6,9-Dodecadien-4-olide, (6Z,9Z)-

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  • Identifiers

    CAS number
    153175-57-6

    Molecular formula
    C12H18O2

    SMILES
    CC/C=C\C/C=C\CC1CCC(=O)O1

  • Odor profile

    Fragrance
    Fatty 67.21%
    Fruity 52.07%
    Oily 50.29%
    Buttery 42.13%
    Peach 40.53%
    Waxy 40.44%
    Sweet 40.13%
    Creamy 39.73%
    Dairy 39.58%
    Herbal 39.37%

     

    Flavor
    Fatty 45.0%
    Oily 31.31%
    Waxy 28.47%
    Creamy 27.36%
    Fruity 27.29%
    Sweet 26.15%
    Fresh 25.2%
    Melon 23.11%
    Dairy 20.4%
    Floral 19.9%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.0

    pKa est.
    7.95 (neutral)

    Molecular weight
    194.27 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    305°C

    Flash point

    • 134.53 ˚C est.

    Solubility expt.

    • Insoluble in water; soluble in propylene glycol and ethyl acetate
    • soluble (in ethanol)

  • Synonyms

    • Tuberose lactone
    • Tuberose lactone [FHFI]
    • FEMA No. 4067
    • UNII-388RBW40WH
    • 388RBW40WH
    • 153175-57-6
    • 6,9-Dodecadien-4-olide, (6Z,9Z)-
    • (Z,Z)-(+/-)-6,9-dodecadien-4-olide
    • TUBEROSELACTONE
    • 2(3H)-Furanone, dihydro-5-(2Z,5Z)-2,5-octadienyl-
    • 2(3H)-Furanone, dihydro-5-(2,5-octadienyl)-, (Z,Z)-
    • 2(3H)-Furanone, dihydro-5-(2Z,5Z)-2,5-octadien-1-yl-
    • 6,9-DODECADIEN-4-OLIDE, CIS,CIS-
    • 5-[(2Z,5Z)-octa-2,5-dienyl]oxolan-2-one
    • SCHEMBL8660973
    • (Z,Z)-6,9-Dodecadien-4-olid
    • YNHBLISDDXOUDQ-CWWKMNTPSA-N
    • (6Z,9Z)-6,9-dodecadien-4-olide
    • cis,cis-.gamma.-6,9-Dodecadienelactone
    • Q27256763

