2-(Thiocyanomethylthio)benzothiazole

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  • Identifiers

    CAS number
    21564-17-0

    Molecular formula
    C9H6N2S3

    SMILES
    C1=CC=C2C(=C1)N=C(S2)SCSC#N

    Safety labels

    Acute Toxic
    Acute Toxic

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Sulfurous 63.75%
    Meaty 60.89%
    Roasted 52.76%
    Burnt 44.67%
    Savory 38.6%
    Cooked 38.21%
    Coffee 37.68%
    Garlic 35.14%
    Onion 31.92%
    Beefy 30.19%

     

    Flavor
    Bitter 49.51%
    Roasted 41.36%
    Meaty 27.16%
    Cooked 26.46%
    Sulfury 24.14%
    Scallion 22.78%
    Taco 20.4%
    Nitrile 20.16%
    Coffee 19.71%
    Mold 19.56%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.1

    pKa est.
    4.17 (weak acid)

    Molecular weight
    238.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Melting point expt.

    • <-10 °C

    Boiling point

    • 191 °C (decomposes)
    • >120 °C

    Flash point

    • 195.33 ˚C est.

    Solubility expt.

    • In water, 125 mg/L at 24 °C
    • Soluble in most organic solvents
    • Solubility in water, g/100ml: 0.0033

  • Synonyms

    • 21564-17-0
    • TCMTB
    • 2-(Thiocyanomethylthio)benzothiazole
    • Benthiazole
    • 2-(Thiocyanatomethylthio)benzothiazole
    • Superdavloxan
    • 2-((Thiocyanatomethyl)thio)benzo[d]thiazole
    • Alentisan
    • Ichiban
    • Busan
    • Sancelant TMB
    • Delsan 30
    • Busan 15
    • Busan 71
    • Busan 72
    • Busan 72A
    • Busan 1030
    • Benthiazole 30%
    • Busan 30
    • Busan 30A
    • Busan 30I
    • Busan 44
    • Busan 70
    • THIOCYANIC ACID, (2-BENZOTHIAZOLYLTHIO)METHYL ESTER
    • Tolcide 2230
    • Caswell No. 853A
    • 1,3-benzothiazol-2-ylsulfanylmethyl thiocyanate
    • Busan 30-1
    • 5GE166YVQV
    • TCMTB 30%
    • TCMTB 60%
    • TCMTB 80%
    • KVK 733059
    • DTXSID6032647
    • HSDB 6450
    • TCMTB [HSDB]
    • EINECS 244-445-0
    • TCMTB [MI]
    • EPA Pesticide Chemical Code 035603
    • Thiocyanic Acid (2-Benzothiazolylthio)methyl Ester
    • 2-Thiocyanomethylthiobenzothiazole, 80%
    • BRN 1213014
    • (Benzothiazol-2-ylthio)methyl thiocyanate
    • 2-(Thiocyanomethylthio)benzothiazole, 60%
    • BULAB 6009
    • BUSAN 1118
    • DTXCID4012647
    • 2-Tiocianometiltiobenzotiazolo, 80% [Italian]
    • Tolcide 2230 (Technical Grade)
    • 2-Tiocianometiltiobenzotiazolo, 80%
    • 2-(Benzothiazolylthio)methyl thiocyanate
    • Thiocyanic acid, (2-benzothiazolylthio)methyl ester, 30%
    • Thiocyanic acid, 2-(benzothiazolylthio)methyl ester, 60%
    • Thiocyanic acid, 2-(benzothiazolylthio)methyl ester, 80%
    • 2-((Thiocyanatomethyl)thio)benzothiazole
    • 2-(Thiocyanatomethylthio)benzo[d]thiazole
    • {[(1,3-benzothiazol-2-ylsulfanyl)methyl]sulfanyl}carbonitrile
    • Protector 3L
    • 2-[(Thiocyanatomethyl)thio]benzothiazole
    • (2-Benzothiazolylthio)methyl thiocyanate
    • (((1,3-benzothiazol-2-ylsulfanyl)methyl)sulfanyl)carbonitrile
    • AI3-29396-X (USDA)
    • Acticide WB 300
    • TCMTB (Busan)
    • 2-Benzothiazolylthio methyl thiocyanate
    • Caswell number 853A
    • 2-Tiocianometiltiobenzotiazolo [Italian]
    • Busan 301
    • Tolcide 2230?
    • Benzothiazole, 2-((thiocyanatomethyl)thio)-
    • UNII-5GE166YVQV
    • 2Tiocianometiltiobenzotiazolo
    • Pesticide Code: 035603
    • SCHEMBL54175
    • 2-Tiocianometiltiobenzotiazolo
    • Thiocyanic acid, (2-benzothiazolylthio) methyl ester
    • CHEMBL1903976
    • 2(thiocyanomethylthio)benzothiazole
    • GLXC-10742
    • 2Tiocianometiltiobenzotiazolo, 80%
    • BCP25511
    • Tox21_301072
    • AKOS015915374
    • (2Benzothiazolylthio)methyl thiocyanate
    • 2((Thiocyanatomethyl)thio)benzothiazole
    • 2(Benzothiazolylthio)methyl thiocyanate
    • 2Thiocyanomethylthiobenzothiazole, 80%
    • FT41129
    • NCGC00168337-01
    • NCGC00168337-02
    • NCGC00254973-01
    • 2(Thiocyanomethylthio)benzothiazole, 60%
    • Benzothiazole, 2((thiocyanatomethyl)thio)
    • TS-08836
    • CAS-21564-17-0
    • DB-030386
    • NS00001883
    • (1,3-benzothiazol-2-ylthio)methyl thiocyanate
    • N16944
    • Benzothiazole, 2((thiocyanatomethyl)thio) (8CI)
    • Q158532
    • Thiocyanic acid, (2benzothiazolylthio) methyl ester
    • Thiocyanic acid, 2-(benzothiazolylthio)methyl ester
    • (1,3-Benzothiazol-2-ylsulfanyl)methyl thiocyanate #
    • 2-(Thiocyanatomethylthio)benzothiazole, PESTANAL(R), analytical standard
    • (1,3-Benzothiazol-2-ylsulfanyl)methyl thiocyanate, 2-(Thiocyanomethylthio)-benzothiazole
    • (1,3-Benzothiazol-2-ylsulfanyl)methyl thiocyanate (2-benzothiazolylthio)methylthiocyanate[qr]

