Dipyrithione

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  • Identifiers

    CAS number
    3696-28-4

    Molecular formula
    C10H8N2O2S2

    SMILES
    C1=CC=[N+](C(=C1)SSC2=CC=CC=[N+]2[O-])[O-]

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Meaty 70.01%
    Roasted 53.58%
    Sulfurous 52.84%
    Burnt 44.45%
    Savory 44.09%
    Cooked 37.81%
    Beefy 34.27%
    Smoky 31.24%
    Coffee 27.79%
    Odorless 25.58%

     

    Flavor
    Bitter 52.78%
    Meaty 28.65%
    Roasted 26.33%
    Sulfury 23.34%
    Onion 22.76%
    Scallion 22.68%
    Cooked 22.58%
    Odorless 20.83%
    Mild 20.73%
    Very strong 20.28%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.6

    pKa est.
    4.12 (weak acid)

    Molecular weight
    252.3 g/mol

    Melting point expt.

    • 205

    Boiling point

    • 582.8

    Flash point

    • 191.52 ˚C est.

  • Synonyms

    • dipyrithione
    • 3696-28-4
    • Bispyrithione
    • Omadine disulfide
    • OMDS
    • Dipiritiona
    • pyrithione disulfide
    • Dipyrithionum
    • Pyrithione disulphide
    • NSC-84740
    • NSC-241716
    • 1-oxido-2-[(1-oxidopyridin-1-ium-2-yl)disulfanyl]pyridin-1-ium
    • 2,2'-Dithiobis(pyridine 1,1'-dioxide)
    • DTXSID1041897
    • 9L87N86R9A
    • Pyridine, 2,2'-dithiobis-, 1,1'-dioxide
    • DTXCID9021897
    • 1-oxido-2-((1-oxidopyridin-1-ium-2-yl)disulfanyl)pyridin-1-ium
    • RefChem:589111
    • dipyrithione magnesium sulfate
    • PYRIDINE, 2,2'-DITHIOBIS-1,1'-DIOXIDE
    • bis(2-pyridyl-1-oxide)disulfide magnesium sulfate
    • 223-024-5
    • 2,2'-DITHIOBIS(PYRIDINE-N-OXIDE)
    • 2,2-Dithiobis(pyridine-n-oxide)
    • Bis(2-pyridyl-N-oxide) disulfide
    • Bis(N-oxido-2-pyridyl) disulfide
    • Bis(2-pyridine-N-oxide) disulfide
    • Bis(2-pyridyl) disulfide di-N-oxide
    • Bis(2-pyridyl-1-oxide) disulfide
    • 2,2'-Dithiobis(pyridine 1-oxide)
    • 2,2'-Dithiodipyridine 1,1'-dioxide
    • MFCD00006197
    • 2-[(1-oxidopyridin-1-ium-2-yl)disulfanyl]pyridin-1-ium-1-olate
    • 2,2'-Dithiobis(pyridine N-oxide)
    • 2,1'-dioxide
    • 2,1'-dioxide)
    • NCGC00164493-01
    • NCGC00164493-02
    • Omadine DS
    • Dipyrithione [USAN:INN]
    • Dipiritiona [INN-Spanish]
    • Dipyrithionum [INN-Latin]
    • Pyridine,2'-dithiobis- 1,1'-dioxide
    • Pyridine,2'-dithiodi-, 1,1'-dioxide
    • Pyridine,2'-dithiobis-, 1,1'-dioxide
    • CAS-3696-28-4
    • OSY 20
    • 2-[(1-hydroxy-2-pyridyl)disulfanyl]pyridin-1-ol
    • EINECS 223-024-5
    • NSC 84740
    • NSC 241716
    • BRN 0217725
    • 2,2'-Dithiobis(pyridine) 1,1'-dioxide
    • UNII-9L87N86R9A
    • Pyridine, 2,2'-dithiodi-, 1,1'-dioxide
    • 2,2'-Thiobispyridine-1,1'-dioxide
    • Pyridine, 2,2'-dithiobis- 1,1'-dioxide
    • Dipyrithione (USAN/INN)
    • DIPYRITHIONE [INN]
    • DIPYRITHIONE [USAN]
    • SCHEMBL21165
    • DIPYRITHIONE [MART.]
    • 5-21-02-00055 (Beilstein Handbook Reference)
    • CHEMBL549473
    • orb1299339
    • SCHEMBL29364114
    • CHEBI:136010
    • HY-N8432
    • NSC84740
    • Tox21_112131
    • 2.2/'-Dithiobis(pyridine-N-oxide)
    • EBC-26327
    • NSC241716
    • NSC677437
    • SBB057754
    • AKOS015898887
    • Tox21_112131_1
    • DB11327
    • FD41673
    • NSC-677437
    • AS-13849
    • SY113495
    • DB-049044
    • CS-0144153
    • NS00010050
    • ST51006958
    • DI-2-PYRIDYL DISULFIDE 1,1'-DIOXIDE
    • D03862
    • H10998
    • SBI-0654008.0001
    • EN300-7384118
    • SR-01000872605
    • 2,2'-Disulfanediylbis(1-oxo-1lambda~5~-pyridine)
    • SR-01000872605-2
    • Q17321248
    • 3696-28-4

