ChemicalBook--->CAS DataBase List--->119446-68-3

119446-68-3

119446-68-3 Structure

119446-68-3 Structure
IdentificationMore
[Name]

Difenoconazole
[CAS]

119446-68-3
[Synonyms]

1-((2-(2-chloro-4-(4-chlorophenoxy)phenyl)-4-methyl-1,3-dioxolan-2-yl)methyl)-1h-1,2,4-triazole
DIFENOCONAZOL
DIFENOCONAZOLE
DIVIDEND
SCORE
1h-1,2,4-triazole,1-((2-(2-chloro-4-(4-chlorophenoxy)phenyl)-4-methyl-1,3-diox
4-triazole,1-((2-(2-chloro-4-(4-chlorophenoxy)phenyl)-4-methyl-1,3-dioxolan-2-yl)methyl)-1h-2
cga169374
dividend(fungicide)
olan-2-yl)methyl)-
1-(2-(4-(4-chlorophenoxy)-2-chlorophenyl)-4-methyl-1,3-dioxoan-2-ylmethyl)-1H-1,2,4-triazole
cis,trans 3-chloro-4-(4-methyl-2-1H-1,2,4-triazol-1-ylmethyl-1,3-dioxlan-2-yl) phenyl-4-chlorophenyl ether(cis trans ratio 45:55)
Geyser
Difenconazole
DIFENOCONAZOL PESTANAL, 250 MG
1H-1,2,4-Triazole, 1-2-2-chloro-4-(4-chlorophenoxy)phenyl-4-methyl-1,3-dioxolan-2-ylmethyl-
difenoconazole (bsi,draft e-iso)
3-Chloro-4-4-methyl-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-2-y14-chlorophenylether
Difenoconazole E.C.
cis,trans-3-Chloro-4-[4-methyl-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-2-yl]phenyl 4-chlorophenyl ether
[Molecular Formula]

C19H17Cl2N3O3
[MDL Number]

MFCD00144119
[Molecular Weight]

406.26
[MOL File]

119446-68-3.mol
Chemical PropertiesBack Directory
[Melting point ]

76°C
[Boiling point ]

220°C
[density ]

1.4916 (rough estimate)
[vapor pressure ]

3.3 x l0-8 Pa (25 °C)
[refractive index ]

1.6140 (estimate)
[storage temp. ]

0-6°C
[solubility ]

Chloroform: Slightly Soluble,Methanol: Slightly Soluble
[form ]

neat
[pka]

2.94±0.12(Predicted)
[color ]

White to off-white
[Water Solubility ]

3.3 mg/L (20 ºC)
[Merck ]

13,3160
[BRN ]

9073356
[Henry's Law Constant]

1.1×106 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
[Major Application]

agriculture
environmental
[InChI]

1S/C19H17Cl2N3O3/c1-13-9-25-19(27-13,10-24-12-22-11-23-24)17-7-6-16(8-18(17)21)26-15-4-2-14(20)3-5-15/h2-8,11-13H,9-10H2,1H3
[InChIKey]

BQYJATMQXGBDHF-UHFFFAOYSA-N
[SMILES]

CC1COC(Cn2cncn2)(O1)c3ccc(Oc4ccc(Cl)cc4)cc3Cl
[LogP]

4.300
[CAS DataBase Reference]

119446-68-3(CAS DataBase Reference)
[NIST Chemistry Reference]

Difenoconazole(119446-68-3)
[EPA Substance Registry System]

119446-68-3(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Environment (GHS09)
GHS07,GHS09
[Signal word ]

Warning
[Hazard statements ]

H302-H319-H410
[Precautionary statements ]

P264-P270-P273-P280-P301+P312-P305+P351+P338
[Hazard Codes ]

Xn
[Risk Statements ]

R22:Harmful if swallowed.
R41:Risk of serious damage to eyes.
R43:May cause sensitization by skin contact.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
[RIDADR ]

