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66246-88-6

Basic Information
CAS No.: 66246-88-6
Name: Penconazole
Article Data: 17
Molecular Structure:
Molecular Structure of 66246-88-6 (Penconazole)
Formula: C13H15Cl2N3
Molecular Weight: 284.188
Synonyms: Topas;1-[2-(2,4-dichlorophenyl)pentyl]-1H-1,2,4-triazole;1H-1,2,4-triazole, 1-[2-(2,4-dichlorophenyl)pentyl]-;1-[2-(2,4-Dichlorophényl)pentyl]-1H-1,2,4-triazole;
EINECS: 266-275-6
Density: 1.27 g/cm3
Melting Point: 57.6-60.3 °C
Boiling Point: 415.3 °C at 760 mmHg
Flash Point: 204.9 °C
Solubility: 73 mg l-1 (25 °C)
Appearance: gray solid
Safety: 22-24/25
PSA: 30.71000
LogP: 4.16880
Synthetic route

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

66246-88-6

penconazole

Conditions
ConditionsYield
rhodium contaminated with carbon; platinumoxide; rhodiumoxide In tetrahydrofuran at 20℃; under 750.06 Torr; for 5.5h;71.4%
1-[2-(2,4-dichlorophenyl)-pentyl]-1,2-diformylhydrazine

1-[2-(2,4-dichlorophenyl)-pentyl]-1,2-diformylhydrazine

66246-88-6

penconazole

Conditions
ConditionsYield
In formamide
66246-88-6

penconazole

187670-56-0

2-[2-(2,4-dichlorophenyl)-pentyl]-2,4-dihydro-[1,2,4]triazole-3-thione

Conditions
ConditionsYield
Stage #1: penconazole With isopropylmagnesium chloride In tetrahydrofuran at 40℃; for 1.5h;
Stage #2: With sulfur In tetrahydrofuran at 0℃; for 1h;
Stage #3: With hydrogenchloride; water In tetrahydrofuran
60%
66246-88-6

penconazole

A

C13H13Cl2N3O

B

C13H13Cl2N3O

Conditions
ConditionsYield
With oxygen; tetramethylammonium tetrafluoroborate; C5H13N2O(1+)*BF4(1-); sodium hydrogencarbonate In water; acetonitrile Reagent/catalyst; Electrochemical reaction;A 19%
B 7%
872-50-4

1-methyl-pyrrolidin-2-one

7783-06-4

hydrogen sulfide

66246-88-6

penconazole

2-(2,4-dichloro-phenyl)-1-(5-mercapto-1,2,4-triazol-1-yl)-pentane

7783-06-4

hydrogen sulfide

66246-88-6

penconazole

2-(2,4-dichloro-phenyl)-1-(5-mercapto-1,2,4-triazol-1-yl)-pentane

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one
With 1-methyl-pyrrolidin-2-one
With 1-methyl-pyrrolidin-2-one
With 1-methyl-pyrrolidin-2-one
66246-88-6

penconazole

(-)-penconazole

(+)-penconazole

Conditions
ConditionsYield
With chiralpak IC column In hexane; isopropyl alcohol at 20℃; Thermodynamic data; Solvent; Temperature; Resolution of racemate; enantioselective reaction;
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  • Penconazole CAS No.66246-88-6

  • Casno:

    66246-88-6

    Penconazole CAS No.66246-88-6

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The Penconazole, with the CAS registry number 66246-88-6 and EINECS registry number 266-275-6, has the systematic name of 1-[2-(2,4-dichlorophenyl)pentyl]-1H-1,2,4-triazole. And the molecular formula of this chemical is C13H15Cl2N3. It is a kind of gray solid, and should be stored at 0-6°C. What's more, while dealing with this chemical, you should not breathe dust and then try to avoid contacting with skin and eyes. In addition, it is used in the control of powdery mildew, verturia noshicola and some other pathogen.

The physical properties of Penconazole are as following: (1)ACD/LogP: 3.67; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.66; (4)ACD/LogD (pH 7.4): 3.66; (5)ACD/BCF (pH 5.5): 357.52; (6)ACD/BCF (pH 7.4): 358.99; (7)ACD/KOC (pH 5.5): 2337.49; (8)ACD/KOC (pH 7.4): 2347.05; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 30.71 Å2; (13)Index of Refraction: 1.601; (14)Molar Refractivity: 76.43 cm3; (15)Molar Volume: 222.8 cm3; (16)Polarizability: 30.3×10-24cm3; (17)Surface Tension: 42.9 dyne/cm; (18)Density: 1.27 g/cm3; (19)Flash Point: 204.9 °C; (20)Enthalpy of Vaporization: 66.83 kJ/mol; (21)Boiling Point: 415.3 °C at 760 mmHg; (22)Vapour Pressure: 4.18E-07 mmHg at 25°C.

Preparation of Penconazole: This chemical can be prepared by 1-(1H-1,2,4-triazol-1-yl)-2-(2,4-dichlorophenyl)-1-penten. The reaction will need catalysts rhodiumoxide, platinumoxide and rhodium/carbon, and the solvent tetrahydrofuran. The reaction time is 5.5 hours with temperature of 20°C and pressure of 750.06 Pa, and the yield is about 71.4%. 

Penconazole can be prepared by 1-(1H-1,2,4-triazol-1-yl)-2-(2,4-dichlorophenyl)-1-penten

You can still convert the following datas into molecular structure:
(1)SMILES: Clc1ccc(c(Cl)c1)C(CCC)Cn2ncnc2
(2)InChI: InChI=1/C13H15Cl2N3/c1-2-3-10(7-18-9-16-8-17-18)12-5-4-11(14)6-13(12)15/h4-6,8-10H,2-3,7H2,1H3
(3)InChIKey: WKBPZYKAUNRMKP-UHFFFAOYAF

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 2444mg/kg (2444mg/kg)   Defense des Vegetaux. Vol. 38, Pg. 195, 1984.
rat LD50 oral 2125mg/kg (2125mg/kg)   Pesticide Manual. Vol. 9, Pg. 554, 1991.
rat LD50 skin > 3gm/kg (3000mg/kg)   Defense des Vegetaux. Vol. 38, Pg. 195, 1984.