  • Applications

    Known as 6,9-Dodecadien-4-olide, (6Z,9Z)-, CAS 153175-57-6, this compound is primarily evaluated for use in fragrance and flavor applications. Real-world uses include serving as a fragrance ingredient in perfumery and personal care products to impart green and fruity notes and act as a scent fixative; evaluated as a flavor or aroma ingredient in food formulations at low concentrations; used as an intermediate in the synthesis of more complex aroma compounds; may appear in household and cleaning formulations as a fragrance component; used as an odor modifier or intermediate in polymers and plastics for fragrance-related applications; and considered for incorporation into coatings for industrial applications, subject to local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 667.05
    methanol 608.81
    isopropanol 434.2
    water 0.07
    ethyl acetate 531.81
    n-propanol 469.78
    acetone 580.37
    n-butanol 434.31
    acetonitrile 427.32
    DMF 438.72
    toluene 285.21
    isobutanol 325.4
    1,4-dioxane 877.25
    methyl acetate 410.4
    THF 1023.74
    2-butanone 517.96
    n-pentanol 359.06
    sec-butanol 396.4
    n-hexane 50.9
    ethylene glycol 81.05
    NMP 388.01
    cyclohexane 68.94
    DMSO 1005.49
    n-butyl acetate 378.75
    n-octanol 117.03
    chloroform 1583.48
    n-propyl acetate 352.53
    acetic acid 343.83
    dichloromethane 1357.74
    cyclohexanone 625.43
    propylene glycol 185.74
    isopropyl acetate 368.9
    DMAc 574.03
    2-ethoxyethanol 468.11
    isopentanol 387.69
    n-heptane 18.98
    ethyl formate 205.7
    1,2-dichloroethane 769.53
    n-hexanol 319.32
    2-methoxyethanol 606.2
    isobutyl acetate 268.5
    tetrachloromethane 127.91
    n-pentyl acetate 195.36
    transcutol 2206.84
    n-heptanol 103.19
    ethylbenzene 146.98
    MIBK 304.13
    2-propoxyethanol 540.47
    tert-butanol 493.1
    MTBE 537.01
    2-butoxyethanol 242.54
    propionic acid 282.23
    o-xylene 148.57
    formic acid 89.69
    diethyl ether 633.74
    m-xylene 178.64
    p-xylene 174.76
    chlorobenzene 353.68
    dimethyl carbonate 129.86
    n-octane 8.98
    formamide 141.0
    cyclopentanone 578.96
    2-pentanone 441.6
    anisole 346.15
    cyclopentyl methyl ether 453.51
    gamma-butyrolactone 565.69
    1-methoxy-2-propanol 539.0
    pyridine 667.08
    3-pentanone 309.54
    furfural 479.48
    n-dodecane 10.62
    diethylene glycol 362.73
    diisopropyl ether 158.9
    tert-amyl alcohol 420.8
    acetylacetone 495.73
    n-hexadecane 12.33
    acetophenone 289.73
    methyl propionate 340.39
    isopentyl acetate 364.29
    trichloroethylene 1225.46
    n-nonanol 109.41
    cyclohexanol 349.2
    benzyl alcohol 279.13
    2-ethylhexanol 182.71
    isooctanol 94.53
    dipropyl ether 207.06
    1,2-dichlorobenzene 309.1
    ethyl lactate 153.54
    propylene carbonate 339.76
    n-methylformamide 201.66
    2-pentanol 294.51
    n-pentane 34.17
    1-propoxy-2-propanol 379.22
    1-methoxy-2-propyl acetate 395.64
    2-(2-methoxypropoxy) propanol 352.54
    mesitylene 116.76
    ε-caprolactone 513.12
    p-cymene 82.63
    epichlorohydrin 869.67
    1,1,1-trichloroethane 599.94
    2-aminoethanol 225.16
    morpholine-4-carbaldehyde 502.66
    sulfolane 625.02
    2,2,4-trimethylpentane 28.95
    2-methyltetrahydrofuran 760.09
    n-hexyl acetate 297.63
    isooctane 24.63
    2-(2-butoxyethoxy)ethanol 474.72
    sec-butyl acetate 275.59
    tert-butyl acetate 371.86
    decalin 47.75
    glycerin 204.27
    diglyme 746.01
    acrylic acid 193.6
    isopropyl myristate 122.77
    n-butyric acid 458.07
    acetyl acetate 311.5
    di(2-ethylhexyl) phthalate 128.98
    ethyl propionate 279.75
    nitromethane 474.21
    1,2-diethoxyethane 577.88
    benzonitrile 320.84
    trioctyl phosphate 76.7
    1-bromopropane 527.65
    gamma-valerolactone 643.83
    n-decanol 82.01
    triethyl phosphate 125.03
    4-methyl-2-pentanol 178.04
    propionitrile 356.7
    vinylene carbonate 291.57
    1,1,2-trichlorotrifluoroethane 518.83
    DMS 257.59
    cumene 104.79
    2-octanol 74.03
    2-hexanone 359.34
    octyl acetate 141.23
    limonene 123.69
    1,2-dimethoxyethane 648.72
    ethyl orthosilicate 123.03
    tributyl phosphate 112.83
    diacetone alcohol 360.82
    N,N-dimethylaniline 212.42
    acrylonitrile 370.2
    aniline 333.16
    1,3-propanediol 307.21
    bromobenzene 418.75
    dibromomethane 931.96
    1,1,2,2-tetrachloroethane 1058.1
    2-methyl-cyclohexyl acetate 223.33
    tetrabutyl urea 138.33
    diisobutyl methanol 105.01
    2-phenylethanol 254.73
    styrene 214.05
    dioctyl adipate 189.4
    dimethyl sulfate 199.8
    ethyl butyrate 246.34
    methyl lactate 170.36
    butyl lactate 167.96
    diethyl carbonate 182.93
    propanediol butyl ether 271.45
    triethyl orthoformate 174.98
    p-tert-butyltoluene 80.13
    methyl 4-tert-butylbenzoate 223.21
    morpholine 1011.28
    tert-butylamine 310.83
    n-dodecanol 63.33
    dimethoxymethane 430.81
    ethylene carbonate 253.22
    cyrene 251.09
    2-ethoxyethyl acetate 334.04
    2-ethylhexyl acetate 265.92
    1,2,4-trichlorobenzene 369.34
    4-methylpyridine 597.45
    dibutyl ether 202.57
    2,6-dimethyl-4-heptanol 105.01
    DEF 403.71
    dimethyl isosorbide 442.15
    tetrachloroethylene 557.51
    eugenol 230.0
    triacetin 343.52
    span 80 266.14
    1,4-butanediol 147.01
    1,1-dichloroethane 768.61
    2-methyl-1-pentanol 336.53
    methyl formate 124.41
    2-methyl-1-butanol 348.86
    n-decane 16.69
    butyronitrile 393.89
    3,7-dimethyl-1-octanol 151.64
    1-chlorooctane 90.38
    1-chlorotetradecane 38.96
    n-nonane 14.92
    undecane 12.89
    tert-butylcyclohexane 44.13
    cyclooctane 21.43
    cyclopentanol 300.82
    tetrahydropyran 837.36
    tert-amyl methyl ether 335.96
    2,5,8-trioxanonane 556.54
    1-hexene 248.39
    2-isopropoxyethanol 369.1
    2,2,2-trifluoroethanol 85.54
    methyl butyrate 354.84

    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