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Azaconazole
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Name

Azaconazole

 EINECS 262-102-3
CAS No. 60207-31-0 Density 1.51 g/cm3
PSA 49.17000 LogP 2.48470
Solubility 0.3g/l (20°C), In water Melting Point 112.6°C
Formula C12H11 Cl2 N3 O2 Boiling Point 460.7 °C at 760 mmHg
Molecular Weight 300.144 Flash Point 232.4 °C
Transport Information N/A Appearance N/A
Safety 46 Risk Codes 22
Molecular Structure Molecular Structure of 60207-31-0 (Azaconazole) Hazard Symbols Xn
Synonyms

1-[[2-(2,4-Dichlorophenyl)-1,3-dioxolan-2-yl]methyl]-1H-1,2,4-triazole;Azaconazole; Azoconazole; Madurox; R 28644; Rodewod

Article Data 15

Azaconazole Synthetic route

288-88-0

1,2,4-Triazole

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

60207-31-0

azaconazole

Conditions
ConditionsYield
Stage #1: 1,2,4-Triazole With sodium In methanol at 20℃; for 0.5h;
Stage #2: 2-(bromomethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolane With potassium iodide for 3h; Reflux;		59.98%
Stage #1: 1,2,4-Triazole With sodium In methanol at 20℃; for 0.5h;
Stage #2: 2-(bromomethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolane With potassium iodide In N,N-dimethyl-formamide at 130℃; for 3h;		59.98%
With sodium In N-methyl-acetamide; methanol
107-21-1

ethylene glycol

58905-16-1

1-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone

60207-31-0

azaconazole

Conditions
ConditionsYield
With toluene-4-sulfonic acid In pentan-1-ol for 20h; Reflux;56.7%
With toluene-4-sulfonic acid In 5,5-dimethyl-1,3-cyclohexadiene; pentan-1-ol for 20h; Reflux;56.7%

1-(2,4-dichlorophenyl)-2-(4-amino-4H-1,2,4-triazolyl)ethanone hydrochloride

60207-31-0

azaconazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride; sodium nitrite / water / 0 - 5 °C
2: toluene-4-sulfonic acid / pentan-1-ol / 20 h / Reflux
View Scheme
2234-16-4

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

60207-31-0

azaconazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: bromine / butan-1-ol / 2 h / 20 °C
1.2: 4 h / Reflux
2.1: sodium / methanol / 0.5 h / 20 °C
2.2: 3 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1.1: aluminum (III) chloride; bromine / diethyl ether / Cooling with ice
2.1: toluene-4-sulfonic acid / butan-1-ol; benzene / 6 h / Reflux
3.1: sodium / methanol / 0.5 h / 20 °C
3.2: 3 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1: aluminum (III) chloride; chlorine / diethyl ether / Cooling with ice
2: isopropyl alcohol / 4 h / Reflux
3: toluene-4-sulfonic acid / pentan-1-ol / 20 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1.1: toluene-4-sulfonic acid / benzene; butan-1-ol / 6 h / 86 - 87 °C
2.1: bromine / 20 °C
3.1: sodium / methanol / 0.5 h / 20 °C
3.2: 3 h / 130 °C
View Scheme
Multi-step reaction with 3 steps
1.1: aluminum (III) chloride; bromine / diethyl ether / Cooling with ice
2.1: toluene-4-sulfonic acid / benzene; butan-1-ol / 5 h / 87 - 88.5 °C
3.1: sodium / methanol / 0.5 h / 20 °C
3.2: 3 h / 130 °C
View Scheme
2631-72-3

2,4-dichlorophenacyl bromide

60207-31-0

azaconazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: toluene-4-sulfonic acid / butan-1-ol; benzene / 6 h / Reflux
2.1: sodium / methanol / 0.5 h / 20 °C
2.2: 3 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1.1: toluene-4-sulfonic acid / benzene; butan-1-ol / 5 h / 87 - 88.5 °C
2.1: sodium / methanol / 0.5 h / 20 °C
2.2: 3 h / 130 °C
View Scheme
4252-78-2

2,2',4'-trichloroacetophenone

60207-31-0

azaconazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: isopropyl alcohol / 4 h / Reflux
2: toluene-4-sulfonic acid / pentan-1-ol / 20 h / Reflux
View Scheme
541-73-1

