Prothioconazole

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  • Identifiers

    CAS number
    178928-70-6

    Molecular formula
    C14H15Cl2N3OS

    SMILES
    C1CC1(C(CC2=CC=CC=C2Cl)(CN3C(=S)N=CN3)O)Cl

    Safety labels

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Odorless 56.28%
    Animal 23.08%
    Bitter 20.39%
    Savory 19.04%
    Cooling 18.41%
    Fresh 17.23%
    Balsamic 17.06%
    Cooked 16.82%
    Floral 16.75%
    Grape 16.51%

     

    Flavor
    Bitter 80.23%
    Odorless 37.44%
    Bland 24.97%
    Sweet-like 20.58%
    Mild 19.55%
    Nitrile 19.16%
    Cedarleaf 18.9%
    Very strong 18.82%
    Scallion 18.6%
    Indole 18.47%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.7

    pKa est.
    6.62 (neutral)

    Molecular weight
    344.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 139.1-144.5 °C

    Boiling point

    • BP: 587 °C (calc)

    Flash point

    • 201.96 ˚C est.

    Solubility expt.

    • In n-hexane <0.1, xylene 8, n-octanol 58, isopropanol 87, acetonitrile 69, DMSO 126, dichloromethane 88, ethyl acetate, polyethylene glycol and acetone all >250 (all in g/L, 20 °C)
    • In water, 300 mg/L at 20 °C

  • Synonyms

    • Prothioconazole
    • 178928-70-6
    • JAU 6476
    • 2-[2-(1-Chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-1,2-dihydro-3H-1,2,4-triazole-3-thione
    • 3H-1,2,4-Triazole-3-thione, 2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-1,2-dihydro-
    • 27B9FV58IY
    • DTXSID4034869
    • JAU-6476
    • 2-(2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl)-1,2-dihydro-3H-1,2,4-triazole-3-thione
    • DTXCID2014869
    • (RS)-2-(2-(1-CHLOROCYCLOPROPYL)-3-(2-CHLOROPHENYL)-2-HYDROXYPROPYL)-2,4-DIHYDRO-1,2,4-TRIAZOLE-3-THIONE
    • 3H-1,2,4-TRIAZOLE-3-THIONE, 2-(2-(1-CHLOROCYCLOPROPYL)-3-(2-CHLOROPHENYL)-2-HYDROXYPROPYL)-1,2-DIHYDRO-
    • RefChem:870035
    • CHEBI:82036
    • 2-(2-(1-Chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl)-1H-1,2,4-triazole-3(2H)-thione
    • MFCD08273847
    • C14H15Cl2N3OS
    • Prothioconazole [ISO:BSI]
    • UNII-27B9FV58IY
    • PROLINE 480 SC Fungicide
    • 2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-1H-1,2,4-triazole-3-thione
    • HSDB 7893
    • PROTHIOCONAZOLE [MI]
    • SCHEMBL21497
    • PROTHIOCONAZOLE [ISO]
    • SCHEMBL471126
    • SCHEMBL571160
    • orb1306766
    • CHEMBL2251446
    • SCHEMBL29376852
    • SCHEMBL29511877
    • CHEBI:84008
    • MSK21196
    • Tox21_303849
    • AKOS024462906
    • AKOS040744510
    • DS-9631
    • NCGC00357118-01
    • DA-77164
    • FC172545
    • HY-116568
    • CAS-178928-70-6
    • CS-0065913
    • NS00002744
    • C18888
    • D78065
    • Pesticide5_Prothioconazole_C14H15Cl2N3OS_Redigo
    • Q10816580
    • 2-(1-chloro-cyclopropyl)-1(2-chlorophenyl)-3-(5-mercapto-1,2,4-triazol-1-yl)-propan-2-ol
    • 2-(1-chloro-cyclopropyl)-1-(2-chloro-phenyl)-3-(5-mercapto-1,2,4-triazol-1-yl)-propan-2-ol
    • 2-(1-chloro-cyclopropyl)-1-(2-chlorophenyl)-3-(5-mercapto-1 ,2,4-triazol-1-yl)-propan-2-ol
    • 2-(1-chloro-cyclopropyl)-1-(2-chlorophenyl)-3-(5-mercapto-1,2,4-triazol-1-yl)-propan-2-ol
    • 2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxy-propyl]-1H-1,2,4-triazole-3-thione
    • 2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxy-propyl]-4H-1,2,4-triazole-3-thione
    • 2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-1,2-dihydro-1,2,4-triazole-3-thione
    • 2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-2,4-dihydro-3h-1,2,4-triazole-3-thione
    • Prothioconazole (2-(2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl)-1,2-dihydro-3H-1,2,4-triazole-3-thione)
    • 178928-70-6

