanil is a triazole chemical used as a fungicide. It is a steroid demethylation inhibitor, specifically inhibiting ergosterol biosynthesis. Ergosterol is a critical component of fungal cell membranes.