Dimercaprol

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  • Identifiers

    CAS number
    59-52-9

    Molecular formula
    C3H8OS2

    SMILES
    C(C(CS)S)O

    Safety labels

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sulfurous 79.87%
    Meaty 66.29%
    Onion 47.8%
    Savory 44.46%
    Roasted 42.02%
    Garlic 40.63%
    Alliaceous 34.68%
    Cooked 31.39%
    Beefy 29.31%
    Burnt 28.6%

     

    Flavor
    Sulfurous 52.6%
    Odorless 40.29%
    Sulfury 38.18%
    Meaty 34.16%
    Onion 32.52%
    Roasted 28.76%
    Fishy 24.42%
    Sweet-like 22.22%
    Mild 21.33%
    Bouillon 20.43%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    0.2

    pKa est.
    7.39 (neutral)

    Molecular weight
    124.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Melting point expt.

    • < 25 °C
    • 77 °C

    Boiling point

    • 248 °F at 15 mmHg (NTP, 1992)
    • 140 °C at 4.00E+01 mm Hg
    • BP: 68-69 °C at 0.0001 mm Hg; 83 °C at 0.8 mm Hg
    • BP: 120 °C at 15 mm Hg

    Flash point

    • 98.03 ˚C est.
    • greater than 235 °F (NTP, 1992)
    • Flash Point > 235 °F

    Solubility expt.

    • 10 to 50 mg/mL at 68 °F (NTP, 1992)
    • 87000 mg/L
    • Soluble in ether, ethanol; slightly soluble in chloroform
    • Soluble in vegetable oils
    • Solubility in water: 8.7 g/100 mL

  • Synonyms

    • DIMERCAPROL
    • 2,3-Dimercapto-1-propanol
    • 59-52-9
    • 2,3-Dimercaptopropanol
    • Sulfactin
    • Dithioglycerine
    • Dicaptol
    • 2,3-Dithiopropanol
    • British Anti-Lewisite
    • dimercaptopropanol
    • 1,2-Dithioglycerol
    • Dimersol
    • Antoxol
    • Panobal
    • Dithioglycerol
    • 1-Propanol, 2,3-dimercapto-
    • British antilewisite
    • Dimercaprolum
    • 1,2-Dimercapto-3-propanol
    • 3-Hydroxy-1,2-propanedithiol
    • Dimercaprol propanol
    • 2,3-Dimercaptol-1-propanol
    • BAL
    • Usaf me-1
    • 2,3-bis(sulfanyl)propan-1-ol
    • alpha,beta-Dithioglycerol
    • Sulfactin (VAN)
    • Dimerkaprol
    • 2,3-Mercaptopropanol
    • Dithioglycerol (VAN)
    • 2,3-Dimercaptopropan-1-ol
    • 1-Propanol, 2,3-dimercapto
    • Glycerol, 1,2-dithio-
    • 2,3-Mercaptopropan-1-ol
    • Dimercaprolum [INN-Latin]
    • 2,3-disulfanylpropan-1-ol
    • CCRIS 3616
    • CHEBI:64198
    • Anti-Lewisite
    • HSDB 4004
    • NSC 4646
    • NSC-4646
    • EINECS 200-433-7
    • NSC 39515
    • NSC-39515
    • 2,3,-dimercapto-1-propanol
    • BRN 1732058
    • 0CPP32S55X
    • DTXSID5040461
    • AI3-61820
    • Dimercaprol [USP:INN:BAN:JAN]
    • DIMERCAPROL [MI]
    • 2,3-dithiopropan-1-ol
    • DIMERCAPROL [INN]
    • DIMERCAPROL [JAN]
    • MFCD00004864
    • DIMERCAPROL [HSDB]
    • DIMERCAPROL [VANDF]
    • DIMERCAPROL [MART.]
    • Dimercaptol
    • DIMERCAPROL [WHO-DD]
    • DIMERCAPROL [WHO-IP]
    • .alpha.,.beta.-Dithioglycerol
    • DTXCID3020461
    • DIMERCAPROL [ORANGE BOOK]
    • NSC4646
    • DIMERCAPROL [EP MONOGRAPH]
    • DIMERCAPROL [USP MONOGRAPH]
    • 4-01-00-02770 (Beilstein Handbook Reference)
    • NSC39515
    • Glycerol,2-dithio-
    • 2,3-Dimercapto-1-propanol; Dithioglycerol
    • WLN: SH1YSH1Q
    • 1-Propanol,3-dimercapto-
    • Dimercaprolum (INN-Latin)
    • DIMERCAPROL (MART.)
    • Dimerkaprol [Czech]
    • Dimercaprolo [DCIT]
    • Dimercaprolo
    • DIMERCAPROL (EP MONOGRAPH)
    • Dimercaprol (USP:INN:BAN:JAN)
    • DIMERCAPROL (USP MONOGRAPH)
    • Dimercaptopropanol (VAN)
    • DMP (VAN)
    • 2,3-Dimercapro
    • NSC16865
    • British Anti Lewisite
    • 2,3 Dimercaptopropanol
    • Anti-Lewisite, British
    • 2,3 Dithiopropan 1 o1
    • 2,3-Dithiopropan-1-o1
    • British Anti Lewisite Agent
    • British Anti-Lewisite Agent
    • UNII-0CPP32S55X
    • 2,3-dimercapto-propan-1-ol
    • Anti-Lewisite Agent, British
    • 1,2Dithioglycerol
    • 2,3Dithiopropanol
    • 2,3dimercaptopropanol
    • Glycerol, 1,2dithio
    • alpha,betaDithioglycerol
    • Dimercaprol (Standard)
    • Spectrum_001965
    • 1,2Dimercapto3propanol
    • 2,3Dimercapto1propanol
    • 2,3Dimercaptol1propanol
    • 2, 3-dimercaptopropanol
    • Spectrum2_001218
    • Spectrum4_001275
    • Spectrum5_001622
    • 3Hydroxy1,2propanedithiol
    • 1Propanol, 2,3dimercapto
    • BAL (TN)
    • CHEMBL1597
    • SCHEMBL15969
    • KBioGR_001890
    • KBioSS_002524
    • 2,3 -dimercapto-1-propanol
    • DivK1c_000997
    • SPBio_001036
    • 2,3-Disulfanyl-1-propanol #
    • Dimercaprol (JP18/USP/INN)
    • HMS503G15
    • HY-B1285R
    • KBio1_000997
    • KBio2_002516
    • KBio2_005084
    • KBio2_007652