  • Applications

    2-(Thiocyanomethylthio)benzothiazole (CAS 21564-17-0) is primarily used as a fungicidal biocide in wood preservation formulations to protect timber against mold, stain fungi and decay, and as an active ingredient in paints, coatings, and wood finishes to inhibit fungal growth on treated surfaces. It also serves as a biocidal additive in adhesives and wood-based composite systems, helping to safeguard bonding performance and extend product life. In some formulations, it may be used as an intermediate in the synthesis of other benzothiazole derivatives for rubber and polymer applications. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 42.96
    methanol 50.09
    isopropanol 25.86
    water 0.2
    ethyl acetate 101.42
    n-propanol 33.78
    acetone 222.43
    n-butanol 32.41
    acetonitrile 65.24
    DMF 675.56
    toluene 69.01
    isobutanol 26.95
    1,4-dioxane 227.83
    methyl acetate 134.19
    THF 364.98
    2-butanone 159.66
    n-pentanol 44.22
    sec-butanol 29.52
    n-hexane 3.42
    ethylene glycol 30.96
    NMP 383.18
    cyclohexane 6.86
    DMSO 397.04
    n-butyl acetate 92.36
    n-octanol 37.63
    chloroform 205.39
    n-propyl acetate 118.9
    acetic acid 89.27
    dichloromethane 214.49
    cyclohexanone 246.04
    propylene glycol 28.08
    isopropyl acetate 72.99
    DMAc 457.57
    2-ethoxyethanol 126.74
    isopentanol 32.17
    n-heptane 6.77
    ethyl formate 94.84
    1,2-dichloroethane 137.97
    n-hexanol 43.74
    2-methoxyethanol 156.45
    isobutyl acetate 88.09
    tetrachloromethane 20.09
    n-pentyl acetate 89.0
    transcutol 378.02
    n-heptanol 36.2
    ethylbenzene 42.65
    MIBK 78.4
    2-propoxyethanol 112.97
    tert-butanol 32.27
    MTBE 49.24
    2-butoxyethanol 87.63
    propionic acid 60.42
    o-xylene 39.88
    formic acid 42.72
    diethyl ether 56.69
    m-xylene 40.22
    p-xylene 57.49
    chlorobenzene 116.18
    dimethyl carbonate 114.09
    n-octane 4.5
    formamide 90.69
    cyclopentanone 334.71
    2-pentanone 113.43
    anisole 139.35
    cyclopentyl methyl ether 106.86
    gamma-butyrolactone 294.55
    1-methoxy-2-propanol 104.37
    pyridine 251.06
    3-pentanone 106.98
    furfural 370.73
    n-dodecane 5.92
    diethylene glycol 116.59
    diisopropyl ether 21.57
    tert-amyl alcohol 34.98
    acetylacetone 209.19
    n-hexadecane 6.73
    acetophenone 158.15
    methyl propionate 115.06
    isopentyl acetate 83.03
    trichloroethylene 313.6
    n-nonanol 37.67
    cyclohexanol 49.06
    benzyl alcohol 114.49
    2-ethylhexanol 37.39
    isooctanol 32.76
    dipropyl ether 53.89
    1,2-dichlorobenzene 114.42
    ethyl lactate 73.57
    propylene carbonate 165.66
    n-methylformamide 160.45
    2-pentanol 26.33
    n-pentane 3.16
    1-propoxy-2-propanol 82.88
    1-methoxy-2-propyl acetate 120.22
    2-(2-methoxypropoxy) propanol 109.42
