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119446-68-3

Basic Information
CAS No.: 119446-68-3
Name: Difenoconazole
Article Data: 10
Molecular Structure:
Molecular Structure of 119446-68-3 (Difenoconazole)
Formula: C19H17Cl2N3O3
Molecular Weight: 406.268
Synonyms: CGA 169374;1H-1,2,4-Triazole,1-[[2-[2-chloro-4-(4- chlorophenoxy)phenyl]-4-methyl-1,3-dioxolan- 2-yl]methyl]-;1-((2-(2-Chloro-4-(4-chlorophenoxy)phenyl)-4-methyl-1,3-dioxolan-2-yl)methyl)-1H-1,2,4-triazole;Difenoconazole 95%TC;Dragon;Score EC 250;Dividend (fungicide);Dividend;Difenoconazol;
Density: 1.41g/cm3
Melting Point: 76 °C
Boiling Point: 547 °C at 760 mmHg
Flash Point: 284.6 °C
Solubility: 15 mg/L at 25 °C in water
Appearance: colorless solid
Hazard Symbols: HarmfulXn
Risk Codes: 22-41-43
Safety: 26-36/37/39
PSA: 58.40000
LogP: 4.66550
Synthetic route

2-(bromomethyl)-2-(2-chloro-4-(4-chlorophenoxy)phenyl)-4-methyl-1,3-dioxolane

119446-68-3

difenconazole

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide; N,N-dimethyl-formamide at 140 - 145℃;97.2%

C19H19Cl2N4O3(1+)*Br(1-)

119446-68-3

difenconazole

Conditions
ConditionsYield
Stage #1: C19H19Cl2N4O3(1+)*Br(1-) With hydrogenchloride; sodium nitrite In water at 5 - 20℃; for 2h;
Stage #2: With water at 40℃; Temperature; Alkaline conditions;
95%
288-88-0

1,2,4-Triazole

2-(bromomethyl)-2-(2-chloro-4-(4-chlorophenoxy)phenyl)-4-methyl-1,3-dioxolane

119446-68-3

difenconazole

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 185℃; for 0.25h; Solvent; Temperature; Reagent/catalyst; Microwave irradiation;92.6%
With trimethyldodecylammonium chloride; potassium hydroxide In 1-methyl-pyrrolidin-2-one at 130℃; Reagent/catalyst;83%
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 163℃; for 5.5h; Temperature;27 g

2-(2,4-dichlorophenyl)-2-bromomethyl-4-methyl-1,3-dioxolane

106-48-9

4-chloro-phenol

potassium 1,2,4-triazolate

119446-68-3

difenconazole

Conditions
ConditionsYield
Stage #1: 2-(2,4-dichlorophenyl)-2-bromomethyl-4-methyl-1,3-dioxolane; potassium-1H-1,2,4-triazol With potassium carbonate In dimethyl sulfoxide at 150℃; for 8h; Green chemistry;
Stage #2: 4-chloro-phenol With potassium carbonate In toluene for 10h; Reflux; Green chemistry;
166.8 g
2234-16-4

1-(2,4-dichlorophenyl)ethan-1-one

119446-68-3

difenconazole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: dihydrogen peroxide; sodium carbonate; bromine / dichloromethane / 20 - 40 °C / Green chemistry
2.1: toluene-4-sulfonic acid / toluene / 4 h / Reflux; Green chemistry
3.1: potassium carbonate / dimethyl sulfoxide / 8 h / 150 °C / Green chemistry
3.2: 10 h / Reflux; Green chemistry
View Scheme
541-73-1

1,3-Dichlorobenzene

119446-68-3

difenconazole

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 4 h / 60 °C / Ionic liquid; Green chemistry
2.1: dihydrogen peroxide; sodium carbonate; bromine / dichloromethane / 20 - 40 °C / Green chemistry
3.1: toluene-4-sulfonic acid / toluene / 4 h / Reflux; Green chemistry
4.1: potassium carbonate / dimethyl sulfoxide / 8 h / 150 °C / Green chemistry
4.2: 10 h / Reflux; Green chemistry
View Scheme

difenoconazole nitrate

119446-68-3

difenconazole

Conditions
ConditionsYield
With sodium hydroxide In water; toluene at 60℃; pH=8 - 9; Large scale;