  • Applications

    Dipyrithione (CAS 3696-28-4) is used as a biocidal/antimicrobial agent and is commonly evaluated as a functional additive in coatings, paints, and inks as well as in plastics and polymer formulations to suppress microbial growth. It can serve as an intermediate in the synthesis of specialty chemicals. It may be employed as a surface-treatment additive or adhesive formulation component to improve antimicrobial performance, and it may appear in cleaning formulations as a biocidal active. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.94
    methanol 2.57
    isopropanol 1.03
    water 0.03
    ethyl acetate 96.98
    n-propanol 1.8
    acetone 91.29
    n-butanol 1.65
    acetonitrile 94.97
    DMF 208.03
    toluene 67.85
    isobutanol 1.37
    1,4-dioxane 118.79
    methyl acetate 129.49
    THF 129.9
    2-butanone 87.69
    n-pentanol 2.42
    sec-butanol 1.93
    n-hexane 0.57
    ethylene glycol 1.88
    NMP 416.88
    cyclohexane 2.95
    DMSO 165.57
    n-butyl acetate 65.75
    n-octanol 2.61
    chloroform 178.86
    n-propyl acetate 58.03
    acetic acid 29.41
    dichloromethane 276.43
    cyclohexanone 196.99
    propylene glycol 1.26
    isopropyl acetate 47.73
    DMAc 319.58
    2-ethoxyethanol 20.09
    isopentanol 2.29
    n-heptane 1.45
    ethyl formate 54.89
    1,2-dichloroethane 180.74
    n-hexanol 3.65
    2-methoxyethanol 27.35
    isobutyl acetate 23.38
    tetrachloromethane 12.74
    n-pentyl acetate 28.02
    transcutol 175.56
    n-heptanol 2.23
    ethylbenzene 26.95
    MIBK 25.44
    2-propoxyethanol 23.25
    tert-butanol 2.36
    MTBE 11.78
    2-butoxyethanol 12.73
    propionic acid 15.94
    o-xylene 45.6
    formic acid 13.09
    diethyl ether 17.23
    m-xylene 30.28
    p-xylene 36.66
    chlorobenzene 137.37
    dimethyl carbonate 81.26
    n-octane 0.53
    formamide 59.88
    cyclopentanone 235.7
    2-pentanone 45.63
    anisole 90.47
    cyclopentyl methyl ether 53.17
    gamma-butyrolactone 352.74
    1-methoxy-2-propanol 14.44
    pyridine 229.4
    3-pentanone 75.85
    furfural 470.79
    n-dodecane 0.55
    diethylene glycol 23.95
    diisopropyl ether 6.33
    tert-amyl alcohol 3.73
    acetylacetone 209.16
    n-hexadecane 0.71
    acetophenone 136.42
    methyl propionate 86.48
    isopentyl acetate 48.56
    trichloroethylene 591.12
    n-nonanol 3.16
    cyclohexanol 7.31
    benzyl alcohol 34.16
    2-ethylhexanol 6.55
    isooctanol 2.35
    dipropyl ether 18.1
    1,2-dichlorobenzene 154.41
    ethyl lactate 24.27
    propylene carbonate 184.44
    n-methylformamide 64.08
    2-pentanol 1.61
    n-pentane 0.43
    1-propoxy-2-propanol 18.91
    1-methoxy-2-propyl acetate 93.34
    2-(2-methoxypropoxy) propanol 40.79
    mesitylene 16.99
    ε-caprolactone 163.89
    p-cymene 19.04
