Bis(2-mercaptoethyl) sulfide

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  • Identifiers

    CAS number
    3570-55-6

    Molecular formula
    C4H10S3

    SMILES
    C(CSCCS)S

    Safety labels

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Sulfurous 84.96%
    Onion 69.62%
    Garlic 65.72%
    Meaty 64.34%
    Alliaceous 55.21%
    Roasted 53.69%
    Savory 51.62%
    Cooked 44.5%
    Pungent 33.86%
    Burnt 33.51%

     

    Flavor
    Sulfurous 65.19%
    Onion 64.68%
    Garlic 56.83%
    Sulfury 51.23%
    Meaty 51.14%
    Alliaceous 38.88%
    Cabbage 32.57%
    Metallic 31.94%
    Roasted 31.92%
    Cooked 29.89%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.5

    pKa est.
    4.42 (weak acid)

    Molecular weight
    154.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    255°C

    Flash point

    • 109.47 ˚C est.

  • Synonyms

    • Bis(2-mercaptoethyl) sulfide
    • 3570-55-6
    • 2,2'-Thiodiethanethiol
    • 2-Mercaptoethyl sulfide
    • Ethanethiol, 2,2'-thiobis-
    • 3-Thia-1,5-pentanedithiol
    • Ethanethiol, 2,2'-thiodi-
    • 1,5-dimercapto-3-thiapentane
    • 2,2'-Dimercaptodiethyl sulfide
    • Bis(mercaptoethyl) sulfide
    • 1-Mercapto-2-(mercaptoethylthio)ethane
    • 2,2'-Sulfanediyldiethanethiol
    • 9027-67-2
    • OEU4AZC07S
    • NSC 4766
    • Bis(2-sulfanylethyl) sulfide
    • 1,4,7-TRITHIAHEPTANE
    • DTXSID4044660
    • NSC-4766
    • EINECS 222-671-0
    • AI3-62012
    • DTXCID2024660
    • 2-MERCAPTOETHYL THIOETHER
    • 2,2'-THIODI(ETHANETHIOL)
    • 2,2'-THIOBIS(ETHANETHIOL)
    • 2,2'-DIMERCAPTODIETHYL THIOETHER
    • 2-((2-MERCAPTOETHYL)THIO)ETHANETHIOL
    • Terminal deoxyribonucleotidyltransferase
    • RefChem:568777
    • Ethanethiol, 2,2'-thiodi-(8CI)
    • EINECS 232-819-6
    • 2-(2-sulfanylethylsulfanyl)ethanethiol
    • 2-Mercaptoethylsulfide
    • bis(2-mercaptoethyl)sulfide
    • MFCD00004893
    • TDT
    • 2-(2-Sulfanylethylthio)ethane-1-thiol
    • UNII-OEU4AZC07S
    • 3-thiapentane-1,5-dithiol
    • Ethanethiol,2'-thiodi-
    • Ethanethiol,2'-thiobis-
    • bis-(2-mercaptoethyl)sulfide
    • 3-thia-1,5-pentane dithiol
    • SCHEMBL127427
    • SCHEMBL5006736
    • CHEMBL3182274
    • KSJBMDCFYZKAFH-UHFFFAOYSA-
    • NSC4766
    • Bis(.beta.-mercaptoethyl) sulfide
    • Tox21_301602
    • 2,2'-Sulfanediyldi(ethane-1-thiol)
    • AKOS015898493
    • .beta.,.beta.'-Dimercaptoethyl sulfide
    • NCGC00256015-01
    • SY049191
    • CAS-3570-55-6
    • Nucleotidyltransferase, terminal deoxyribo-
    • M1337
    • NS00022091
    • ST51040035
    • 2,2'-Thiodiethanethiol, technical grade, 90%
    • D91485
    • 2-[(2-Sulfanylethyl)sulfanyl]ethyl hydrosulfide #
    • Q27285620
    • InChI=1/C4H10S3/c5-1-3-7-4-2-6/h5-6H,1-4H2
    • 3570-55-6