  • Applications

    Dimercaprol (CAS 59-52-9) is used primarily as a thiol-based chelating agent in metal ion chemistry and related fields, forming stable complexes with arsenic, mercury, lead and other heavy metals. In practice it serves as a laboratory reagent for analytical and coordination chemistry to sequester metal species and aid detection, separation or study of metal–ligand systems. It is also encountered as a research tool in chelation therapy and metal detoxification studies under appropriate regulatory controls, with historical clinical use in metal poisoning management.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 150.13
    methanol 344.82
    isopropanol 58.51
    water 112.45
    ethyl acetate 13.73
    n-propanol 82.39
    acetone 66.1
    n-butanol 65.01
    acetonitrile 14.09
    DMF 191.45
    toluene 2.02
    isobutanol 40.2
    1,4-dioxane 64.93
    methyl acetate 20.95
    THF 113.22
    2-butanone 25.06
    n-pentanol 40.37
    sec-butanol 34.71
    n-hexane 0.89
    ethylene glycol 180.17
    NMP 153.96
    cyclohexane 1.94
    DMSO 318.66
    n-butyl acetate 24.03
    n-octanol 23.18
    chloroform 12.31
    n-propyl acetate 18.18
    acetic acid 316.37
    dichloromethane 10.14
    cyclohexanone 56.95
    propylene glycol 95.92
    isopropyl acetate 11.42
    DMAc 96.13
    2-ethoxyethanol 127.54
    isopentanol 38.74
    n-heptane 2.78
    ethyl formate 30.15
    1,2-dichloroethane 8.33
    n-hexanol 40.91
    2-methoxyethanol 242.06
    isobutyl acetate 12.85
    tetrachloromethane 6.23
    n-pentyl acetate 22.13
    transcutol 254.33
    n-heptanol 32.05
    ethylbenzene 1.61
    MIBK 17.72
    2-propoxyethanol 102.94
    tert-butanol 59.73
    MTBE 12.84
    2-butoxyethanol 81.03
    propionic acid 83.48
    o-xylene 3.2
    formic acid 401.69
    diethyl ether 11.59
    m-xylene 3.15
    p-xylene 2.8
    chlorobenzene 4.88
    dimethyl carbonate 8.84
    n-octane 1.14
    formamide 309.14
    cyclopentanone 81.11
    2-pentanone 22.59
    anisole 10.51
    cyclopentyl methyl ether 25.84
    gamma-butyrolactone 88.93
    1-methoxy-2-propanol 104.74
    pyridine 26.01
    3-pentanone 12.39
    furfural 106.87
    n-dodecane 0.97
    diethylene glycol 158.62
    diisopropyl ether 4.41
    tert-amyl alcohol 37.47
    acetylacetone 38.27
    n-hexadecane 1.01
    acetophenone 18.38
    methyl propionate 14.87
    isopentyl acetate 19.55
    trichloroethylene 19.86
    n-nonanol 20.78
    cyclohexanol 37.34
    benzyl alcohol 23.84
    2-ethylhexanol 21.78
    isooctanol 23.95
    dipropyl ether 13.72
    1,2-dichlorobenzene 6.16
    ethyl lactate 22.69
    propylene carbonate 36.8
    n-methylformamide 121.77
    2-pentanol 24.73
    n-pentane 1.34
    1-propoxy-2-propanol 69.19
    1-methoxy-2-propyl acetate 32.71
    2-(2-methoxypropoxy) propanol 70.63
    mesitylene 3.32