UN 3077 9 / PGIII
[WGK Germany ]

3
[RTECS ]

XZ4380000
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
Eye Irrit. 2
[Hazardous Substances Data]

119446-68-3(Hazardous Substances Data)
[Toxicity]

LD50 in rats (mg/kg): 1453 orally; in rabbits: >2010 dermally (Ruess)
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Difenoconazole(119446-68-3).msds
Questions and Answers (Q&A)Back Directory
[Description]

Difenoconazole is a kind of triazole-type fungicide. It is a broad-spectrum triazole fungicide. It takes effect through acting as the inhibitor of sterol 14α-demethylase, blocking the biosynthesis of sterol. Through inhibiting the sterol biosynthesis process, it inhibits the mycelia growth and germination of pathogens by spores, ultimately suppressing the proliferation of fungi. Difenoconazole has been extensively used in a wide range of crops in many countries due to its ability to control various fungal diseases. It is also one of the most important and widely-used pesticides for disease control in rice.
[References]

Kwok, Iris M‐Y., and R. Thomas Loeffler. "The biochemical mode of action of some newer azole fungicides." Pest Management Science 39.1 (1993): 1-11.
Wang, K., J. X. Wu, and H. Y. Zhang. "Dissipation of difenoconazole in rice, paddy soil, and paddy water under field conditions." Ecotoxicology and environmental safety 86 (2012): 111-115.
Hazard InformationBack Directory
[Uses]

Agricultural fungicide.
[Uses]

Difenoconazole is a fungicide with broad-range activity, protecting yield and quality by foliar application or seed treatment. It provides long-lasting and curative activity against Ascomycetes, Basidiomycetes and Deuteromycetes. It is used against disease complexes in grapes, pome fruit, stone fruit, potatoes, sugar beet, oilseed rape, banana, ornamentals and various vegetable crops. It is also used as a seed treatment against a range of pathogens in wheat and barley.
[Uses]

Pestanal is an fungicide that exhibits a broad spectrum of activities against a wide variety of fungi including members of the Aschomycetes, Basidomycetes and Deuteromycetes families.
[Definition]

ChEBI: A member of the class of dioxolanes that is 1,3-dioxolane substituted at position 2 by 2-chloro-4-(4-chlorophenoxy)phenyl and 1,2,4-triazol-1-ylmethyl groups. A broad spectrum fungicide with novel broad-range activity used as a spray or seed treatment. It is moderately toxic to humans, mammals, birds and most aquatic organisms.
[Production Methods]

Difenoconazole is commercially produced through a multi-step synthesis involving bromination, cyclization, and condensation reactions. The process begins with 2-chloro-4-(4-chlorophenoxy)acetophenone, which undergoes bromination to introduce a reactive bromine atom. This intermediate is then subjected to cyclisation to form a triazole ring, followed by condensation with appropriate reagents to yield the difenoconazole crude product.
[Agricultural Uses]

Fungicide: For suppression of fungi diseases in crops and seeds.
[Trade name]

CGA 169374®; DIVIDEND®; DIVIDEND® EXTREME FUNGICIDE; HELIX®; SCORE®; TECHNICAL CGA-169374®
[Mechanism of action]

Systemic with preventative and curative action. Disrupts membrane function - inhibition of demethylation during ergosterol synthesis.
[Metabolic pathway]

There is limited published information on the metabolism of difenoconazole. It is slowly dissipated in soils, and metabolism in plants involves rupture of the triazole linkage or oxidation of the phenyl ring followed by conjugation.
[Degradation]

Difenoconazole is stable to hydrolysis and is thermally stable to 150 °C. DT50 of difenocoazole in natural sunlight was 145 days.
[Pesticide Type]

Fungicide
Spectrum DetailBack Directory
[Spectrum Detail]

Difenoconazole(119446-68-3)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

119446-68-3(sigmaaldrich)
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