  • Applications

    Bis(2-mercaptoethyl) sulfide (CAS 3570-55-6) is a difunctional thiol-containing crosslinker used in polymer and coating formulations. It functions as a thiol-epoxy curing agent for epoxies and UV/thermal-curable coatings, enabling network formation via thiol–epoxy and thiol–ene reactions. It is also employed as a chain-transfer/crosslinking agent in radical polymerizations to modulate molecular weight and network properties in systems such as polyurethanes and acrylics that incorporate sulfur. In electronics and surface engineering, the two terminal thiol groups allow binding to metal surfaces, supporting adhesion and interfacial compatibility, including the formation of surface modifiers or self-assembled layers. Additionally, it can serve as an intermediate in organic synthesis to introduce difunctional mercapto groups and to prepare sulfur-containing ligands, and it may be considered for use in adhesives and sealants as a crosslinker, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 149.54
    methanol 131.95
    isopropanol 117.06
    water 0.37
    ethyl acetate 125.1
    n-propanol 137.07
    acetone 238.3
    n-butanol 141.69
    acetonitrile 105.86
    DMF 271.1
    toluene 112.13
    isobutanol 92.74
    1,4-dioxane 356.32
    methyl acetate 109.01
    THF 739.47
    2-butanone 157.03
    n-pentanol 99.46
    sec-butanol 102.71
    n-hexane 43.51
    ethylene glycol 40.03
    NMP 324.16
    cyclohexane 176.16
    DMSO 523.84
    n-butyl acetate 229.74
    n-octanol 96.78
    chloroform 513.75
    n-propyl acetate 127.14
    acetic acid 188.49
    dichloromethane 446.64
    cyclohexanone 489.29
    propylene glycol 50.55
    isopropyl acetate 82.24
    DMAc 144.69
    2-ethoxyethanol 127.01
    isopentanol 90.01
    n-heptane 150.24
    ethyl formate 114.8
    1,2-dichloroethane 255.61
    n-hexanol 174.94
    2-methoxyethanol 193.59
    isobutyl acetate 86.61
    tetrachloromethane 125.61
    n-pentyl acetate 138.13
    transcutol 320.56
    n-heptanol 100.58
    ethylbenzene 55.92
    MIBK 86.26
    2-propoxyethanol 201.61
    tert-butanol 122.65
    MTBE 86.75
    2-butoxyethanol 136.95
    propionic acid 130.77
    o-xylene 70.86
    formic acid 39.2
    diethyl ether 150.07
    m-xylene 66.31
    p-xylene 76.5
    chlorobenzene 162.53
    dimethyl carbonate 45.88
    n-octane 42.23
    formamide 59.1
    cyclopentanone 524.15
    2-pentanone 164.0
    anisole 97.92
    cyclopentyl methyl ether 273.96
    gamma-butyrolactone 435.75
    1-methoxy-2-propanol 142.61
    pyridine 324.32
    3-pentanone 118.95
    furfural 351.65
    n-dodecane 23.91
    diethylene glycol 131.57
    diisopropyl ether 51.28
    tert-amyl alcohol 87.66
    acetylacetone 162.34
    n-hexadecane 27.8
    acetophenone 111.72
    methyl propionate 99.82
    isopentyl acetate 156.75
    trichloroethylene 412.37
    n-nonanol 86.68
    cyclohexanol 216.48
    benzyl alcohol 98.43
    2-ethylhexanol 133.18
    isooctanol 75.69
    dipropyl ether 256.65
    1,2-dichlorobenzene 139.42
    ethyl lactate 62.62
    propylene carbonate 219.74
