5-Methyl-2-(1-methylethenyl)-4-hexenoic acid

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  • Identifiers

    CAS number
    497-67-6

    Molecular formula
    C10H16O2

    SMILES
    CC(=CCC(C(=C)C)C(=O)O)C

    Safety labels

  • Odor profile

    Fragrance
    Fruity 78.29%
    Herbal 67.64%
    Floral 55.9%
    Sweet 54.12%
    Citrus 50.49%
    Green 48.72%
    Rose 47.8%
    Woody 44.3%
    Spicy 43.95%
    Mint 36.68%

     

    Flavor
    Herbal 31.06%
    Green 29.82%
    Woody 25.55%
    Ocimene 22.09%
    Mouldy 21.96%
    Odorless 21.41%
    Bitter 21.27%
    Herb 20.9%
    Oriental 20.89%
    Light 20.69%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.2

    pKa est.
    8.92 (weak base)

    Molecular weight
    168.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    254°C

    Flash point

    • 119.23 ˚C est.

  • Synonyms

    • 5-Methyl-2-(1-methylethenyl)-4-hexenoic acid
    • 497-67-6
    • 5-methyl-2-prop-1-en-2-ylhex-4-enoic acid
    • 5-Methyl-2-(prop-1-en-2-yl)hex-4-enoic acid
    • 2-Isopropenyl-5-methyl-4-hexenoic acid
    • starbld0029671
    • 4-Hexenoic acid, 5-methyl-2-(1-methylethenyl)-
    • SCHEMBL3359833
    • DTXSID60964351
    • 497-67-6

