Allyl thiocyanate

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  • Identifiers

    CAS number
    764-49-8

    Molecular formula
    C4H5NS

    SMILES
    C=CCSC#N

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

  • Odor profile

    Sulfurous 74.83%
    Onion 72.18%
    Garlic 69.73%
    Alliaceous 53.87%
    Pungent 49.48%
    Roasted 40.19%
    Meaty 39.09%
    Cooked 37.24%
    Savory 37.09%
    Radish 35.93%

    Scent© AI

  • Properties

    XLogP3-AA
    1.6

    Molecular weight
    99.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very fast

    Boiling point est.
    169°C

    Flash point est.
    49.04 ˚C

  • Synonyms

    • Allyl thiocyanate
    • 764-49-8
    • Allylrhodanid
    • Allylthiocyanate
    • Thiocyanic acid, 2-propenyl ester
    • Thiocyanic acid, allyl ester
    • prop-2-enyl thiocyanate
    • (prop-2-en-1-ylsulfanyl)carbonitrile
    • 3-Thiocyanato-1-propene
    • Allylrhodanid [German]
    • 3-thiocyanatoprop-1-ene
    • EINECS 212-126-5
    • BRN 1739294
    • Allylrhodamide
    • allyliso thiocyanate
    • 3-Thiocyanatopropene
    • Prop-2-enylthiocyanate
    • 1-Thiocyano-2-propene
    • Propene, 3-thiocyanato-
    • CV25AS3FVT
    • Prop-2-en-1-yl thiocyanate
    • 2-Propenyl thiocyanate, 9CI
    • DTXSID00870765
    • CHEBI:183082
    • AKOS006279843
    • Thiocyanic acid, 2-propen-1-yl ester
    • NS00042049
    • C22642
    • G58197
    • EN300-3428770
    • 212-126-5

