Name: Propiconazole
SKU: 60207-90-1

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Basic Information

Molecular Structure:
CAS No.:	60207-90-1
Name:	Propiconazole
Article Data:	28

Formula:	C₁₅H₁₇Cl₂N₃O₂
Molecular Weight:	342.225
Synonyms:	Propiconazol;Wocosin;Tilt;Cane Sett Treatment;CGA 64250;Desmel;1-[[2-(2,4-dichlorophenyl)-4-propyl-1,3-dioxolan-2-yl]methyl]-1,2,4-triazole;1H-1,2,4-Triazole,1-[[2-(2,4-dichlorophenyl)- 4-propyl-1,3-dioxolan-2-yl]methyl]-;Proconazole;Radar (insecticide);Juno (pesticide);CGD 92710F;Propiconaozle;cis-trans-1-[2-(2,4-dichlorophenyl)-4-propyl-1,3-dioxolan-2-ylmethyl]-1H-1,2,4-triazole;Propiconzaole;1-[[2-(2,4-dichlorophenyl)-4-propyl-1,3-dioxolan-2-yl]methyl]-1H-1,2,4-triazole;Propuconazol;
EINECS:	262-104-4
Density:	1.39 g/cm³
Melting Point:	<25 °C
Boiling Point:	479.9 °C at 760 mmHg
Flash Point:	244.1 °C
Solubility:	100 mg l-1(2O °C)
Appearance:	normally provided as a yellow liquid
Hazard Symbols:	Xn, N, T, F
Risk Codes:	22-43-50/53-39/23/24/25-23/24/25-11
Safety:	36/37-46-60-61-45-16-7
Transport Information:	UN3082 9/PG 3
PSA:	49.17000
LogP:	3.65340

Synthetic route

: 288-88-0
1,2,4-Triazole

: propiconazole iodide

: 60207-90-1
Propiconazole

Conditions

Conditions	Yield
Stage #1: 1,2,4-Triazole With sodium hydroxide In toluene Reflux; Stage #2: propiconazole iodide In N,N-dimethyl-formamide at 90 - 100℃; Solvent;	97.5%

: C15H19Cl2N4O2(1+)*Br(1-)

: 60207-90-1
Propiconazole

Conditions

Conditions	Yield
Stage #1: C15H19Cl2N4O2(1+)*Br(1-) With hydrogenchloride; sodium nitrite In water at 10 - 20℃; for 2h; Stage #2: With water at 40℃; Temperature; Alkaline conditions;	94.3%

: 288-88-0
1,2,4-Triazole

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

: 60207-90-1
Propiconazole

Conditions

Conditions	Yield
With ethyltriphenylphosphonium bromide; potassium carbonate In 1-methyl-pyrrolidin-2-one at 130℃; Reagent/catalyst;	88.6%

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

: 60207-90-1
Propiconazole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: butan-1-ol / 8 h / 90 °C 2.1: hydrogenchloride; sodium nitrite / water / 2 h / 10 - 20 °C 2.2: 40 °C / Alkaline conditions View Scheme

: 2234-16-4
1-(2,4-dichlorophenyl)ethan-1-one

: 60207-90-1
Propiconazole

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: dihydrogen peroxide; sodium percarbonate; bromine / 1,2-dichloro-ethane / 20 - 45 °C 2: toluene-4-sulfonic acid / toluene / 4 h / Reflux 3: potassium carbonate / dimethyl sulfoxide / 8 h / Reflux View Scheme

: potassium 1,2,4-triazolate

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

: 60207-90-1
Propiconazole

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide for 8h; Reflux;

: 77-92-9
citric acid

: 60207-90-1
Propiconazole

: 1-[2-(2,4-dichlorophenyl)-4-propyl-1,3-dioxolan-2-ylmethyl]-1H-1,2,4-triazol-4-ium dihydrogen citrate

Conditions

Conditions	Yield
In methanol at 20℃;	99%

: 75-75-2
methanesulfonic acid

: 60207-90-1
Propiconazole

: 1-[2-(2,4-dichlorophenyl)-4-propyl-1,3-dioxolan-2-ylmethyl]-1H-1,2,4-triazol-4-ium methanesulfonate