    n-methylformamide 116.51
    2-pentanol 93.58
    n-pentane 59.95
    1-propoxy-2-propanol 203.07
    1-methoxy-2-propyl acetate 140.49
    2-(2-methoxypropoxy) propanol 102.37
    mesitylene 47.53
    ε-caprolactone 302.18
    p-cymene 80.17
    epichlorohydrin 319.83
    1,1,1-trichloroethane 251.0
    2-aminoethanol 66.15
    morpholine-4-carbaldehyde 288.64
    sulfolane 531.74
    2,2,4-trimethylpentane 17.14
    2-methyltetrahydrofuran 393.85
    n-hexyl acetate 143.54
    isooctane 14.14
    2-(2-butoxyethoxy)ethanol 153.6
    sec-butyl acetate 72.11
    tert-butyl acetate 86.93
    decalin 39.41
    glycerin 72.18
    diglyme 304.0
    acrylic acid 119.18
    isopropyl myristate 75.06
    n-butyric acid 185.74
    acetyl acetate 82.87
    di(2-ethylhexyl) phthalate 63.95
    ethyl propionate 87.59
    nitromethane 188.71
    1,2-diethoxyethane 199.95
    benzonitrile 148.87
    trioctyl phosphate 60.16
    1-bromopropane 219.43
    gamma-valerolactone 432.86
    n-decanol 68.36
    triethyl phosphate 80.07
    4-methyl-2-pentanol 46.59
    propionitrile 115.56
    vinylene carbonate 192.89
    1,1,2-trichlorotrifluoroethane 241.42
    DMS 80.87
    cumene 43.05
    2-octanol 72.57
    2-hexanone 136.51
    octyl acetate 87.46
    limonene 146.11
    1,2-dimethoxyethane 250.1
    ethyl orthosilicate 83.2
    tributyl phosphate 67.53
    diacetone alcohol 103.66
    N,N-dimethylaniline 75.89
    acrylonitrile 131.68
    aniline 119.64
    1,3-propanediol 102.8
    bromobenzene 169.98
    dibromomethane 368.49
    1,1,2,2-tetrachloroethane 347.66
    2-methyl-cyclohexyl acetate 137.39
    tetrabutyl urea 106.18
    diisobutyl methanol 90.1
    2-phenylethanol 118.55
    styrene 77.88
    dioctyl adipate 106.71
    dimethyl sulfate 80.79
    ethyl butyrate 178.38
    methyl lactate 60.56
    butyl lactate 104.04
    diethyl carbonate 104.71
    propanediol butyl ether 113.54
    triethyl orthoformate 140.91
    p-tert-butyltoluene 75.21
    methyl 4-tert-butylbenzoate 105.43
    morpholine 355.67
    tert-butylamine 86.39
    n-dodecanol 59.31
    dimethoxymethane 166.36
    ethylene carbonate 168.39
    cyrene 136.5
    2-ethoxyethyl acetate 126.71
    2-ethylhexyl acetate 144.85
    1,2,4-trichlorobenzene 163.18
    4-methylpyridine 222.45
    dibutyl ether 163.6
    2,6-dimethyl-4-heptanol 90.1
    DEF 160.31
    dimethyl isosorbide 209.84
    tetrachloroethylene 258.01
    eugenol 110.11
    triacetin 115.26
    span 80 144.63
    1,4-butanediol 49.13
    1,1-dichloroethane 228.44
    2-methyl-1-pentanol 69.86
    methyl formate 96.14
    2-methyl-1-butanol 85.59
    n-decane 42.25
    butyronitrile 150.48
    3,7-dimethyl-1-octanol 84.75
    1-chlorooctane 98.24
    1-chlorotetradecane 44.59
    n-nonane 47.31
    undecane 29.96
    tert-butylcyclohexane 28.74
    cyclooctane 56.01
    cyclopentanol 244.2
    tetrahydropyran 472.33
    tert-amyl methyl ether 77.56
    2,5,8-trioxanonane 221.26
    1-hexene 94.66
    2-isopropoxyethanol 93.16
    2,2,2-trifluoroethanol 57.69
    methyl butyrate 134.52

    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