  • Applications

    Prothioconazole (CAS 178928-70-6) is a triazole fungicide used in agriculture to control fungal diseases on a range of crops; typical applications include foliar sprays for cereals (wheat, barley), oilseeds, vegetables, and grapes, as well as seed treatments to protect seedlings, leveraging its systemic action to suppress fungal growth from root to shoot and into fruits; formulations are used in crop protection products and are often combined with other fungicides in integrated disease management programs.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 18.48
    methanol 28.76
    isopropanol 13.22
    water 0.03
    ethyl acetate 12.37
    n-propanol 15.65
    acetone 51.01
    n-butanol 12.11
    acetonitrile 10.83
    DMF 127.33
    toluene 1.91
    isobutanol 8.56
    1,4-dioxane 34.32
    methyl acetate 20.76
    THF 96.41
    2-butanone 49.27
    n-pentanol 11.57
    sec-butanol 13.33
    n-hexane 0.04
    ethylene glycol 14.72
    NMP 44.18
    cyclohexane 0.13
    DMSO 55.65
    n-butyl acetate 11.34
    n-octanol 7.76
    chloroform 16.53
    n-propyl acetate 13.97
    acetic acid 23.24
    dichloromethane 11.22
    cyclohexanone 40.45
    propylene glycol 30.65
    isopropyl acetate 9.77
    DMAc 176.93
    2-ethoxyethanol 61.04
    isopentanol 9.32
    n-heptane 0.16
    ethyl formate 15.05
    1,2-dichloroethane 5.36
    n-hexanol 8.86
    2-methoxyethanol 103.42
    isobutyl acetate 9.78
    tetrachloromethane 0.87
    n-pentyl acetate 15.71
    transcutol 98.74
    n-heptanol 9.5
    ethylbenzene 1.35
    MIBK 12.59
    2-propoxyethanol 52.2
    tert-butanol 10.76
    MTBE 6.07
    2-butoxyethanol 37.87
    propionic acid 13.09
    o-xylene 1.44
    formic acid 19.36
    diethyl ether 3.79
    m-xylene 1.16
    p-xylene 2.41
    chlorobenzene 4.41
    dimethyl carbonate 15.0
    n-octane 0.11
    formamide 37.58
    cyclopentanone 59.82
    2-pentanone 23.45
    anisole 14.48
    cyclopentyl methyl ether 9.23
    gamma-butyrolactone 42.82
    1-methoxy-2-propanol 72.63
    pyridine 30.29
    3-pentanone 13.65
    furfural 54.8
    n-dodecane 0.16
    diethylene glycol 55.13
    diisopropyl ether 0.86
    tert-amyl alcohol 10.88
    acetylacetone 41.28
    n-hexadecane 0.19
    acetophenone 22.91
    methyl propionate 17.42
    isopentyl acetate 11.99
    trichloroethylene 22.27
    n-nonanol 8.74
    cyclohexanol 8.25
    benzyl alcohol 22.5
    2-ethylhexanol 5.0
    isooctanol 7.37
    dipropyl ether 4.43
    1,2-dichlorobenzene 4.37
    ethyl lactate 17.97
    propylene carbonate 22.79
    n-methylformamide 38.72
    2-pentanol 5.66
    n-pentane 0.05
    1-propoxy-2-propanol 32.44
    1-methoxy-2-propyl acetate 24.39
    2-(2-methoxypropoxy) propanol 38.96
    mesitylene 0.74
    ε-caprolactone 33.47
