Diallyl Disulfide

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  • Identifiers

    CAS number
    2179-57-9

    Molecular formula
    C6H10S2

    SMILES
    C=CCSSCC=C

    Safety labels

    Flammable
    Flammable

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 1080.0
    • Carbowax: 1489.0

  • Odor profile

    Onion 87.83%
    Garlic 85.56%
    Sulfurous 80.15%
    Alliaceous 73.58%
    Pungent 57.37%
    Savory 50.2%
    Roasted 48.89%
    Cooked 48.08%
    Radish 38.78%
    Metallic 36.41%

    Scent© AI

  • Properties

    XLogP3-AA
    2.2

    Molecular weight
    146.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point

    • 79 °C @ 16 MM HG
    • 138.00 to 139.00 °C. @ 760.00 mm Hg
    • 174.2 °F at 16 mmHg

    Flash point est.
    63.39 ˚C

    Solubility expt.

    • INSOL IN WATER; SOL IN MOST COMMON ORG SOLVENTS
    • insoluble in water; soluble in common organic solvents

  • Synonyms

    • DIALLYL DISULFIDE
    • 2179-57-9
    • Allyl disulfide
    • Diallyldisulfide
    • Diallyl disulphide
    • 1,2-Diallyldisulfane
    • Disulfide, di-2-propenyl
    • Allyl disulphide
    • 2-Propenyl disulphide
    • 4,5-Dithia-1,7-octadiene
    • 2-Propenyl disulfide
    • 3-(prop-2-enyldisulfanyl)prop-1-ene
    • FEMA No. 2028
    • 3-Allyldisulfanyl-Propene
    • Di(2-propenyl) disulfide
    • 5HI47O6OA7
    • CCRIS 6290
    • CHEBI:4488
    • HSDB 595
    • 3-(Allyldisulfanyl)-1-propene
    • DTXSID9035206
    • di-2-propenyldisulfide
    • EINECS 218-548-6
    • MFCD00008656
    • NSC 29228
    • NSC-29228
    • BRN 1699241
    • 3-(prop-2-en-1-yldisulfanyl)prop-1-ene
    • AI3-35128
    • ALLYL DISULFIDE [FHFI]
    • Disulfide, di-2-propen-1-yl
    • CHEMBL366603
    • 3,3'-dithiobis(prop-1-ene)
    • Di-2-propenyl disulfide, 9CI
    • DIALLYL DISULFIDE [HSDB]
    • DTXCID7015206
    • ALLYL DISULFIDE [USP-RS]
    • NSC29228
    • 3,3'-disulfanediylbis(prop-1-ene)
    • ALLYL DISULFIDE (USP-RS)
    • Diallyl Disulphide; Allyl Disulfide
    • allyll disulfide
    • Diallyl Disulphide (Technical grade, >80%)
    • diallyldisulphide
    • 3-(allyldisulfanyl)prop-1-ene
    • Garlicin?
    • di-allyl-disulfide
    • diAllS2
    • 2Propenyl disulfide
    • 2Propenyl disulphide
    • di-Propenyl disulfide
    • Disulfide, di2propenyl
    • Di(2propenyl) disulfide
    • di-2-Propenyl disulfide
    • 4,5Dithia1,7octadiene
    • UNII-5HI47O6OA7
    • Diallyl disulfide (Standard)
    • SCHEMBL93944
    • SPECTRUM1505174
    • Allyl disulfide, >=80%, FG
    • FEMA 2028
    • 3-(Allyldisulfanyl)-1-propene #
    • HY-W015635R
    • Tox21_302178
    • BDBM50318453
    • Diallyl disulfide, >=98% (HPLC)
    • NSC797351
    • Diallyl disulfide, analytical standard
    • AKOS015840490
    • Allyl disulfide, technical grade, 80%
    • CCG-214421
    • FD59865
    • HY-W015635
    • NSC-797351
    • NCGC00095294-01
    • NCGC00095294-02
    • NCGC00255533-01
    • NCI60_002410
    • CAS-2179-57-9
    • DB-003623
    • D0071
    • NS00012207
    • C08369
    • D89587
    • EN300-691227
    • Q419633
    • SR-05000002379
    • SR-05000002379-1
    • 218-548-6

