Captafol

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  • Identifiers

    CAS number
    2425-06-1

    Molecular formula
    C10H9Cl4NO2S

    SMILES
    C1C=CCC2C1C(=O)N(C2=O)SC(C(Cl)Cl)(Cl)Cl

    Safety labels

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Odorless 52.83%
    Meaty 24.7%
    Savory 24.23%
    Cooling 23.08%
    Cooked 18.85%
    Roasted 18.52%
    Woody 17.57%
    Spicy 16.22%
    Mint 15.74%
    Bitter 15.6%

     

    Flavor
    Bitter 70.09%
    Odorless 28.53%
    Bland 22.22%
    Nitrile 19.93%
    Sweet-like 19.73%
    Cedarleaf 19.66%
    Taco 18.56%
    Scallion 18.56%
    Bouillon 18.36%
    Oriental 18.22%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.8

    pKa est.
    5.24 (weak acid)

    Molecular weight
    349.1 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 321 °F (Decomposes) (NIOSH, 2024)
    • 160-161 °C; decomposes slowly at melting point
    • 160 - 161 °C
    • 160-161 °C
    • 321 °F (decomposes)
    • 321 °F (Decomposes)

    Boiling point

    • Decomposes (NIOSH, 2024)
    • decomposes
    • Decomposes

    Flash point

    • 163.93 ˚C est.

    Solubility expt.

    • 0.0001 % (NIOSH, 2024)
    • Slightly soluble in most organic solvents; solubility (g/kg): isopropanol 13; benzene 25; toluene 17; xylene 100; acetone 43; methyl ethyl ketone 44; dimethyl sulfoxide 170
    • In water, 1.4 mg/l @ 20 °C
    • Solubility in water: none
    • 0.0001%

