(2Z)-5-(2,6-dimethylbicyclo[3.1.1]hept-2-en-6-yl)-2-methylpent-2-enoic acid

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  • Identifiers

    CAS number
    124439-27-6

    Molecular formula
    C15H22O2

    SMILES
    CC1=CCC2CC1C2(C)CC/C=C(/C)\C(=O)O

    Safety labels

  • Odor profile

    Fragrance
    Woody 70.52%
    Sweet 47.2%
    Balsamic 37.41%
    Dry 36.57%
    Amber 34.94%
    Sandalwood 34.58%
    Powdery 34.24%
    Fatty 30.3%
    Oily 29.85%
    Waxy 29.18%

     

    Flavor
    Woody 49.65%
    Herbal 27.98%
    Balsam 25.52%
    Sweet 24.33%
    Spicy 24.0%
    Wood 23.61%
    Sandalwood 21.18%
    Balsamic 21.06%
    Spice 20.52%
    Heather 19.9%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.5

    pKa est.
    8.38 (weak base)

    Molecular weight
    234.33 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    352°C

    Flash point

    • 158.16 ˚C est.

  • Synonyms

    • (Z)-alpha-bergamotenoic acid
    • 124439-27-6
    • alpha-bergamotenoic acid
    • CHEBI:131505
    • (2Z)-5-(2,6-dimethylbicyclo[3.1.1]hept-2-en-6-yl)-2-methylpent-2-enoic acid
    • 124439-27-6