  • Applications

    Allyl disulfide, also known as diallyl disulfide, is the principal aroma compound of garlic and is widely used to formulate savory flavors for sauces, snacks and processed meat, to build thermally stable onion-garlic notes in fragrance compositions; in nutraceuticals and pharmaceuticals it is investigated as an antioxidant, antimicrobial, cholesterol-lowering and hepatoprotective agent; in agriculture it functions as an insect repellent, antifungal additive and germination promoter; in organic synthesis it serves as a versatile sulfur donor for polysulfide production, rubber vulcanization, polymer modification, and as a precursor to thiols, sulfoxides and sulfones; laboratories employ it as a calibration odorant for analytical instruments, a surface-grafting reagent on metals, a sulfur-isotope tracer for mechanistic studies, and as a model compound to explore the bioactivity of natural organosulfur molecules.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 101.34
    methanol 65.3
    isopropanol 106.69
    water 0.04
    ethyl acetate 396.44
    n-propanol 124.14
    acetone 637.32
    n-butanol 150.1
    acetonitrile 229.05
    DMF 639.48
    toluene 604.76
    isobutanol 116.41
    1,4-dioxane 815.28
    methyl acetate 344.51
    THF 1660.79
    2-butanone 501.88
    n-pentanol 109.0
    sec-butanol 128.97
    n-hexane 143.19
    ethylene glycol 19.84
    NMP 983.42
    cyclohexane 574.36
    DMSO 701.88
    n-butyl acetate 543.73
    n-octanol 131.15
    chloroform 1149.92
    n-propyl acetate 280.56
    acetic acid 155.98
    dichloromethane 913.22
    cyclohexanone 1299.54
    propylene glycol 41.22
    isopropyl acetate 269.26
    DMAc 529.38
    2-ethoxyethanol 149.06
    isopentanol 135.93
    n-heptane 288.49
    ethyl formate 204.21
    1,2-dichloroethane 635.44
    n-hexanol 225.88
    2-methoxyethanol 227.28
    isobutyl acetate 197.38
    tetrachloromethane 304.07
    n-pentyl acetate 268.36
    transcutol 661.22
    n-heptanol 106.25
    ethylbenzene 232.31
    MIBK 289.29
    2-propoxyethanol 301.59
    tert-butanol 191.23
    MTBE 299.56
    2-butoxyethanol 159.98
    propionic acid 161.21
    o-xylene 350.01
    formic acid 20.13
    diethyl ether 384.47
    m-xylene 343.32
    p-xylene 282.21
    chlorobenzene 592.84
    dimethyl carbonate 151.49
    n-octane 84.82
    formamide 42.76
    cyclopentanone 1464.93
    2-pentanone 478.53
    anisole 345.81
    cyclopentyl methyl ether 874.47
    gamma-butyrolactone 1088.17
    1-methoxy-2-propanol 211.27
    pyridine 850.89
    3-pentanone 438.73
    furfural 854.02
    n-dodecane 47.83
    diethylene glycol 149.12
    diisopropyl ether 177.3
    tert-amyl alcohol 175.44
    acetylacetone 546.08
    n-hexadecane 58.28
    acetophenone 344.28
    methyl propionate 319.85
    isopentyl acetate 409.67
    trichloroethylene 1200.91
    n-nonanol 125.36
    cyclohexanol 365.42
    benzyl alcohol 197.36
    2-ethylhexanol 225.24
    isooctanol 98.05
    dipropyl ether 523.96
    1,2-dichlorobenzene 517.52
    ethyl lactate 112.21
    propylene carbonate 541.3
    n-methylformamide 162.43
    2-pentanol 135.04
    n-pentane 131.92
    1-propoxy-2-propanol 329.57
    1-methoxy-2-propyl acetate 418.15
    2-(2-methoxypropoxy) propanol 207.12
    mesitylene 265.4
    ε-caprolactone 787.32
    p-cymene 235.11
    epichlorohydrin 882.53
    1,1,1-trichloroethane 867.14