  • Synonyms

    • Captafol
    • 2425-06-1
    • Merpafol
    • Folcid
    • Arborseal
    • Terrazol
    • Difosan
    • Foltaf
    • Sanspor
    • DIFOLATAN
    • Proxel EF
    • Haipen 50
    • Captofol
    • Kenofol
    • Haipen
    • Difolatan BOW
    • Difolatan 4F
    • Nalco 7046
    • Santar SM
    • Difolatan 4F1
    • Difolatan 80W
    • Alfloc 7020
    • Alfloc 7046
    • Ortho 5865
    • Difolatan, JMAF
    • Tetrachloroethylthiotetrahydrophthalimide
    • DTXSID4020242
    • CHEBI:81938
    • N-(Tetrachloroethylthio)tetrahydrophthalimide
    • Sulfonimide
    • Sulpheimide
    • (Tetrachloroethylthio)tetrahydrophthalimide
    • DTXCID60242
    • 1,2,3,6-Tetrahydro-N-(1,1,2,2-tetrachloroethylthio)phthalimide
    • N-1,1,2,2-Tetrachloroethylmercapto-4-cyclohexene-1,2-carboximide
    • 3a,4,7,7a-Tetrahydro-2-[(1,1,2,2-tetrachloroethyl)thio]-1H-isoindole-1,3(2H)-dione
    • N-(1,1,2,2-Tetrachloroethylthio)-4-cyclohexene-1,2-dicarboximide
    • 3a,4,7,7a-Tetrahydro-N-(1,1,2,2-tetrachloroethanesulphenyl)phthalimide
    • 2-(1,1,2,2-tetrachloroethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione
    • captefol
    • N-(1,1,2,2-Tetrachloroethylthio)-.DELTA.4-tetrahydrophthalimide
    • N-(1,1,2,2-tetrachloroethylthio)-Delta(4)-tetrahydrophthalimide
    • N-(1,1,2,2-Tetrachloraethylthio)-cyclohex-4-en-1,4-diacarboximid
    • N-(1,1,2,2-Tetrachloroethylthio)-4-cyclohexene-1,2-dicarboximide, 8CI
    • N-[(1,1,2,2-tetrachloroethyl)sulfenyl]-4-cyclohexene-1,2-dicarboximide
    • CS 5623
    • 2-[(1,1,2,2-tetrachloroethyl)sulfanyl]-2,3,3a,4,7,7a-hexahydro-1H-isoindole-1,3-dione
    • 2-[(1,1,2,2-Tetrachloroethyl)sulfanyl]-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione
    • 2-[(1,1,2,2-tetrachloroethyl)thio]-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione
    • 3a,4,7,7a-Tetrahydro-2-[(1,1,2,2-tetrachloroethyl)thio]-1H-isoindole-1,3(2H)-dione, 9CI
    • CAPTAFOL (IARC)
    • CAPTAFOL [HSDB]
    • CAPTAFOL [IARC]
    • CAPTAFOL [ISO]
    • CAS-2425-06-1
    • CAPTAFOL [MI]
    • Captatol
    • Sanseal
    • Alfloc
    • N-(1,1,2,2-Tetrachloroethylthio)-delta4-tetrahydrophthalimide
    • SantarSM
    • N-((1,1,2,2-tetrachloroethyl)sulfenyl)-4-cyclohexene-1,2-dicarboximide
    • 4-Cyclohexene-1,2-dicarboximide, N-((1,1,2,2-tetrachloroethyl)thio)-
    • 4-Cyclohexene-1,2-dicarboximide, N-[(1,1,2,2-tetrachloroethyl)thio]-