1,3-Dichlorobenzene

60207-31-0

azaconazole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: aluminum (III) chloride / 1,2-dichloro-benzene / 0.33 h
1.2: Cooling with ice
2.1: bromine / butan-1-ol / 2 h / 20 °C
2.2: 4 h / Reflux
3.1: sodium / methanol / 0.5 h / 20 °C
3.2: 3 h / Reflux
View Scheme
Multi-step reaction with 4 steps
1.1: aluminum (III) chloride / 1,2-dichloro-benzene / 0.33 h
1.2: Cooling with ice
2.1: aluminum (III) chloride; chlorine / diethyl ether / Cooling with ice
3.1: isopropyl alcohol / 4 h / Reflux
4.1: toluene-4-sulfonic acid / pentan-1-ol / 20 h / Reflux
View Scheme
Multi-step reaction with 4 steps
1.1: aluminum (III) chloride / 1,2-dichloro-benzene / 0.33 h
1.2: Cooling with ice
2.1: aluminum (III) chloride; bromine / diethyl ether / Cooling with ice
3.1: toluene-4-sulfonic acid / butan-1-ol; benzene / 6 h / Reflux
4.1: sodium / methanol / 0.5 h / 20 °C
4.2: 3 h / Reflux
View Scheme

C10H10Cl2O2

60207-31-0

azaconazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: bromine / 20 °C
2.1: sodium / methanol / 0.5 h / 20 °C
2.2: 3 h / 130 °C
View Scheme
118227-30-8

1-(2,4-dichlorophenyl)-2-(4-amino-4H-1,2,4-triazoliumyl)ethanone chloride

60207-31-0

azaconazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride; sodium nitrite / water / 0 - 20 °C
2: toluene-4-sulfonic acid / pentan-1-ol; 5,5-dimethyl-1,3-cyclohexadiene / 20 h / Reflux
View Scheme
60207-31-0

azaconazole

1-[[2-(2,4-dichlorophenyl)-1,3-dioxolan-2-yl]methyl]-1H-1,2,4-triazole nitrate

Conditions
ConditionsYield
With nitric acid In di-isopropyl ether3.0 g
With nitric acid In di-isopropyl ether Cooling;3 g

Azaconazole Chemical Properties

Molecular Formula: C12H11Cl2N3O2
Molar mass: 300.14 g/mol
EINECS: 262-102-3
Density: 1.51 g/cm3
Flash Point: 232.4 °C
Index of Refraction: 1.658
Boiling Point: 460.7 °C at 760 mmHg
Vapour Pressure: 1.14E-08 mmHg at 25°C
Storage temp: 0-6°C
Structure of Azaconazole (60207-31-0):
        
XLogP3-AA: 2.3
H-Bond Donor: 0
H-Bond Acceptor: 4
IUPAC Name: 1-[[2-(2,4-Dichlorophenyl)-1,3-dioxolan-2-yl]methyl]-1,2,4-triazole
Canonical SMILES: C1COC(O1)(CN2C=NC=N2)C3=C(C=C(C=C3)Cl)Cl
InChI: InChI=1S/C12H11Cl2N3O2/c13-9-1-2-10(11(14)5-9)12(18-3-4-19-12)6-17-8-15-7-16-17/h1-2,5,7-8H,3-4,6H2 
InChIKey: AKNQMEBLVAMSNZ-UHFFFAOYSA-N

Azaconazole Uses

 Azaconazole (60207-31-0) can be used for wood preservation.

Azaconazole Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral 114mg/kg (114mg/kg)   Pesticide Manual. Vol. 9, Pg. 43, 1991.
mouse LD50 oral 1123mg/kg (1123mg/kg)   Pesticide Manual. Vol. 9, Pg. 43, 1991.
rat LD50 oral 308mg/kg (308mg/kg)   Pesticide Manual. Vol. 9, Pg. 43, 1991.
rat LD50 skin > 2560mg/kg (2560mg/kg)   Pesticide Manual. Vol. 9, Pg. 43, 1991.

Azaconazole Safety Profile

Hazard Codes: Xn
Risk Statements:
22:  Harmful if swallowed 
Safety Statements:
46:  If swallowed, seek medical advice immediately and show this container or label

Azaconazole Specification

 Azaconazole (60207-31-0) also can be called 1H-1,2,4-triazole, 1-[[2-(2,4-dichlorophenyl)-1,3-dioxolan-2-yl]methyl]- ; 1-{[2-(2,4-Dichlorphenyl)-1,3-dioxolan-2-yl]methyl}-1H-1,2,4-triazol ; 1-[[2-(2,4-Dichlorophenyl)-1,3-dioxolan-2-yl]methyl]-1H-1,2,4-triazole .

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