    mesitylene 24.05
    ε-caprolactone 194.68
    p-cymene 30.62
    epichlorohydrin 296.94
    1,1,1-trichloroethane 86.36
    2-aminoethanol 36.41
    morpholine-4-carbaldehyde 402.75
    sulfolane 339.75
    2,2,4-trimethylpentane 2.99
    2-methyltetrahydrofuran 152.17
    n-hexyl acetate 93.87
    isooctane 2.36
    2-(2-butoxyethoxy)ethanol 137.07
    sec-butyl acetate 82.33
    tert-butyl acetate 79.78
    decalin 7.0
    glycerin 60.55
    diglyme 274.59
    acrylic acid 80.93
    isopropyl myristate 49.46
    n-butyric acid 71.93
    acetyl acetate 90.42
    di(2-ethylhexyl) phthalate 56.04
    ethyl propionate 98.0
    nitromethane 221.72
    1,2-diethoxyethane 143.63
    benzonitrile 145.63
    trioctyl phosphate 39.6
    1-bromopropane 54.04
    gamma-valerolactone 433.4
    n-decanol 32.11
    triethyl phosphate 49.9
    4-methyl-2-pentanol 22.64
    propionitrile 60.49
    vinylene carbonate 191.22
    1,1,2-trichlorotrifluoroethane 222.33
    DMS 129.95
    cumene 29.33
    2-octanol 30.4
    2-hexanone 118.83
    octyl acetate 60.22
    limonene 40.77
    1,2-dimethoxyethane 261.99
    ethyl orthosilicate 44.97
    tributyl phosphate 46.6
    diacetone alcohol 91.87
    N,N-dimethylaniline 91.18
    acrylonitrile 105.97
    aniline 89.91
    1,3-propanediol 49.4
    bromobenzene 117.42
    dibromomethane 113.54
    1,1,2,2-tetrachloroethane 212.91
    2-methyl-cyclohexyl acetate 80.84
    tetrabutyl urea 75.21
    diisobutyl methanol 26.94
    2-phenylethanol 91.2
    styrene 66.47
    dioctyl adipate 78.71
    dimethyl sulfate 192.19
    ethyl butyrate 83.7
    methyl lactate 86.77
    butyl lactate 78.12
    diethyl carbonate 65.35
    propanediol butyl ether 89.28
    triethyl orthoformate 64.32
    p-tert-butyltoluene 28.71
    methyl 4-tert-butylbenzoate 91.03
    morpholine 194.71
    tert-butylamine 19.73
    n-dodecanol 28.03
    dimethoxymethane 241.82
    ethylene carbonate 139.96
    cyrene 155.99
    2-ethoxyethyl acetate 153.16
    2-ethylhexyl acetate 73.27
    1,2,4-trichlorobenzene 134.05
    4-methylpyridine 199.24
    dibutyl ether 57.12
    2,6-dimethyl-4-heptanol 26.94
    DEF 163.49
    dimethyl isosorbide 192.08
    tetrachloroethylene 136.95
    eugenol 128.28
    triacetin 137.41
    span 80 92.02
    1,4-butanediol 39.58
    1,1-dichloroethane 87.46
    2-methyl-1-pentanol 41.64
    methyl formate 155.45
    2-methyl-1-butanol 30.4
    n-decane 7.74
    butyronitrile 61.39
    3,7-dimethyl-1-octanol 35.39
    1-chlorooctane 30.44
    1-chlorotetradecane 17.48
    n-nonane 6.25
    undecane 6.66
    tert-butylcyclohexane 5.75
    cyclooctane 3.05
    cyclopentanol 61.06
    tetrahydropyran 139.97
    tert-amyl methyl ether 48.46
    2,5,8-trioxanonane 203.55
    1-hexene 20.93
    2-isopropoxyethanol 98.08
    2,2,2-trifluoroethanol 49.78
    methyl butyrate 129.71

    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