    ε-caprolactone 50.95
    p-cymene 4.85
    epichlorohydrin 48.58
    1,1,1-trichloroethane 6.51
    2-aminoethanol 186.32
    morpholine-4-carbaldehyde 142.83
    sulfolane 138.65
    2,2,4-trimethylpentane 1.04
    2-methyltetrahydrofuran 43.51
    n-hexyl acetate 25.53
    isooctane 1.08
    2-(2-butoxyethoxy)ethanol 102.08
    sec-butyl acetate 9.96
    tert-butyl acetate 18.94
    decalin 1.02
    glycerin 201.39
    diglyme 147.23
    acrylic acid 107.9
    isopropyl myristate 11.19
    n-butyric acid 76.58
    acetyl acetate 14.52
    di(2-ethylhexyl) phthalate 19.87
    ethyl propionate 9.63
    nitromethane 163.19
    1,2-diethoxyethane 34.64
    benzonitrile 14.05
    trioctyl phosphate 16.48
    1-bromopropane 3.34
    gamma-valerolactone 126.83
    n-decanol 15.15
    triethyl phosphate 12.6
    4-methyl-2-pentanol 16.14
    propionitrile 10.36
    vinylene carbonate 34.05
    1,1,2-trichlorotrifluoroethane 112.91
    DMS 16.01
    cumene 2.57
    2-octanol 16.19
    2-hexanone 21.32
    octyl acetate 16.5
    limonene 8.28
    1,2-dimethoxyethane 88.16
    ethyl orthosilicate 12.67
    tributyl phosphate 16.86
    diacetone alcohol 54.04
    N,N-dimethylaniline 11.26
    acrylonitrile 18.72
    aniline 14.96
    1,3-propanediol 193.57
    bromobenzene 2.72
    dibromomethane 6.25
    1,1,2,2-tetrachloroethane 18.05
    2-methyl-cyclohexyl acetate 21.49
    tetrabutyl urea 24.48
    diisobutyl methanol 13.55
    2-phenylethanol 27.56
    styrene 1.98
    dioctyl adipate 23.56
    dimethyl sulfate 24.05
    ethyl butyrate 17.77
    methyl lactate 32.23
    butyl lactate 34.1
    diethyl carbonate 9.88
    propanediol butyl ether 84.27
    triethyl orthoformate 16.48
    p-tert-butyltoluene 5.32
    methyl 4-tert-butylbenzoate 35.48
    morpholine 85.55
    tert-butylamine 21.73
    n-dodecanol 11.49
    dimethoxymethane 52.33
    ethylene carbonate 24.68
    cyrene 71.72
    2-ethoxyethyl acetate 32.71
    2-ethylhexyl acetate 15.24
    1,2,4-trichlorobenzene 10.17
    4-methylpyridine 16.37
    dibutyl ether 11.05
    2,6-dimethyl-4-heptanol 13.55
    DEF 37.06
    dimethyl isosorbide 91.11
    tetrachloroethylene 22.91
    eugenol 50.89
    triacetin 38.71
    span 80 71.92
    1,4-butanediol 84.78
    1,1-dichloroethane 4.79
    2-methyl-1-pentanol 27.39
    methyl formate 70.71
    2-methyl-1-butanol 34.69
    n-decane 1.42
    butyronitrile 12.57
    3,7-dimethyl-1-octanol 19.46
    1-chlorooctane 4.98
    1-chlorotetradecane 2.45
    n-nonane 1.3
    undecane 1.12
    tert-butylcyclohexane 1.2
    cyclooctane 0.86
    cyclopentanol 57.42
    tetrahydropyran 32.09
    tert-amyl methyl ether 11.24
    2,5,8-trioxanonane 125.46
    1-hexene 2.58
    2-isopropoxyethanol 67.59
    2,2,2-trifluoroethanol 117.5
    methyl butyrate 18.43

    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