    • N-((1,1,2,2-Tetrachloroethyl)sulfenyl)-cis-4-cyclohexene-1,2-dicarboximide
    • N-(1,1,2,2-Tetrachloraethylthio)-cyclohex-4-en-1,4-diacarboximid [German]
    • 2-((1,1,2,2-tetrachloroethyl)sulfanyl)-2,3,3a,4,7,7a-hexahydro-1H-isoindole-1,3-dione
    • 2-((1,1,2,2-tetrachloroethyl)sulfanyl)-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione
    • 1H-Isoindole-1,3(2H)-dione, 3a,4,7,7a-tetrahydro-2-((1,1,2,2-tetrachloroethyl)thio)-
    • 1H-Isoindole-1,3(2H)-dione, 3a,4,7,7a-tetrahydro-2-[(1,1,2,2-tetrachloroethyl)thio]-
    • 3a,4,7,7a-Tetrahydro-2-((1,1,2,2-tetrachloroethyl)thio)-1H-isoindole-1,3(2H)-dione, 9CI
    • Captafol (ACGIH)
    • N-(1,1,2,2-Tetrachloraethylthio)-tetrahydrophthalamid
    • Ortho 5,865
    • SCHEMBL22930
    • CHEMBL1893263
    • JHRWWRDRBPCWTF-UHFFFAOYSA-
    • N-((1,1,2,2-TETRACHLOROETHYL)THIO-4-CYCLOHEXENE-1,2-DICARBOXIMIDE, CIS-
    • N-(1,1,2,2-TETRACHLORAETHYLTHIO)-CYCLOHEX-4-EN-1,4-DIACARBOXIMID (GERMAN)
    • Tox21_201709
    • Tox21_300801
    • N-(1,1,2,2-tetrachloroethylmercapto)-4-cyclohexene-1,2-dicarboximide
    • AKOS015898369
    • MSK21228-100M
    • N-(1,1,2,2-Tetrachloroethylsulfenyl)-cis-4-cyclohexene-1,2-dicarboximide
    • Captafol 100 microg/mL in Cyclohexane
    • USEPA/OPP Pesticide Code: 081702
    • NCGC00163962-01
    • NCGC00168296-01
    • NCGC00168296-02
    • NCGC00168296-03
    • NCGC00254705-01
    • NCGC00259258-01
    • Captafol Solution in Methanol, 100ug/mL
    • DB-046378
    • Captafol, PESTANAL(R), analytical standard
    • NS00005473
    • NS00122526
    • C18754
    • Q63088167
    • N((1,1,2,2Tetrachloroethyl)thio)4cyclohexene1,2dicarboximde
    • n-(1,1,2,2-tetrachloroethylthio)cyclohex-4-ene-1,2-dicarboximide
    • N-(1,1,2,2-TETRACHLOROETHYLTHIO)-4-CYCLOHEXENE-1,2-DICARBOXYIMIDE
    • N-1,1,2,2-TETRACHLOROETHYLMERCAPTO-4-CYCLOHEXENE-1,2-DICARBOXIMIDE
    • 2-(1,1,2,2-Tetrachloroethylsulfanyl)-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione
    • 3a,4,7,7a-Tetrahydro-2-(1,1,2,2-tetrachloroethyl)thio-1H-isoindole-1,3(2H)-dione
    • 1-H-ISOINDOLE-1,3(2H)-DIONE, 3A,4,7,7A-TETRAHYDRO-2-((1,1,2,2-TETRACHLOROETHYL)THIO)-
    • 1H-Isoindole-1,3(2H)-dione, 3a,4,7,7a-tetrahydro-2-((1,1,2,2-tetrachloroethyl)thio)-(9CI)
    • 2-[(1,1,2,2-Tetrachloroethyl)sulfanyl]-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione #
    • 219-363-3
    • InChI=1/C10H9Cl4NO2S/c11-9(12)10(13,14)18-15-7(16)5-3-1-2-4-6(5)8(15)17/h1-2,5-6,9H,3-4H2

