(2S,4S)-2-hydroperoxy-1-methylidene-4-prop-1-en-2-ylcyclohexane

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  • Identifiers

    CAS number
    77026-84-7

    Molecular formula
    C10H16O2

    SMILES
    CC(=C)[C@H]1CCC(=C)[C@H](C1)OO

  • Odor profile

    Fragrance
    Mint 71.61%
    Herbal 70.22%
    Sweet 51.47%
    Spicy 49.5%
    Camphoreous 43.68%
    Green 42.96%
    Citrus 42.63%
    Cooling 41.6%
    Fresh 41.41%
    Woody 37.82%

     

    Flavor
    Minty 49.97%
    Herbal 48.46%
    Fresh 39.57%
    Spice 38.4%
    Mint 35.68%
    Green 34.23%
    Spearmint 29.44%
    Spicy 28.25%
    Fatty 24.79%
    Herb 24.45%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.3

    pKa est.
    9.32 (weak base)

    Molecular weight
    168.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    225°C

    Flash point

    • 91.64 ˚C est.

  • Synonyms

    • (2S,4S)-2-hydroperoxy-1-methylidene-4-prop-1-en-2-ylcyclohexane
    • 5-Isopropenyl-2-methylene-cyclohexyl-hydroperoxide
    • CHEMBL446762
    • DTXSID701017493
    • 77026-84-7
    • (-)-(2R,4S)-p-Mentha-1(7),8-dien-2-hydroperoxide
    • (-)-(2S,4S)-p-Mentha-1(7),8-dien-2-hydroperoxide
    • (1R,5R)-5-isopropenyl-2-methylenecyclohexyl rel-hydroperoxide
    • (1S,5S)-2-methylene-5-(1-methylethenyl)cyclohexyl Hydroperoxide
    • hydroperoxide, (1S,5S)-2-methylene-5-(1-methylethenyl)cyclohexyl
    • InChI=1/C10H16O2/c1-7(2)9-5-4-8(3)10(6-9)12-11/h9-11H,1,3-6H2,2H3/t9-,10-/m0/s