4-((2-(2-chloro-4-(4-chlorophenoxy)phenyl)-4-methyl-1,3-dioxolan-2-yl)methyl)-4H-1,2,4-triazole

119446-68-3

difenconazole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium hydroxide / water / 11 h / 97 °C
2: hydrogen bromide / 4.5 h / 55 °C
3: potassium carbonate / 1-methyl-pyrrolidin-2-one / 5.5 h / 163 °C
View Scheme
6842-62-2

3,4'-Dichlorobiphenyl ether

119446-68-3

difenconazole

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: aluminum (III) chloride / 1,2-dichloro-ethane / 10 - 50 °C
2: sulfuric acid / 1,2-dichloro-ethane / Reflux
3: 1-bromo-1,2,4-triazole / 5 - 10 °C
4: potassium hydroxide / dimethyl sulfoxide; N,N-dimethyl-formamide / 140 - 145 °C
View Scheme
119851-28-4

1-(2-chloro-4-(4-chlorophenoxy)phenyl)-ethan-1-one

119446-68-3

difenconazole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sulfuric acid / 1,2-dichloro-ethane / Reflux
2: 1-bromo-1,2,4-triazole / 5 - 10 °C
3: potassium hydroxide / dimethyl sulfoxide; N,N-dimethyl-formamide / 140 - 145 °C
View Scheme
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Specification

The IUPAC name of Difenoconazole is 1-[[2-[2-chloro-4-(4-chlorophenoxy)phenyl]-4-methyl-1,3-dioxolan-2-yl]methyl]-1,2,4-triazole. With the CAS registry number 119446-68-3, it is also named as Dragon. The product's categories are Alpha Sort; Conazoles Pesticides & Metabolites; D; D Alphabetic; DID - DIN; Fungicides; Pesticides, and the other registry number is 1135441-03-0. Besides, it is colorless solid, which should be stored in sealed place at 0-6 °C. In addition, its molecular formula is C19H17Cl2N3O3 and molecular weight is 406.27.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 4.92; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.92; (4)ACD/LogD (pH 7.4): 4.92; (5)ACD/BCF (pH 5.5): 3198.03; (6)ACD/BCF (pH 7.4): 3217.81; (7)ACD/KOC (pH 5.5): 11210.34; (8)ACD/KOC (pH 7.4): 11279.66; (9)#H bond acceptors: 6; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 5; (12)Index of Refraction: 1.641; (13)Molar Refractivity: 103.69 cm3; (14)Molar Volume: 287.1 cm3; (15)Surface Tension: 50.3 dyne/cm; (16)Density: 1.41 g/cm3; (17)Flash Point: 284.6 °C; (18)Melting Point: 76 °C; (19)Water Solubility: 15 mg/L at 25 °C; (20)Enthalpy of Vaporization: 82.62 kJ/mol; (21)Boiling Point: 547 °C at 760 mmHg; (22)Vapour Pressure: 5.09E-12 mmHg at 25 °C.

Uses of Difenoconazole: this chemical is triazole fungicides. It is used as an demethylation inhibitor of sterol. It is also used for the treatment of foliage and seed.

When you are using this chemical, please be cautious about it as the following: it is harmful if swallowed. It is also risk of serious damage to the eyes. Moreover, it may cause sensitization by skin contact. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing, gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
(1)SMILES: Clc4ccc(Oc1ccc(c(Cl)c1)C2(OCC(O2)C)Cn3ncnc3)cc4
(2)InChI: InChI=1/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
(3)InChIKey: BQYJATMQXGBDHF-UHFFFAOYAF

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
duck LD50 oral > 2150mg/kg (2150mg/kg)   Pesticide Manual. Vol. 9, Pg. 277, 1991.
rabbit LD50 skin > 2010mg/kg (2010mg/kg)   Pesticide Manual. Vol. 9, Pg. 277, 1991.
rat LC50 inhalation > 45mg/m3/4H (45mg/m3)   Pesticide Manual. Vol. 9, Pg. 277, 1991.
rat LD50 oral 1453mg/kg (1453mg/kg)   Pesticide Manual. Vol. 9, Pg. 277, 1991.

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