4-Hydroxy-6-dodecenoic acid lactone, (6Z)-

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  • Identifiers

    CAS number
    18679-18-0

    Molecular formula
    C12H20O2

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

  • Odor profile

    Fragrance
    Fatty 82.66%
    Fruity 77.72%
    Peach 65.94%
    Creamy 65.85%
    Buttery 64.19%
    Dairy 61.59%
    Waxy 61.2%
    Coconut 59.63%
    Sweet 59.24%
    Milky 57.11%

     

    Flavor
    Fruity 67.17%
    Waxy 66.01%
    Creamy 65.75%
    Sweet 64.16%
    Fatty 64.04%
    Peach 54.98%
    Oily 48.49%
    Coconut 48.32%
    Fresh 39.2%
    Dairy 38.96%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.6

    pKa est.
    8.02 (weak base)

    Molecular weight
    196.29 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point

    • 159.00 °C. @ 10.00 mm Hg

    Flash point

    • 127.78 ˚C est.

    Solubility expt.

    • soluble in alcohol and ether; insoluble in water and fat

  • Synonyms

    • 18679-18-0
    • (Z)-4-Hydroxy-6-dodecenoic acid lactone
    • (Z)-Dihydro-5-(2-octenyl)furan-2(3H)-one
    • (Z)-6-Dodecen-4-olide
    • CIS-4-HYDROXYDODEC-6-ENOIC ACID LACTONE
    • gamma-Dodecen-6-lactone
    • cis-6-Dodecen-4-olide
    • FEMA No. 3780
    • (Z)-dairy lactone
    • 2(3H)-Furanone, dihydro-5-(2-octenyl)-, (Z)-
    • 6-Dodecen-4-olide, cis-
    • 5-[(Z)-oct-2-enyl]oxolan-2-one
    • O8B631XC2S
    • 1,4-Dodec-6-enolactone, cis-
    • 5-[(2Z)-oct-2-en-1-yl]oxolan-2-one
    • EINECS 242-497-9
    • (Z)-Dodec-6-en-4-olide
    • cis-4-Hydroxy-6-dodecenoic acid lactone
    • 4-Hydroxy-6-dodecenoic acid lactone, cis-
    • 2(3H)-Furanone, dihydro-5-(2Z)-2-octenyl-
    • Dihydro-5-(2-octenyl)-2(3H)-furanone, (Z)-
    • 2(3H)-Furanone, dihydro-5-(2Z)-2-octen-1-yl-
    • 5-[(2Z)-2-Octenyl]dihydro-2(3H)-furanone
    • 4-HYDROXY-6-DODECENOIC ACID LACTONE, (6Z)-
    • 4-HYDROXY-6-DODECENOIC ACID, LACTONE [FHFI]
    • 5-((2Z)-oct-2-en-1-yl)oxolan-2-one
    • UNII-O8B631XC2S
    • (Z)-6-dodeceno-.gamma.-lactone
    • Dodeca-6-en-1,4-lactone
    • cis-1,4-Dodec-6-enolactone
    • SCHEMBL309361
    • .gamma.-6-(Z)-Dodecenolactone
    • .gamma.-Dodec-cis-6-enolactone
    • cis-.gamma.-Dodec-6-enolactone
    • (Z)-6-Dodecen-.gamma.-lactone
    • 6-(Z)-Dodecen-.gamma.-lactone
    • CHEBI:172053
    • DTXSID601016535
    • (Z)-6-Dodecenyl-.gamma.-lactone
    • (+,-)-(Z)-6-Dodecen-4-olide
    • LMFA07040067
    • laquo gammaRaquo -6-(Z)-dodecenolactone
    • laquo gammaRaquo -dodec-cis-6-enolactone
    • (Z)-6-Dodecen-laquo gammaRaquo -lactone
    • 6-(Z)-Dodecen-laquo gammaRaquo -lactone
    • cis-Laquo gammaRaquo -Dodec-6-enolactone
    • (6Z)-4-hydroxy-6-dodecenoic acid lactone
    • (Z)-6-dodeceno-laquo gammaRaquo -lactone
    • (Z)-6-dodecenyl-laquo gammaRaquo -lactone
    • NS00052592
    • (Z)-Dihydro-5-(2-octenyl)-2(3H)-furanone
    • 4-HYDROXY-6-DODECENOIC ACID, LACTONE
    • Dihydro-5-(2-octenyl)-(Z)-2(3H)-Furanone
    • Dihydro-5-(2Z)-2-octen-1-yl-2(3H)-furanone
    • Q27285474