  • Applications

    Allyl thiocyanate (CAS 764-49-8) is used mainly as a versatile intermediate in organic and materials synthesis: as a source of the thiocyanate (–SCN) group for isomerization to allyl isothiocyanate or for installing –SCN onto molecular scaffolds; it undergoes allylic functionalization and nucleophilic substitution to give sulfides, thioethers, thiourea/isothiourea, and S,N-heterocycles; it is leveraged to access intermediates for pharmaceuticals and agrochemicals, to modify polymers and surfaces (using –SCN as a reactive anchor for post-functionalization), and as a reference compound in mechanistic, spectroscopic, and analytical method development; it has also been explored as a mild antimicrobial/antifungal agent in encapsulated systems or as a pungent odorant in industrial formulations, though direct food use is uncommon; note it is volatile, flammable, and irritating, so it should be stored tightly sealed and handled with good ventilation.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 82.21
    methanol 139.42
    isopropanol 52.25
    water 2.0
    ethyl acetate 102.6
    n-propanol 61.29
    acetone 262.41
    n-butanol 51.24
    acetonitrile 113.7
    DMF 844.86
    toluene 56.49
    isobutanol 41.16
    1,4-dioxane 205.89
    methyl acetate 138.9
    THF 287.06
    2-butanone 145.26
    n-pentanol 45.52
    sec-butanol 43.2
    n-hexane 8.01
    ethylene glycol 81.43
    NMP 577.41
    cyclohexane 18.82
    DMSO 666.1
    n-butyl acetate 131.86
    n-octanol 55.93
    chloroform 238.93
    n-propyl acetate 91.97
    acetic acid 173.48
    dichloromethane 186.27
    cyclohexanone 240.67
    propylene glycol 63.71
    isopropyl acetate 65.65
    DMAc 445.94
    2-ethoxyethanol 100.28
    isopentanol 40.46
    n-heptane 14.94
    ethyl formate 103.71
    1,2-dichloroethane 163.14
    n-hexanol 69.95
    2-methoxyethanol 184.46
    isobutyl acetate 58.86
    tetrachloromethane 43.32
    n-pentyl acetate 84.94
    transcutol 465.36
    n-heptanol 43.22
    ethylbenzene 34.53
    MIBK 69.32
    2-propoxyethanol 149.2
    tert-butanol 60.76
    MTBE 54.13
    2-butoxyethanol 96.62
    propionic acid 112.2
    o-xylene 47.44
    formic acid 93.55
    diethyl ether 55.98
    m-xylene 44.53
    p-xylene 46.66
    chlorobenzene 129.58
    dimethyl carbonate 108.21
    n-octane 7.68
    formamide 132.0
    cyclopentanone 343.63
    2-pentanone 119.85
    anisole 101.46
    cyclopentyl methyl ether 111.77
    gamma-butyrolactone 336.62
    1-methoxy-2-propanol 143.53
    pyridine 208.27
    3-pentanone 102.24
    furfural 389.04
    n-dodecane 7.71
    diethylene glycol 173.6
    diisopropyl ether 24.08
    tert-amyl alcohol 49.4
    acetylacetone 210.07
    n-hexadecane 8.75
    acetophenone 127.55
    methyl propionate 122.09
    isopentyl acetate 93.77
    trichloroethylene 354.56
    n-nonanol 48.92
    cyclohexanol 65.22
    benzyl alcohol 77.72
    2-ethylhexanol 52.59
    isooctanol 35.51
    dipropyl ether 68.03
    1,2-dichlorobenzene 135.2
    ethyl lactate 71.11
    propylene carbonate 193.74
    n-methylformamide 257.7
    2-pentanol 36.3
    n-pentane 7.25
    1-propoxy-2-propanol 121.48
    1-methoxy-2-propyl acetate 142.86
    2-(2-methoxypropoxy) propanol 126.97
    mesitylene 35.81
    ε-caprolactone 184.24
    p-cymene 40.79
    epichlorohydrin 260.35
    1,1,1-trichloroethane 145.37
    2-aminoethanol 82.35
    morpholine-4-carbaldehyde 449.96
    sulfolane 503.63
    2,2,4-trimethylpentane 5.75
    2-methyltetrahydrofuran 137.11
    n-hexyl acetate 113.38
    isooctane 5.08
    2-(2-butoxyethoxy)ethanol 163.47
    sec-butyl acetate 53.05
    tert-butyl acetate 87.11
    decalin 12.17
    glycerin 115.35
    diglyme 329.08
    acrylic acid 151.27
    isopropyl myristate 52.95
    n-butyric acid 104.77
    acetyl acetate 100.31
    di(2-ethylhexyl) phthalate 58.0
    ethyl propionate 79.64
    nitromethane 407.37
    1,2-diethoxyethane 142.73
    benzonitrile 136.03
    trioctyl phosphate 43.44
    1-bromopropane 63.2
    gamma-valerolactone 376.86
    n-decanol 38.81
    triethyl phosphate 53.94
    4-methyl-2-pentanol 26.9
    propionitrile 89.82
    vinylene carbonate 205.39
    1,1,2-trichlorotrifluoroethane 292.17
    DMS 155.15
    cumene 29.39
    2-octanol 33.42
    2-hexanone 95.09
    octyl acetate 66.13
    limonene 59.27
    1,2-dimethoxyethane 206.59
    ethyl orthosilicate 48.25
    tributyl phosphate 53.7
    diacetone alcohol 118.24
    N,N-dimethylaniline 80.62
    acrylonitrile 155.22
    aniline 78.52
    1,3-propanediol 82.0
    bromobenzene 126.27
    dibromomethane 123.38
    1,1,2,2-tetrachloroethane 288.63
    2-methyl-cyclohexyl acetate 79.46
    tetrabutyl urea 92.36
    diisobutyl methanol 40.79
    2-phenylethanol 95.64
    styrene 51.93
    dioctyl adipate 82.53
    dimethyl sulfate 247.6
    ethyl butyrate 92.15
    methyl lactate 122.95
    butyl lactate 89.5
    diethyl carbonate 64.75
    propanediol butyl ether 128.87
    triethyl orthoformate 65.59
    p-tert-butyltoluene 40.86
    methyl 4-tert-butylbenzoate 118.31
    morpholine 200.73
    tert-butylamine 39.35
    n-dodecanol 33.24
    dimethoxymethane 228.55
    ethylene carbonate 141.54
    cyrene 125.1
    2-ethoxyethyl acetate 129.11
    2-ethylhexyl acetate 77.82
    1,2,4-trichlorobenzene 162.06
    4-methylpyridine 179.89
    dibutyl ether 64.98
    2,6-dimethyl-4-heptanol 40.79
    DEF 192.18
    dimethyl isosorbide 224.67
    tetrachloroethylene 195.7
    eugenol 131.19
    triacetin 150.52
    span 80 120.86
    1,4-butanediol 48.37
    1,1-dichloroethane 126.48
    2-methyl-1-pentanol 36.71
    methyl formate 222.76
    2-methyl-1-butanol 36.69
    n-decane 11.02
    butyronitrile 80.95
    3,7-dimethyl-1-octanol 53.18
    1-chlorooctane 43.0
    1-chlorotetradecane 21.55
    n-nonane 10.58
    undecane 8.91
    tert-butylcyclohexane 10.92
    cyclooctane 7.44
    cyclopentanol 90.36
    tetrahydropyran 136.67
    tert-amyl methyl ether 47.26
    2,5,8-trioxanonane 247.62
    1-hexene 25.07
    2-isopropoxyethanol 71.0
    2,2,2-trifluoroethanol 82.95
    methyl butyrate 113.44

    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

Botanical

Name CAS Botanical Proportion
Horseradish Armoracia lapathifolia Gilib., fam. Brassicaceae (Cruciferae) 2.1%