  • Applications

    Chemical name: (2Z)-5-(2,6-dimethylbicyclo[3.1.1]hept-2-en-6-yl)-2-methylpent-2-enoic acid; CAS number: 124439-27-6 is a bicyclic, alpha,beta-unsaturated carboxylic acid that serves as a specialized intermediate in several industrial sectors. In pharmaceutical and agrochemical development, it can act as a chiral building block for target compounds. In fragrance and cosmetics, it may be used to generate aroma esters or function as a fragrance ingredient derived from its rigid bicyclic scaffold. In polymer and coating formulations, it can serve as a reactive monomer or functional additive to impart crosslinking or specific reactivity. In the broader specialty chemicals arena, it is evaluated as a precursor for derivative syntheses and materials, with usage depending on formulation constraints and regulatory considerations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 713.02
    methanol 606.16
    isopropanol 607.73
    water 0.7
    ethyl acetate 533.14
    n-propanol 603.6
    acetone 361.64
    n-butanol 480.99
    acetonitrile 181.64
    DMF 484.91
    toluene 195.61
    isobutanol 334.29
    1,4-dioxane 823.24
    methyl acetate 313.18
    THF 1021.41
    2-butanone 414.51
    n-pentanol 188.3
    sec-butanol 317.8
    n-hexane 13.66
    ethylene glycol 59.97
    NMP 125.19
    cyclohexane 21.6
    DMSO 229.65
    n-butyl acetate 212.68
    n-octanol 43.73
    chloroform 468.54
    n-propyl acetate 168.36
    acetic acid 139.56
    dichloromethane 313.74
    cyclohexanone 292.71
    propylene glycol 105.74
    isopropyl acetate 344.15
    DMAc 322.57
    2-ethoxyethanol 385.53
    isopentanol 348.98
    n-heptane 5.41
    ethyl formate 137.84
    1,2-dichloroethane 276.81
    n-hexanol 235.2
    2-methoxyethanol 760.4
    isobutyl acetate 120.33
    tetrachloromethane 66.48
    n-pentyl acetate 101.83
    transcutol 1279.49
    n-heptanol 82.77
    ethylbenzene 69.82
    MIBK 246.49
    2-propoxyethanol 526.11
    tert-butanol 555.69
    MTBE 706.86
    2-butoxyethanol 220.57
    propionic acid 158.83
    o-xylene 101.04
    formic acid 93.57
    diethyl ether 788.72
    m-xylene 151.0
    p-xylene 76.83
    chlorobenzene 134.69
    dimethyl carbonate 129.68
    n-octane 2.52
    formamide 210.71
    cyclopentanone 324.79
    2-pentanone 408.92
    anisole 193.49
    cyclopentyl methyl ether 398.99
    gamma-butyrolactone 300.89
    1-methoxy-2-propanol 657.38
    pyridine 290.26
    3-pentanone 256.13
    furfural 217.97
    n-dodecane 1.8
    diethylene glycol 360.17
    diisopropyl ether 158.66
    tert-amyl alcohol 334.6
    acetylacetone 294.49
    n-hexadecane 2.13
    acetophenone 119.13
    methyl propionate 358.38
    isopentyl acetate 210.43
    trichloroethylene 417.85
    n-nonanol 45.09
    cyclohexanol 205.33
    benzyl alcohol 134.81
    2-ethylhexanol 82.67
    isooctanol 67.96
    dipropyl ether 112.12
    1,2-dichlorobenzene 103.67
    ethyl lactate 81.23
    propylene carbonate 143.62
    n-methylformamide 304.61
    2-pentanol 281.74
    n-pentane 21.69
    1-propoxy-2-propanol 309.7
    1-methoxy-2-propyl acetate 362.04
    2-(2-methoxypropoxy) propanol 186.35
    mesitylene 82.53
    ε-caprolactone 265.16
    p-cymene 36.15
    epichlorohydrin 494.12
    1,1,1-trichloroethane 216.02
    2-aminoethanol 210.98
    morpholine-4-carbaldehyde 345.4
    sulfolane 191.12
    2,2,4-trimethylpentane 11.55
    2-methyltetrahydrofuran 516.65
    n-hexyl acetate 111.41
    isooctane 14.33
    2-(2-butoxyethoxy)ethanol 298.95
    sec-butyl acetate 159.5
    tert-butyl acetate 353.94
    decalin 10.5
    glycerin 139.01
    diglyme 510.61
    acrylic acid 104.57
    isopropyl myristate 41.65
    n-butyric acid 288.47
    acetyl acetate 151.18
    di(2-ethylhexyl) phthalate 47.23
    ethyl propionate 162.17
    nitromethane 227.53
    1,2-diethoxyethane 355.6
    benzonitrile 111.1
    trioctyl phosphate 33.37
    1-bromopropane 197.52
    gamma-valerolactone 481.14
    n-decanol 32.58
    triethyl phosphate 54.11
    4-methyl-2-pentanol 178.19
    propionitrile 232.0
    vinylene carbonate 135.58
    1,1,2-trichlorotrifluoroethane 245.71
    DMS 134.86
    cumene 49.04
    2-octanol 43.17
    2-hexanone 149.68
    octyl acetate 52.18
    limonene 43.2
    1,2-dimethoxyethane 502.57
    ethyl orthosilicate 58.97
    tributyl phosphate 40.44
    diacetone alcohol 345.17
    N,N-dimethylaniline 108.22
    acrylonitrile 196.89
    aniline 258.42
    1,3-propanediol 390.54
    bromobenzene 122.54
    dibromomethane 226.4
    1,1,2,2-tetrachloroethane 372.88
    2-methyl-cyclohexyl acetate 89.86
    tetrabutyl urea 45.68
    diisobutyl methanol 60.08
    2-phenylethanol 169.78
    styrene 77.31
    dioctyl adipate 55.16
    dimethyl sulfate 125.19
    ethyl butyrate 116.98
    methyl lactate 138.36
    butyl lactate 99.53
    diethyl carbonate 73.32
    propanediol butyl ether 157.28
    triethyl orthoformate 89.3
    p-tert-butyltoluene 39.61
    methyl 4-tert-butylbenzoate 114.06
    morpholine 1037.61
    tert-butylamine 319.53
    n-dodecanol 22.83
    dimethoxymethane 694.08
    ethylene carbonate 138.52
    cyrene 115.81
    2-ethoxyethyl acetate 237.21
    2-ethylhexyl acetate 139.94
    1,2,4-trichlorobenzene 119.69
    4-methylpyridine 334.25
    dibutyl ether 61.42
    2,6-dimethyl-4-heptanol 60.08
    DEF 287.27
    dimethyl isosorbide 247.39
    tetrachloroethylene 232.74
    eugenol 121.94
    triacetin 121.94
    span 80 126.33
    1,4-butanediol 96.61
    1,1-dichloroethane 316.81
    2-methyl-1-pentanol 160.01
    methyl formate 136.25
    2-methyl-1-butanol 263.99
    n-decane 3.24
    butyronitrile 239.93
    3,7-dimethyl-1-octanol 62.22
    1-chlorooctane 20.17
    1-chlorotetradecane 7.46
    n-nonane 2.83
    undecane 2.34
    tert-butylcyclohexane 12.37
    cyclooctane 7.34
    cyclopentanol 198.93
    tetrahydropyran 815.05
    tert-amyl methyl ether 312.43
    2,5,8-trioxanonane 299.97
    1-hexene 59.84
    2-isopropoxyethanol 259.73
    2,2,2-trifluoroethanol 69.26
    methyl butyrate 170.98

    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