  • Applications

    4-Hydroxy-6-dodecenoic acid lactone, (6Z)- (CAS 18679-18-0) is used as a fragrance ingredient and aroma precursor in perfumery and flavor applications, where its lactone framework can contribute fruity notes and serve as a potential fixative. It is commonly evaluated as an intermediate in organic synthesis for specialty polymers and functional coatings, providing a reactive building block for polyester or polyether derivatives. In cosmetics/personal care and household products, it may be incorporated as a fragrance component. In industrial manufacturing, it can be pursued as a starting material for derivatization toward tailor-made polymeric materials. Use is formulation- and regulation-dependent.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1928.61
    methanol 1702.39
    isopropanol 1395.71
    water 0.06
    ethyl acetate 1624.57
    n-propanol 1364.03
    acetone 1886.67
    n-butanol 1217.18
    acetonitrile 1189.93
    DMF 1061.06
    toluene 611.67
    isobutanol 955.42
    1,4-dioxane 2063.88
    methyl acetate 1087.17
    THF 2512.17
    2-butanone 1447.68
    n-pentanol 940.77
    sec-butanol 1140.59
    n-hexane 153.26
    ethylene glycol 170.63
    NMP 814.18
    cyclohexane 198.92
    DMSO 2139.45
    n-butyl acetate 1026.71
    n-octanol 269.61
    chloroform 3064.54
    n-propyl acetate 959.02
    acetic acid 808.18
    dichloromethane 2747.87
    cyclohexanone 1579.17
    propylene glycol 415.33
    isopropyl acetate 1106.64
    DMAc 1058.7
    2-ethoxyethanol 1084.42
    isopentanol 1071.03
    n-heptane 46.98
    ethyl formate 577.64
    1,2-dichloroethane 1725.82
    n-hexanol 803.79
    2-methoxyethanol 1502.83
    isobutyl acetate 668.36
    tetrachloromethane 305.24
    n-pentyl acetate 502.46
    transcutol 4449.12
    n-heptanol 247.65
    ethylbenzene 294.11
    MIBK 812.3
    2-propoxyethanol 1272.51
    tert-butanol 1417.21
    MTBE 1733.72
    2-butoxyethanol 549.71
    propionic acid 693.01
    o-xylene 297.04
    formic acid 181.17
    diethyl ether 1967.96
    m-xylene 382.1
    p-xylene 343.85
    chlorobenzene 751.2
    dimethyl carbonate 283.77
    n-octane 20.62
    formamide 301.66
    cyclopentanone 1368.64
    2-pentanone 1327.64
    anisole 687.48
    cyclopentyl methyl ether 1198.7
    gamma-butyrolactone 1317.05
    1-methoxy-2-propanol 1332.92
    pyridine 1490.05
    3-pentanone 806.73
    furfural 998.56
    n-dodecane 20.0
    diethylene glycol 775.26
    diisopropyl ether 451.29
    tert-amyl alcohol 1114.8
    acetylacetone 1270.25
    n-hexadecane 24.01
    acetophenone 556.17
    methyl propionate 929.36
    isopentyl acetate 936.31
    trichloroethylene 2566.91
    n-nonanol 238.85
    cyclohexanol 943.6
    benzyl alcohol 561.8
    2-ethylhexanol 430.91
    isooctanol 224.79
    dipropyl ether 535.66
    1,2-dichlorobenzene 617.55
    ethyl lactate 321.82
    propylene carbonate 762.74
    n-methylformamide 531.8
    2-pentanol 848.91
    n-pentane 103.58
    1-propoxy-2-propanol 906.53
    1-methoxy-2-propyl acetate 959.42
    2-(2-methoxypropoxy) propanol 648.51
    mesitylene 246.25
    ε-caprolactone 1281.17
    p-cymene 156.61
    epichlorohydrin 1965.54
    1,1,1-trichloroethane 1407.09
    2-aminoethanol 534.9
    morpholine-4-carbaldehyde 1060.31
    sulfolane 1323.99
    2,2,4-trimethylpentane 65.99
    2-methyltetrahydrofuran 2022.98
    n-hexyl acetate 715.13
    isooctane 59.4
    2-(2-butoxyethoxy)ethanol 951.99
    sec-butyl acetate 721.47
    tert-butyl acetate 1004.39
    decalin 104.41
    glycerin 416.28
    diglyme 1485.55
    acrylic acid 424.72
    isopropyl myristate 255.19
    n-butyric acid 1310.44
    acetyl acetate 753.79
    di(2-ethylhexyl) phthalate 244.05
    ethyl propionate 734.09
    nitromethane 1165.09
    1,2-diethoxyethane 1388.75
    benzonitrile 671.59
    trioctyl phosphate 151.35
    1-bromopropane 1330.79
    gamma-valerolactone 1580.09
    n-decanol 171.93
    triethyl phosphate 231.35
    4-methyl-2-pentanol 442.18
    propionitrile 973.34
    vinylene carbonate 628.6
    1,1,2-trichlorotrifluoroethane 1114.38
    DMS 526.97
    cumene 207.45
    2-octanol 180.27
    2-hexanone 953.79
    octyl acetate 299.05
    limonene 259.18
    1,2-dimethoxyethane 1584.43
    ethyl orthosilicate 234.52
    tributyl phosphate 220.27
    diacetone alcohol 892.37
    N,N-dimethylaniline 385.22
    acrylonitrile 895.06
    aniline 762.84
    1,3-propanediol 748.44
    bromobenzene 889.97
    dibromomethane 1955.7
    1,1,2,2-tetrachloroethane 2163.03
    2-methyl-cyclohexyl acetate 449.31
    tetrabutyl urea 255.33
    diisobutyl methanol 234.57
    2-phenylethanol 527.38
    styrene 449.82
    dioctyl adipate 373.43
    dimethyl sulfate 386.61
    ethyl butyrate 596.65
    methyl lactate 375.67
    butyl lactate 361.17
    diethyl carbonate 382.98
    propanediol butyl ether 572.57
    triethyl orthoformate 384.74
    p-tert-butyltoluene 158.12
    methyl 4-tert-butylbenzoate 405.64
    morpholine 2667.26
    tert-butylamine 906.42
    n-dodecanol 126.78
    dimethoxymethane 1110.46
    ethylene carbonate 591.12
    cyrene 424.42
    2-ethoxyethyl acetate 771.14
    2-ethylhexyl acetate 659.35
    1,2,4-trichlorobenzene 734.4
    4-methylpyridine 1388.25
    dibutyl ether 509.52
    2,6-dimethyl-4-heptanol 234.57
    DEF 1060.22
    dimethyl isosorbide 826.23
    tetrachloroethylene 1182.57
    eugenol 409.41
    triacetin 674.68
    span 80 522.04
    1,4-butanediol 325.99
    1,1-dichloroethane 1862.69
    2-methyl-1-pentanol 820.21
    methyl formate 320.6
    2-methyl-1-butanol 932.33
    n-decane 34.74
    butyronitrile 1115.86
    3,7-dimethyl-1-octanol 345.07
    1-chlorooctane 201.16
    1-chlorotetradecane 76.07
    n-nonane 33.14
    undecane 25.38
    tert-butylcyclohexane 97.59
    cyclooctane 57.69
    cyclopentanol 826.73
    tetrahydropyran 2403.43
    tert-amyl methyl ether 940.13
    2,5,8-trioxanonane 1024.87
    1-hexene 719.33
    2-isopropoxyethanol 862.9
    2,2,2-trifluoroethanol 180.17
    methyl butyrate 958.74

    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