  • Applications

    As a terpene hydroperoxide, this compound is commonly evaluated as an intermediate for the synthesis of terpenoid derivatives used in fragrance and cosmetic applications; it may serve as an odorant component or as a building block to develop scent profiles for personal-care formulations. In industrial manufacturing, it can function as a precursor in organic syntheses and, under controlled conditions, as a radical initiator or crosslinking agent in polymer and coating systems. It is sometimes explored as a functional intermediate for broader coating and ink formulations where processing or fragrance delivery is desired. In research settings, it provides a chiral building block for accessing more complex terpenoid structures. Subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 442.0
    methanol 276.0
    isopropanol 375.82
    water 0.35
    ethyl acetate 675.11
    n-propanol 348.59
    acetone 463.81
    n-butanol 337.48
    acetonitrile 522.86
    DMF 474.14
    toluene 195.23
    isobutanol 212.36
    1,4-dioxane 1342.48
    methyl acetate 497.5
    THF 1144.46
    2-butanone 448.89
    n-pentanol 156.29
    sec-butanol 230.14
    n-hexane 4.44
    ethylene glycol 47.52
    NMP 286.57
    cyclohexane 18.94
    DMSO 359.88
    n-butyl acetate 400.42
    n-octanol 85.67
    chloroform 827.93
    n-propyl acetate 251.74
    acetic acid 279.9
    dichloromethane 849.4
    cyclohexanone 565.97
    propylene glycol 84.56
    isopropyl acetate 289.29
    DMAc 311.24
    2-ethoxyethanol 283.78
    isopentanol 279.04
    n-heptane 8.45
    ethyl formate 379.75
    1,2-dichloroethane 474.73
    n-hexanol 245.29
    2-methoxyethanol 609.92
    isobutyl acetate 132.52
    tetrachloromethane 76.97
    n-pentyl acetate 144.64
    transcutol 1720.86
    n-heptanol 79.29
    ethylbenzene 89.14
    MIBK 204.28
    2-propoxyethanol 462.24
    tert-butanol 411.8
    MTBE 256.64
    2-butoxyethanol 196.43
    propionic acid 212.75
    o-xylene 111.37
    formic acid 93.7
    diethyl ether 321.21
    m-xylene 138.81
    p-xylene 123.1
    chlorobenzene 262.79
    dimethyl carbonate 114.14
    n-octane 3.69
    formamide 207.53
    cyclopentanone 579.15
    2-pentanone 378.77
    anisole 254.87
    cyclopentyl methyl ether 294.87
    gamma-butyrolactone 692.22
    1-methoxy-2-propanol 459.88
    pyridine 611.92
    3-pentanone 212.6
    furfural 635.25
    n-dodecane 4.23
    diethylene glycol 282.75
    diisopropyl ether 72.05
    tert-amyl alcohol 220.83
    acetylacetone 431.45
    n-hexadecane 5.2
    acetophenone 210.01
    methyl propionate 310.85
    isopentyl acetate 310.49
    trichloroethylene 969.15
    n-nonanol 77.55
    cyclohexanol 225.63
    benzyl alcohol 190.68
    2-ethylhexanol 129.46
    isooctanol 67.3
    dipropyl ether 144.01
    1,2-dichlorobenzene 221.02
    ethyl lactate 102.92
    propylene carbonate 400.26
    n-methylformamide 278.29
    2-pentanol 176.92
    n-pentane 6.74
    1-propoxy-2-propanol 325.89
    1-methoxy-2-propyl acetate 389.77
    2-(2-methoxypropoxy) propanol 243.39
    mesitylene 77.77
    ε-caprolactone 510.45
    p-cymene 72.49
    epichlorohydrin 1003.38
    1,1,1-trichloroethane 395.63
    2-aminoethanol 136.18
    morpholine-4-carbaldehyde 591.31
    sulfolane 409.9
    2,2,4-trimethylpentane 6.5
    2-methyltetrahydrofuran 673.46
    n-hexyl acetate 205.79
    isooctane 7.54
    2-(2-butoxyethoxy)ethanol 382.71
    sec-butyl acetate 164.81
    tert-butyl acetate 265.01
    decalin 12.28
    glycerin 113.62
    diglyme 732.35
    acrylic acid 148.49
    isopropyl myristate 82.2
    n-butyric acid 439.42
    acetyl acetate 298.17
    di(2-ethylhexyl) phthalate 87.56
    ethyl propionate 224.0
    nitromethane 687.83
    1,2-diethoxyethane 455.77
    benzonitrile 310.87
    trioctyl phosphate 54.66
    1-bromopropane 208.2
    gamma-valerolactone 899.93
    n-decanol 58.36
    triethyl phosphate 91.34
    4-methyl-2-pentanol 107.51
    propionitrile 347.33
    vinylene carbonate 369.62
    1,1,2-trichlorotrifluoroethane 353.0
    DMS 186.47
    cumene 62.05
    2-octanol 51.17
    2-hexanone 213.43
    octyl acetate 100.88
    limonene 100.2
    1,2-dimethoxyethane 591.46
    ethyl orthosilicate 85.77
    tributyl phosphate 75.77
    diacetone alcohol 300.8
    N,N-dimethylaniline 125.1
    acrylonitrile 383.73
    aniline 270.45
    1,3-propanediol 284.25
    bromobenzene 259.29
    dibromomethane 448.31
    1,1,2,2-tetrachloroethane 586.42
    2-methyl-cyclohexyl acetate 162.52
    tetrabutyl urea 92.11
    diisobutyl methanol 82.13
    2-phenylethanol 218.65
    styrene 112.81
    dioctyl adipate 127.04
    dimethyl sulfate 129.6
    ethyl butyrate 263.56
    methyl lactate 128.3
    butyl lactate 117.15
    diethyl carbonate 165.04
    propanediol butyl ether 190.6
    triethyl orthoformate 152.5
    p-tert-butyltoluene 70.98
    methyl 4-tert-butylbenzoate 165.69
    morpholine 1336.79
    tert-butylamine 209.22
    n-dodecanol 43.94
    dimethoxymethane 396.31
    ethylene carbonate 316.01
    cyrene 186.51
    2-ethoxyethyl acetate 278.73
    2-ethylhexyl acetate 218.9
    1,2,4-trichlorobenzene 274.54
    4-methylpyridine 538.48
    dibutyl ether 127.47
    2,6-dimethyl-4-heptanol 82.13
    DEF 328.89
    dimethyl isosorbide 433.4
    tetrachloroethylene 316.91
    eugenol 164.82
    triacetin 217.76
    span 80 179.98
    1,4-butanediol 68.37
    1,1-dichloroethane 461.14
    2-methyl-1-pentanol 136.36
    methyl formate 240.36
    2-methyl-1-butanol 200.12
    n-decane 6.91
    butyronitrile 423.43
    3,7-dimethyl-1-octanol 106.95
    1-chlorooctane 47.32
    1-chlorotetradecane 18.56
    n-nonane 5.58
    undecane 5.33
    tert-butylcyclohexane 11.48
    cyclooctane 5.81
    cyclopentanol 235.24
    tetrahydropyran 822.56
    tert-amyl methyl ether 142.94
    2,5,8-trioxanonane 457.01
    1-hexene 40.11
    2-isopropoxyethanol 180.55
    2,2,2-trifluoroethanol 84.75
    methyl butyrate 288.98

    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