  • Applications

    5-Methyl-2-(1-methylethenyl)-4-hexenoic acid (CAS 497-67-6) is primarily used as an intermediate in the synthesis of monoterpene-derived fragrance compounds. It serves as a building block for esters and other aroma constituents in perfumery and cosmetic formulations, where it can contribute to scent profiles or act as a fixation precursor. In household cleaning products and detergents, it may be used as an odorant or fragrance ingredient. The compound can be employed in industrial manufacturing as a precursor for aroma-related derivatives and functionalized monomers in polymers, coatings, and inks. Its use is typically formulation- and regulation-dependent, and subject to local limitations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 190.72
    methanol 200.13
    isopropanol 161.1
    water 1.3
    ethyl acetate 77.41
    n-propanol 140.76
    acetone 109.22
    n-butanol 149.78
    acetonitrile 63.52
    DMF 242.43
    toluene 22.77
    isobutanol 109.27
    1,4-dioxane 299.65
    methyl acetate 66.5
    THF 463.64
    2-butanone 87.39
    n-pentanol 105.53
    sec-butanol 130.82
    n-hexane 13.47
    ethylene glycol 36.45
    NMP 282.79
    cyclohexane 14.15
    DMSO 169.15
    n-butyl acetate 97.12
    n-octanol 94.4
    chloroform 108.64
    n-propyl acetate 59.5
    acetic acid 140.23
    dichloromethane 87.23
    cyclohexanone 184.36
    propylene glycol 90.2
    isopropyl acetate 55.94
    DMAc 175.21
    2-ethoxyethanol 117.58
    isopentanol 125.64
    n-heptane 12.25
    ethyl formate 60.68
    1,2-dichloroethane 55.89
    n-hexanol 174.6
    2-methoxyethanol 225.68
    isobutyl acetate 49.75
    tetrachloromethane 17.66
    n-pentyl acetate 62.11
    transcutol 339.53
    n-heptanol 85.08
    ethylbenzene 25.73
    MIBK 65.94
    2-propoxyethanol 219.51
    tert-butanol 209.65
    MTBE 90.65
    2-butoxyethanol 120.67
    propionic acid 95.62
    o-xylene 28.28
    formic acid 53.09
    diethyl ether 64.76
    m-xylene 30.96
    p-xylene 38.29
    chlorobenzene 41.01
    dimethyl carbonate 30.24
    n-octane 5.8
    formamide 67.27
    cyclopentanone 234.76
    2-pentanone 81.56
    anisole 68.33
    cyclopentyl methyl ether 130.89
    gamma-butyrolactone 246.52
    1-methoxy-2-propanol 206.21
    pyridine 89.31
    3-pentanone 50.36
    furfural 174.19
    n-dodecane 6.2
    diethylene glycol 143.05
    diisopropyl ether 28.61
    tert-amyl alcohol 157.81
    acetylacetone 93.84
    n-hexadecane 6.8
    acetophenone 66.92
    methyl propionate 63.41
    isopentyl acetate 98.21
    trichloroethylene 107.98
    n-nonanol 82.16
    cyclohexanol 132.59
    benzyl alcohol 67.68
    2-ethylhexanol 93.91
    isooctanol 65.31
    dipropyl ether 66.24
    1,2-dichlorobenzene 45.85
    ethyl lactate 47.92
    propylene carbonate 145.03
    n-methylformamide 91.81
    2-pentanol 99.92
    n-pentane 9.87
    1-propoxy-2-propanol 165.85
    1-methoxy-2-propyl acetate 109.74
    2-(2-methoxypropoxy) propanol 132.11
    mesitylene 25.75
    ε-caprolactone 166.48
    p-cymene 33.41
    epichlorohydrin 212.62
    1,1,1-trichloroethane 54.5
    2-aminoethanol 98.97
    morpholine-4-carbaldehyde 256.81
    sulfolane 252.29
    2,2,4-trimethylpentane 10.5
    2-methyltetrahydrofuran 253.62
    n-hexyl acetate 105.15
    isooctane 8.88
    2-(2-butoxyethoxy)ethanol 172.87
    sec-butyl acetate 47.02
    tert-butyl acetate 81.34
    decalin 12.41
    glycerin 102.12
    diglyme 217.15
    acrylic acid 71.42
    isopropyl myristate 49.19
    n-butyric acid 146.52
    acetyl acetate 52.17
    di(2-ethylhexyl) phthalate 58.92
    ethyl propionate 54.4
    nitromethane 138.41
    1,2-diethoxyethane 94.53
    benzonitrile 62.88
    trioctyl phosphate 49.15
    1-bromopropane 37.55
    gamma-valerolactone 303.4
    n-decanol 63.3
    triethyl phosphate 46.03
    4-methyl-2-pentanol 69.27
    propionitrile 54.72
    vinylene carbonate 103.94
    1,1,2-trichlorotrifluoroethane 132.99
    DMS 61.58
    cumene 27.2
    2-octanol 61.6
    2-hexanone 69.87
    octyl acetate 64.61
    limonene 50.21
    1,2-dimethoxyethane 192.02
    ethyl orthosilicate 46.77
    tributyl phosphate 53.08
    diacetone alcohol 139.01
    N,N-dimethylaniline 59.64
    acrylonitrile 56.0
    aniline 58.89
    1,3-propanediol 149.4
    bromobenzene 32.26
    dibromomethane 56.49
    1,1,2,2-tetrachloroethane 101.55
    2-methyl-cyclohexyl acetate 89.91
    tetrabutyl urea 67.75
    diisobutyl methanol 55.76
    2-phenylethanol 92.64
    styrene 24.58
    dioctyl adipate 74.67
    dimethyl sulfate 51.39
    ethyl butyrate 70.35
    methyl lactate 59.32
    butyl lactate 71.94
    diethyl carbonate 49.93
    propanediol butyl ether 143.87
    triethyl orthoformate 61.74
    p-tert-butyltoluene 35.14
    methyl 4-tert-butylbenzoate 98.19
    morpholine 344.75
    tert-butylamine 120.46
    n-dodecanol 48.71
    dimethoxymethane 123.2
    ethylene carbonate 89.66
    cyrene 131.21
    2-ethoxyethyl acetate 77.05
    2-ethylhexyl acetate 77.07
    1,2,4-trichlorobenzene 61.86
    4-methylpyridine 101.23
    dibutyl ether 61.75
    2,6-dimethyl-4-heptanol 55.76
    DEF 94.5
    dimethyl isosorbide 229.61
    tetrachloroethylene 63.05
    eugenol 93.54
    triacetin 83.22
    span 80 142.67
    1,4-butanediol 60.96
    1,1-dichloroethane 55.68
    2-methyl-1-pentanol 98.83
    methyl formate 67.64
    2-methyl-1-butanol 108.81
    n-decane 9.49
    butyronitrile 77.51
    3,7-dimethyl-1-octanol 81.75
    1-chlorooctane 35.9
    1-chlorotetradecane 17.51
    n-nonane 8.44
    undecane 7.56
    tert-butylcyclohexane 14.63
    cyclooctane 5.51
    cyclopentanol 162.6
    tetrahydropyran 220.54
    tert-amyl methyl ether 75.19
    2,5,8-trioxanonane 181.29
    1-hexene 39.21
    2-isopropoxyethanol 88.39
    2,2,2-trifluoroethanol 43.32
    methyl butyrate 75.3

    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