    p-cymene 1.68
    epichlorohydrin 45.57
    1,1,1-trichloroethane 4.35
    2-aminoethanol 24.27
    morpholine-4-carbaldehyde 87.97
    sulfolane 45.58
    2,2,4-trimethylpentane 0.08
    2-methyltetrahydrofuran 21.04
    n-hexyl acetate 15.31
    isooctane 0.05
    2-(2-butoxyethoxy)ethanol 51.48
    sec-butyl acetate 8.57
    tert-butyl acetate 10.55
    decalin 0.12
    glycerin 52.28
    diglyme 82.69
    acrylic acid 15.39
    isopropyl myristate 6.19
    n-butyric acid 17.4
    acetyl acetate 9.35
    di(2-ethylhexyl) phthalate 11.28
    ethyl propionate 9.93
    nitromethane 54.11
    1,2-diethoxyethane 19.96
    benzonitrile 14.84
    trioctyl phosphate 6.65
    1-bromopropane 1.79
    gamma-valerolactone 116.71
    n-decanol 5.9
    triethyl phosphate 6.56
    4-methyl-2-pentanol 3.78
    propionitrile 9.71
    vinylene carbonate 23.24
    1,1,2-trichlorotrifluoroethane 62.89
    DMS 12.96
    cumene 1.07
    2-octanol 6.34
    2-hexanone 22.87
    octyl acetate 9.69
    limonene 2.35
    1,2-dimethoxyethane 81.86
    ethyl orthosilicate 5.81
    tributyl phosphate 6.87
    diacetone alcohol 30.98
    N,N-dimethylaniline 9.2
    acrylonitrile 17.06
    aniline 8.55
    1,3-propanediol 33.17
    bromobenzene 3.18
    dibromomethane 3.98
    1,1,2,2-tetrachloroethane 17.3
    2-methyl-cyclohexyl acetate 12.22
    tetrabutyl urea 15.82
    diisobutyl methanol 3.05
    2-phenylethanol 19.01
    styrene 2.01
    dioctyl adipate 12.97
    dimethyl sulfate 23.57
    ethyl butyrate 9.82
    methyl lactate 30.37
    butyl lactate 21.81
    diethyl carbonate 7.34
    propanediol butyl ether 44.04
    triethyl orthoformate 9.75
    p-tert-butyltoluene 1.65
    methyl 4-tert-butylbenzoate 20.29
    morpholine 55.02
    tert-butylamine 2.69
    n-dodecanol 3.92
    dimethoxymethane 66.76
    ethylene carbonate 17.08
    cyrene 48.02
    2-ethoxyethyl acetate 28.09
    2-ethylhexyl acetate 8.25
    1,2,4-trichlorobenzene 7.84
    4-methylpyridine 22.5
    dibutyl ether 4.96
    2,6-dimethyl-4-heptanol 3.05
    DEF 26.8
    dimethyl isosorbide 50.97
    tetrachloroethylene 8.51
    eugenol 31.04
    triacetin 23.89
    span 80 27.01
    1,4-butanediol 19.24
    1,1-dichloroethane 5.16
    2-methyl-1-pentanol 9.16
    methyl formate 28.04
    2-methyl-1-butanol 8.39
    n-decane 0.24
    butyronitrile 10.02
    3,7-dimethyl-1-octanol 6.35
    1-chlorooctane 1.51
    1-chlorotetradecane 0.74
    n-nonane 0.16
    undecane 0.19
    tert-butylcyclohexane 0.1
    cyclooctane 0.05
    cyclopentanol 13.48
    tetrahydropyran 16.93
    tert-amyl methyl ether 5.6
    2,5,8-trioxanonane 59.61
    1-hexene 0.39
    2-isopropoxyethanol 34.27
    2,2,2-trifluoroethanol 11.86
    methyl butyrate 18.02

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction