4-HYDROXY-4-METHYL-5-HEXENOIC ACID gamma LACTONE

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  • Identifiers

    CAS number
    1073-11-6

    Molecular formula
    C7H10O2

    SMILES
    CC1(CCC(=O)O1)C=C

  • Odor profile

    Fruity 75.18%
    Floral 64.38%
    Sweet 47.6%
    Mint 46.98%
    Herbal 40.48%
    Spicy 40.31%
    Tobacco 39.61%
    Woody 39.29%
    Coconut 35.59%
    Coumarinic 34.15%

    Scent© AI

  • Properties

    XLogP3-AA
    1.0

    pKa est.
    8.41 (weak base)

    Molecular weight
    126.15 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point est.
    218°C

    Flash point est.
    64.81 ˚C

    Solubility expt.

    • Insoluble in water; soluble in nonpolar solvents
    • soluble (in ethanol)

  • Synonyms

    • 1073-11-6
    • 5-ethenyl-5-methyloxolan-2-one
    • Lavender lactone
    • 2(3H)-Furanone, 5-ethenyldihydro-5-methyl-
    • 5-Ethenyldihydro-5-methyl-2(3H)-furanone
    • 4-Methyl-5-hexen-4-olide
    • lilac lactone
    • lavander lactone
    • 4-Methyl-4-vinylbutyrolactone
    • 4-Methyl-4-vinyl-4-butanolide
    • 4-Methyl-4-vinyl-1,4-butanolide
    • 4-Hydroxy-4-methyl-5-hexenoic acid gamma lactone
    • Dihydro-5-methyl-5-vinyl-2(3H)-furanone
    • Dihydro-5-methyl-5-vinylfuran-2(3H)-one
    • S2GF56OA97
    • 2(3H)-Furanone, dihydro-5-methyl-5-vinyl-
    • .gamma.-Vinyl-.gamma.-valerolactone
    • EINECS 214-024-6
    • 2-Vinyl-2-methyltetrahydrofuran-5-one
    • FEMA NO. 4051
    • DTXSID40862523
    • .gamma.-Methyl-.gamma.-vinyl-.gamma.-butyrolactone
    • 5-Hexenoic acid, 4-hydroxy-4-methyl-, .gamma.-lactone
    • 5-methyl-5-vinyl-dihydro-furan-2-one
    • 5-Methyl-5-vinyldihydro-2(3H)-furanone
    • .GAMMA.-VINYL-GAMMA.-VALEROLACTONE
    • 4-HYDROXY-4-METHYL-5-HEXENOIC ACID .GAMMA. LACTONE
    • 5-methyl-5-vinyldihydrofuran-2(3h)-one
    • 4-HYDROXY-4-METHYL-5-HEXENOIC ACID .GAMMA. LACTONE [FHFI]
    • UNII-S2GF56OA97
    • SCHEMBL919332
    • gamma-Vinyl-gamma-valerolactone
    • (+/-)-LILAC LACTONE
    • DTXCID80811272
    • CHEBI:195835
    • LILAC LACTONE, (+/-)-
    • BAA07311
    • gamma-methyl-gamma-vinylbutyrolactone
    • 5-Ethenyl-5-methyl-2(3H)-furanone
    • AKOS015908076
    • GAMMA-VINYL-GAMMA.-VALEROLACTONE
    • AS-81102
    • DB-280635
    • (3H)-Furanone, 5-ethenyldihydro-5-methyl-
    • 5-Methyl-5-vinyldihydro-2(3H)-furanone #
    • NS00041961
    • 5-METHYL-5-VINYLTETRAHYDRO-2-FURANONE
    • E77591
    • EN300-1296907
    • GAMMA-METHYL-GAMMA-VINYL-GAMMA-BUTYROLACTONE
    • 5-Hexenoic acid, 4-hydroxy-4-methyl-, gamma-lactone
    • Q27288496
    • laquo gammaRaquo -vinyl-laquo gammaRaquo -valerolactone

  • Applications

    4-Hydroxy-4-methyl-5-hexenoic acid gamma lactone (CAS 1073-11-6) is a gamma lactone with rich fruity, creamy tonality used as a flavor ingredient in foods and beverages to impart peach, apricot, coconut, dairy and ice-cream nuances, and in perfumery and personal care to add soft lactonic depth to fruit and white-floral accords; owing to its allylic double bond, tertiary hydroxyl and stereogenic center, it also serves as a versatile synthetic building block for pharmaceuticals, natural-product motifs and agrochemical intermediates via selective transformations such as epoxidation, hydroboration or esterification, and is explored in materials and delivery research to generate biodegradable esters, profragrances and controlled-release systems, as well as an analytical standard and sensory reference in flavor evaluation, with use subject to applicable safety and additive regulations.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 492.32
    methanol 649.24
    isopropanol 411.76
    water 25.33
    ethyl acetate 296.03
    n-propanol 372.56
    acetone 364.07
    n-butanol 265.73
    acetonitrile 321.9
    DMF 666.7
    toluene 134.46
    isobutanol 251.92
    1,4-dioxane 650.61
    methyl acetate 350.13
    THF 481.82
    2-butanone 289.69
    n-pentanol 203.7
    sec-butanol 307.48
    n-hexane 14.22
    ethylene glycol 195.89
    NMP 403.75
    cyclohexane 14.8
    DMSO 420.07
    n-butyl acetate 97.21
    n-octanol 105.1
    chloroform 627.75
    n-propyl acetate 102.52
    acetic acid 319.73
    dichloromethane 482.47
    cyclohexanone 253.61
    propylene glycol 240.56
    isopropyl acetate 148.72
    DMAc 596.43
    2-ethoxyethanol 354.39
    isopentanol 225.27
    n-heptane 8.85
    ethyl formate 179.62
    1,2-dichloroethane 227.02
    n-hexanol 181.29
    2-methoxyethanol 610.46
    isobutyl acetate 68.97
    tetrachloromethane 68.11
    n-pentyl acetate 76.81
    transcutol 826.93
    n-heptanol 80.46
    ethylbenzene 69.89
    MIBK 138.95
    2-propoxyethanol 362.81
    tert-butanol 388.59
    MTBE 242.12
    2-butoxyethanol 159.54
    propionic acid 286.33
    o-xylene 92.99
    formic acid 252.45
    diethyl ether 248.21
    m-xylene 103.87
    p-xylene 96.74
    chlorobenzene 160.61
    dimethyl carbonate 135.91
    n-octane 5.89
    formamide 320.18
    cyclopentanone 291.54
    2-pentanone 210.41
    anisole 202.81
    cyclopentyl methyl ether 203.79
    gamma-butyrolactone 359.5
    1-methoxy-2-propanol 447.29
    pyridine 304.32
    3-pentanone 160.05
    furfural 353.01
    n-dodecane 7.91
    diethylene glycol 350.85
    diisopropyl ether 61.34
    tert-amyl alcohol 286.82
    acetylacetone 253.51
    n-hexadecane 8.79
    acetophenone 154.67
    methyl propionate 252.43
    isopentyl acetate 95.45
    trichloroethylene 430.91
    n-nonanol 90.96
    cyclohexanol 182.05
    benzyl alcohol 163.88
    2-ethylhexanol 81.91
    isooctanol 64.91
    dipropyl ether 66.67
    1,2-dichlorobenzene 136.66
    ethyl lactate 86.23
    propylene carbonate 184.53
    n-methylformamide 372.06
    2-pentanol 178.0
    n-pentane 15.37
    1-propoxy-2-propanol 199.84
    1-methoxy-2-propyl acetate 169.47
    2-(2-methoxypropoxy) propanol 199.02
    mesitylene 57.43
    ε-caprolactone 246.29
    p-cymene 39.27
    epichlorohydrin 392.92
    1,1,1-trichloroethane 235.26
    2-aminoethanol 338.91
    morpholine-4-carbaldehyde 535.43
    sulfolane 315.96
    2,2,4-trimethylpentane 12.83
    2-methyltetrahydrofuran 324.62
    n-hexyl acetate 146.83
    isooctane 10.68
    2-(2-butoxyethoxy)ethanol 263.34
    sec-butyl acetate 84.14
    tert-butyl acetate 153.69
    decalin 15.77
    glycerin 280.04
    diglyme 401.31
    acrylic acid 239.19
    isopropyl myristate 61.96
    n-butyric acid 235.68
    acetyl acetate 163.83
    di(2-ethylhexyl) phthalate 63.6
    ethyl propionate 117.77
    nitromethane 515.55
    1,2-diethoxyethane 199.87
    benzonitrile 161.07
    trioctyl phosphate 44.45
    1-bromopropane 149.58
    gamma-valerolactone 460.6
    n-decanol 67.6
    triethyl phosphate 51.87
    4-methyl-2-pentanol 114.16
    propionitrile 233.34
    vinylene carbonate 198.04
    1,1,2-trichlorotrifluoroethane 291.03
    DMS 142.36
    cumene 52.63
    2-octanol 60.1
    2-hexanone 120.74
    octyl acetate 77.33
    limonene 50.12
    1,2-dimethoxyethane 438.07
    ethyl orthosilicate 50.02
    tributyl phosphate 56.81
    diacetone alcohol 212.79
    N,N-dimethylaniline 127.79
    acrylonitrile 277.86
    aniline 197.08
    1,3-propanediol 339.74
    bromobenzene 154.83
    dibromomethane 292.53
    1,1,2,2-tetrachloroethane 341.46
    2-methyl-cyclohexyl acetate 77.78
    tetrabutyl urea 74.95
    diisobutyl methanol 51.33
    2-phenylethanol 152.54
    styrene 86.93
    dioctyl adipate 81.1
    dimethyl sulfate 198.33
    ethyl butyrate 77.7
    methyl lactate 157.77
    butyl lactate 76.22
    diethyl carbonate 62.24
    propanediol butyl ether 184.1
    triethyl orthoformate 61.44
    p-tert-butyltoluene 40.43
    methyl 4-tert-butylbenzoate 126.43
    morpholine 608.58
    tert-butylamine 209.92
    n-dodecanol 50.67
    dimethoxymethane 400.85
    ethylene carbonate 162.21
    cyrene 161.31
    2-ethoxyethyl acetate 145.03
    2-ethylhexyl acetate 71.21
    1,2,4-trichlorobenzene 169.03
    4-methylpyridine 310.78
    dibutyl ether 78.69
    2,6-dimethyl-4-heptanol 51.33
    DEF 249.24
    dimethyl isosorbide 254.96
    tetrachloroethylene 201.76
    eugenol 138.16
    triacetin 150.54
    span 80 142.58
    1,4-butanediol 163.65
    1,1-dichloroethane 309.79
    2-methyl-1-pentanol 171.7
    methyl formate 265.36
    2-methyl-1-butanol 211.36
    n-decane 12.26
    butyronitrile 204.45
    3,7-dimethyl-1-octanol 101.63
    1-chlorooctane 52.06
    1-chlorotetradecane 24.04
    n-nonane 10.83
    undecane 9.67
    tert-butylcyclohexane 16.66
    cyclooctane 6.53
    cyclopentanol 212.18
    tetrahydropyran 332.75
    tert-amyl methyl ether 166.75
    2,5,8-trioxanonane 313.57
    1-hexene 59.09
    2-isopropoxyethanol 226.87
    2,2,2-trifluoroethanol 148.77
    methyl butyrate 135.63

    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
Davana 1 8016-03-3 Artemisia pallens Wall. ex DC., fam. Asteraceae (Compositae) 3.0%
Acacia confusa flower (China) Acacia confusa Merr., fam. Mimosaceae (Leguminosae) 0.14%