    epichlorohydrin 328.77
    1,1,1-trichloroethane 114.74
    2-aminoethanol 2.42
    morpholine-4-carbaldehyde 370.92
    sulfolane 376.64
    2,2,4-trimethylpentane 0.71
    2-methyltetrahydrofuran 74.15
    n-hexyl acetate 28.69
    isooctane 0.38
    2-(2-butoxyethoxy)ethanol 38.19
    sec-butyl acetate 36.69
    tert-butyl acetate 52.16
    decalin 2.56
    glycerin 5.89
    diglyme 138.05
    acrylic acid 29.89
    isopropyl myristate 15.2
    n-butyric acid 17.08
    acetyl acetate 153.18
    di(2-ethylhexyl) phthalate 19.02
    ethyl propionate 60.02
    nitromethane 339.5
    1,2-diethoxyethane 73.67
    benzonitrile 129.64
    trioctyl phosphate 8.86
    1-bromopropane 26.75
    gamma-valerolactone 370.6
    n-decanol 2.79
    triethyl phosphate 39.51
    4-methyl-2-pentanol 1.79
    propionitrile 32.79
    vinylene carbonate 204.47
    1,1,2-trichlorotrifluoroethane 175.44
    DMS 121.69
    cumene 12.74
    2-octanol 1.84
    2-hexanone 39.66
    octyl acetate 18.09
    limonene 24.89
    1,2-dimethoxyethane 90.41
    ethyl orthosilicate 29.37
    tributyl phosphate 18.03
    diacetone alcohol 34.17
    N,N-dimethylaniline 46.66
    acrylonitrile 89.81
    aniline 48.34
    1,3-propanediol 3.64
    bromobenzene 168.76
    dibromomethane 111.83
    1,1,2,2-tetrachloroethane 275.99
    2-methyl-cyclohexyl acetate 46.92
    tetrabutyl urea 27.85
    diisobutyl methanol 5.37
    2-phenylethanol 33.71
    styrene 46.76
    dioctyl adipate 38.13
    dimethyl sulfate 186.76
    ethyl butyrate 67.46
    methyl lactate 35.37
    butyl lactate 20.05
    diethyl carbonate 57.55
    propanediol butyl ether 10.59
    triethyl orthoformate 42.07
    p-tert-butyltoluene 15.53
    methyl 4-tert-butylbenzoate 51.07
    morpholine 76.14
    tert-butylamine 1.47
    n-dodecanol 2.57
    dimethoxymethane 73.28
    ethylene carbonate 130.3
    cyrene 70.61
    2-ethoxyethyl acetate 81.92
    2-ethylhexyl acetate 45.97
    1,2,4-trichlorobenzene 201.04
    4-methylpyridine 190.81
    dibutyl ether 13.91
    2,6-dimethyl-4-heptanol 5.37
    DEF 120.39
    dimethyl isosorbide 139.97
    tetrachloroethylene 168.52
    eugenol 45.4
    triacetin 93.01
    span 80 22.88
    1,4-butanediol 2.2
    1,1-dichloroethane 73.54
    2-methyl-1-pentanol 3.73
    methyl formate 88.22
    2-methyl-1-butanol 2.2
    n-decane 0.77
    butyronitrile 20.62
    3,7-dimethyl-1-octanol 5.21
    1-chlorooctane 4.6
    1-chlorotetradecane 2.7
    n-nonane 0.64
    undecane 0.63
    tert-butylcyclohexane 1.46
    cyclooctane 1.19
    cyclopentanol 8.45
    tetrahydropyran 44.53
    tert-amyl methyl ether 15.23
    2,5,8-trioxanonane 106.83
    1-hexene 3.13
    2-isopropoxyethanol 14.67
    2,2,2-trifluoroethanol 33.36
    methyl butyrate 74.76

    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