Conditions

Conditions	Yield
In methanol at 20℃;	99%

: 98-11-3
benzenesulfonic acid

: 60207-90-1
Propiconazole

: 1-[2-(2,4-dichlorophenyl)-4-propyl-1,3-dioxolan-2-ylmethyl]-1H-1,2,4-triazol-4-ium benzenesulfonate

Conditions

Conditions	Yield
In methanol at 20℃;	99%

: 110-16-7
maleic acid

: 60207-90-1
Propiconazole

: 1-[2-(2,4-dichlorophenyl)-4-propyl-1,3-dioxolan-2-ylmethyl]-1H-1,2,4-triazol-4-ium maleate

Conditions

Conditions	Yield
In methanol at 20℃;	98%
In hexane for 1h; Product distribution / selectivity;

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History

Propiconazole was first developed by Janssen Pharmaceutica in 1979.

Specification

1.Introduction of Propiconazole

Propiconazole ,with its cas register number 60207-90-1, is a kind of yellowish, odourless, viscous liquid. It also can be called 1-(2-(2,4-Dichlorophenyl)-4-propyl-1,3-dioxolan-2-ylmethyl)-1H-1,2,4-triazole ; Banner ; CGA-64250 ; CGD 92710F ; Caswell No. 323EE ; Desmel ; EPA Pesticide Chemical Code 122101 ; HSDB 6731 ; Orbit and Propiconazole. Propiconazole should be stored in shady and cool warehouse.

2. Properties of Propiconazole

(1) Index of Refraction: 1.623 (2) Molar Refractivity: 86.41 cm3 (3) Molar Volume: 244.8 cm3
(4) Polarizability: 34.25×10-24cm3 (5) Surface Tension: 48.4 dyne/cm (6) Density: 1.39 g/cm3
(7) Flash Point: 244.1 °C (8) Enthalpy of Vaporization: 74.44 kJ/mol (9) Boiling Point: 479.9 °C at 760 mmHg
(10) Vapour Pressure: 2.26E-09 mmHg at 25°C

3.Structure descriptors of Propiconazole

Canonical SMILES: CCCC1COC(O1)(CN2C=NC=N2)C3=C(C=C(C=C3)Cl)Cl
InChI: InChI=1S/C15H17Cl2N3O2/c1-2-3-12-7-21-15(22-12,8-20-10-18-9-19-20)13-5-4-11(16)6-14(13)17/h4-6,9-10,12H,2-3,7-8H2,1H3
InChIKey: STJLVHWMYQXCPB-UHFFFAOYSA-N

4. Safety information of Propiconazole

Hazard Codes: Harmful Xn, Dangerous N, Toxic T, Flammable F
Risk Statements: 22-43-50/53-39-23/24/25-11
R22:Harmful if swallowed.
R43:May cause sensitization by skin contact.
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R39:Danger of very serious irreversible effects.
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.
R11:Highly flammable.
Safety Statements: 36/37-46-60-61-45-16-7
S36/37:Wear suitable protective clothing and gloves.
S46:If swallowed, seek medical advice immediately and show this container or label.
S60:This material and its container must be disposed of as hazardous waste.
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S16:Keep away from sources of ignition.
S7:Keep container tightly closed.
RIDADR: UN3082 9/PG 3
RTECS: XZ4620000
Low toxicity by ingestion. When heated to decomposition it emits toxic vapors of NOx and Cl−.

5. Uses of Propiconazole

Propiconazole is a triazole fungicide used agriculturally on grasses grown for seed, mushrooms, corn, wild rice, peanuts, almonds, sorghum, etc. Propiconazole can be absorbed by the roots, stems and leaves, and plants conduct it upward quickly.

6.Toxicity data of Propiconazole

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
rat	LC50	inhalation	1264mg/m3/4H (1264mg/m3)	National Technical Information Service. Vol. OTS0543201,
rat	LD50	oral	1517mg/kg (1517mg/kg)	Proceedings-British Crop Protection Conference-Pests and Diseases. Vol. -, Pg. 508, 1979.
rat	LD50	skin	> 4gm/kg (4000mg/kg)	Proceedings-British Crop Protection Conference-Pests and Diseases. Vol. -, Pg. 508, 1979.