  • Applications

    Captafol (CAS 2425-06-1) is a chlorinated fungicide historically used in agriculture to control a broad spectrum of fungal diseases on crops, including fruits, vegetables and ornamentals; it is applied as seed treatment, soil application or foliar spray, and has been used for post-harvest protection as well as in nursery/ornamental crop care; usage is subject to regulatory restrictions and formulation limits in different regions.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 10.94
    methanol 12.77
    isopropanol 7.05
    water 0.1
    ethyl acetate 35.2
    n-propanol 10.82
    acetone 59.88
    n-butanol 11.41
    acetonitrile 35.69
    DMF 203.1
    toluene 36.75
    isobutanol 8.99
    1,4-dioxane 56.89
    methyl acetate 44.57
    THF 144.04
    2-butanone 54.8
    n-pentanol 12.17
    sec-butanol 9.59
    n-hexane 1.07
    ethylene glycol 6.48
    NMP 273.69
    cyclohexane 3.04
    DMSO 80.71
    n-butyl acetate 38.25
    n-octanol 7.63
    chloroform 129.8
    n-propyl acetate 34.57
    acetic acid 34.31
    dichloromethane 113.86
    cyclohexanone 104.85
    propylene glycol 7.03
    isopropyl acetate 28.94
    DMAc 203.41
    2-ethoxyethanol 32.59
    isopentanol 12.29
    n-heptane 1.6
    ethyl formate 34.53
    1,2-dichloroethane 62.05
    n-hexanol 16.64
    2-methoxyethanol 53.51
    isobutyl acetate 22.66
    tetrachloromethane 15.93
    n-pentyl acetate 30.27
    transcutol 64.96
    n-heptanol 11.21
    ethylbenzene 17.74
    MIBK 32.81
    2-propoxyethanol 50.5
    tert-butanol 9.4
    MTBE 13.56
    2-butoxyethanol 32.55
    propionic acid 20.86
    o-xylene 22.23
    formic acid 23.31
    diethyl ether 16.73
    m-xylene 21.49
    p-xylene 24.72
    chlorobenzene 58.69
    dimethyl carbonate 45.69
    n-octane 0.78
    formamide 47.22
    cyclopentanone 157.76
    2-pentanone 45.68
    anisole 46.88
    cyclopentyl methyl ether 48.53
    gamma-butyrolactone 157.36
    1-methoxy-2-propanol 40.66
    pyridine 127.86
    3-pentanone 41.12
    furfural 199.54
    n-dodecane 0.78
    diethylene glycol 41.18
    diisopropyl ether 5.99
    tert-amyl alcohol 11.23
    acetylacetone 77.73
    n-hexadecane 0.94
    acetophenone 68.26
    methyl propionate 43.33
    isopentyl acetate 34.96
    trichloroethylene 191.01
    n-nonanol 8.73
    cyclohexanol 21.19
    benzyl alcohol 46.54
    2-ethylhexanol 14.46
    isooctanol 9.91
    dipropyl ether 15.45
    1,2-dichlorobenzene 60.99
    ethyl lactate 29.29
    propylene carbonate 85.47
    n-methylformamide 64.47
    2-pentanol 8.69
    n-pentane 1.2
    1-propoxy-2-propanol 34.86
    1-methoxy-2-propyl acetate 52.16
    2-(2-methoxypropoxy) propanol 41.91
    mesitylene 11.48
    ε-caprolactone 81.58
    p-cymene 13.99
    epichlorohydrin 157.77
    1,1,1-trichloroethane 55.58
    2-aminoethanol 11.33
    morpholine-4-carbaldehyde 188.01
    sulfolane 180.12
    2,2,4-trimethylpentane 1.04
    2-methyltetrahydrofuran 71.91
    n-hexyl acetate 28.83
    isooctane 0.62
    2-(2-butoxyethoxy)ethanol 39.72
    sec-butyl acetate 24.75
    tert-butyl acetate 31.61
    decalin 2.14
    glycerin 18.1
    diglyme 83.01
    acrylic acid 31.64
    isopropyl myristate 14.7
    n-butyric acid 28.51
    acetyl acetate 39.8
    di(2-ethylhexyl) phthalate 25.63
    ethyl propionate 34.07
    nitromethane 112.47
    1,2-diethoxyethane 28.63
    benzonitrile 74.65
    trioctyl phosphate 14.97
    1-bromopropane 27.0
    gamma-valerolactone 193.89
    n-decanol 7.02
    triethyl phosphate 24.16
    4-methyl-2-pentanol 7.57
    propionitrile 29.31
    vinylene carbonate 88.88
    1,1,2-trichlorotrifluoroethane 135.06
    DMS 42.24
    cumene 11.21
    2-octanol 7.42
    2-hexanone 39.6
    octyl acetate 18.75
    limonene 17.69
    1,2-dimethoxyethane 71.51
    ethyl orthosilicate 20.17
    tributyl phosphate 18.69
    diacetone alcohol 42.49
    N,N-dimethylaniline 39.42
    acrylonitrile 55.42
    aniline 48.15
    1,3-propanediol 15.52
    bromobenzene 60.94
    dibromomethane 62.38
    1,1,2,2-tetrachloroethane 125.79
    2-methyl-cyclohexyl acetate 37.41
    tetrabutyl urea 31.08
    diisobutyl methanol 8.41
    2-phenylethanol 48.75
    styrene 25.11
    dioctyl adipate 27.84
    dimethyl sulfate 81.65
    ethyl butyrate 33.43
    methyl lactate 41.47
    butyl lactate 29.67
    diethyl carbonate 26.29
    propanediol butyl ether 25.47
    triethyl orthoformate 26.21
    p-tert-butyltoluene 12.55
    methyl 4-tert-butylbenzoate 47.75
    morpholine 74.58
    tert-butylamine 5.8
    n-dodecanol 5.59
    dimethoxymethane 77.6
    ethylene carbonate 58.48
    cyrene 81.9
    2-ethoxyethyl acetate 43.81
    2-ethylhexyl acetate 31.58
    1,2,4-trichlorobenzene 81.83
    4-methylpyridine 118.72
    dibutyl ether 9.64
    2,6-dimethyl-4-heptanol 8.41
    DEF 75.2
    dimethyl isosorbide 98.75
    tetrachloroethylene 79.38
    eugenol 54.96
    triacetin 46.46
    span 80 33.1
    1,4-butanediol 8.96
    1,1-dichloroethane 47.66
    2-methyl-1-pentanol 14.22
    methyl formate 62.47
    2-methyl-1-butanol 12.14
    n-decane 1.09
    butyronitrile 30.03
    3,7-dimethyl-1-octanol 10.08
    1-chlorooctane 5.59
    1-chlorotetradecane 3.12
    n-nonane 0.85
    undecane 0.9
    tert-butylcyclohexane 1.47
    cyclooctane 1.2
    cyclopentanol 27.29
    tetrahydropyran 43.78
    tert-amyl methyl ether 17.17
    2,5,8-trioxanonane 64.56
    1-hexene 5.94
    2-isopropoxyethanol 25.75
    2,2,2-trifluoroethanol 28.35
    methyl butyrate 45.32

    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