    2-aminoethanol 40.67
    morpholine-4-carbaldehyde 727.84
    sulfolane 1380.91
    2,2,4-trimethylpentane 60.78
    2-methyltetrahydrofuran 1044.99
    n-hexyl acetate 338.27
    isooctane 53.81
    2-(2-butoxyethoxy)ethanol 263.01
    sec-butyl acetate 209.8
    tert-butyl acetate 350.48
    decalin 165.35
    glycerin 60.47
    diglyme 543.27
    acrylic acid 145.52
    isopropyl myristate 179.71
    n-butyric acid 291.61
    acetyl acetate 276.8
    di(2-ethylhexyl) phthalate 136.23
    ethyl propionate 247.64
    nitromethane 375.87
    1,2-diethoxyethane 468.94
    benzonitrile 400.54
    trioctyl phosphate 108.49
    1-bromopropane 509.12
    gamma-valerolactone 1143.05
    n-decanol 100.83
    triethyl phosphate 189.65
    4-methyl-2-pentanol 85.62
    propionitrile 245.58
    vinylene carbonate 464.23
    1,1,2-trichlorotrifluoroethane 501.67
    DMS 265.0
    cumene 147.13
    2-octanol 96.22
    2-hexanone 300.95
    octyl acetate 195.89
    limonene 440.01
    1,2-dimethoxyethane 451.05
    ethyl orthosilicate 190.87
    tributyl phosphate 138.75
    diacetone alcohol 283.98
    N,N-dimethylaniline 246.8
    acrylonitrile 270.83
    aniline 344.89
    1,3-propanediol 75.94
    bromobenzene 771.47
    dibromomethane 744.38
    1,1,2,2-tetrachloroethane 1031.84
    2-methyl-cyclohexyl acetate 327.96
    tetrabutyl urea 205.95
    diisobutyl methanol 181.95
    2-phenylethanol 242.3
    styrene 322.89
    dioctyl adipate 228.01
    dimethyl sulfate 291.83
    ethyl butyrate 429.8
    methyl lactate 130.53
    butyl lactate 177.42
    diethyl carbonate 257.07
    propanediol butyl ether 147.43
    triethyl orthoformate 312.39
    p-tert-butyltoluene 241.66
    methyl 4-tert-butylbenzoate 273.48
    morpholine 759.33
    tert-butylamine 147.92
    n-dodecanol 87.86
    dimethoxymethane 367.5
    ethylene carbonate 395.22
    cyrene 272.96
    2-ethoxyethyl acetate 301.47
    2-ethylhexyl acetate 384.78
    1,2,4-trichlorobenzene 575.95
    4-methylpyridine 797.07
    dibutyl ether 367.83
    2,6-dimethyl-4-heptanol 181.95
    DEF 477.97
    dimethyl isosorbide 519.24
    tetrachloroethylene 634.07
    eugenol 212.95
    triacetin 322.09
    span 80 242.88
    1,4-butanediol 38.17
    1,1-dichloroethane 652.7
    2-methyl-1-pentanol 104.69
    methyl formate 174.26
    2-methyl-1-butanol 132.02
    n-decane 86.73
    butyronitrile 286.96
    3,7-dimethyl-1-octanol 160.72
    1-chlorooctane 208.78
    1-chlorotetradecane 101.54
    n-nonane 97.73
    undecane 60.67
    tert-butylcyclohexane 115.89
    cyclooctane 231.46
    cyclopentanol 364.83
    tetrahydropyran 1128.82
    tert-amyl methyl ether 277.79
    2,5,8-trioxanonane 388.63
    1-hexene 244.04
    2-isopropoxyethanol 132.77
    2,2,2-trifluoroethanol 63.26
    methyl butyrate 341.43

    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

Botanical

Name CAS Botanical Proportion
Garlic 1 8008-99-9 Allium sativum L., fam. Liliaceae 40.0%
Garlic 2 8008-99-9 Allium sativum L., fam. Liliaceae 20.7%
Garlic (China) Allium sativum L., fam. Liliaceae 3.59%
Allium macrochatum (Turkey) Allium macrochaetum Boiss. et Hausskn., fam. Liliaceae 53.8%
Nira (Brazil) Allium tuberosum Rottl., fam. Liliaceae 22.5%
Adenocalymma alliaceum (Brazil) 1a leaf Adenocalymma alliaceum Miers, fam. Bignoniaceae 34.0%
Adenocalymma alliaceum (Brazil) 1b flower Adenocalymma alliaceum Miers, fam. Bignoniaceae 49.7%