p-Mentha-2,4-diene

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  • Identifiers

    CAS number
    586-68-5

    Molecular formula
    C10H16

    SMILES
    CC1CC=C(C=C1)C(C)C

  • Odor profile

    Herbal 75.7%
    Spicy 73.7%
    Woody 67.88%
    Citrus 59.35%
    Fresh 55.66%
    Terpenic 54.31%
    Mint 44.14%
    Green 39.76%
    Lemon 38.72%
    Pine 37.06%

    Scent© AI

  • Properties

    XLogP3-AA
    3.2

    pKa est.
    10.36 (weak base)

    Molecular weight
    136.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very fast

    Boiling point est.
    167°C

    Flash point est.
    54.68 ˚C

  • Synonyms

    • p-Mentha-2,4-diene
    • .delta.-Terpinene
    • 2,4-p-Menthadiene
    • 586-68-5
    • 38QSP402UI
    • Menthol, cis-1,3,cis-1,4-
    • UNII-38QSP402UI
    • 3-Cyclohexadiene, 5-methyl-2-(1-methylethyl)-
    • Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2R,5R)-rel-
    • Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1alpha,2alpha,5alpha)-
    • DTXSID90423880
    • AAIXZDBTEWDLSG-UHFFFAOYSA-N
    • 2-Isopropyl-5-methyl-1,3-cyclohexadiene
    • 5-methyl-2-(propan-2-yl)cyclohexa-1,3-diene
    • 5-Methyl-2-(1-methylethyl)-1,3-cyclohexadiene
    • Q27256806

  • Applications

    p-Mentha-2,4-diene (CAS 586-68-5) is a monoterpene hydrocarbon with a citrus-herbal odor used as a fragrance ingredient in perfumes, cosmetics, cleaners, and scented candles to enhance freshness and diffusion; as a trace flavoring agent to reinforce citrus and terpenic notes in beverages, confections, and mint-type profiles; as a synthetic building block whose two double bonds enable facile functionalization (e.g., epoxidation, hydroformylation, selective oxidation) to access alcohols, epoxides, and ketones for pharma and agrochemical intermediates; as a reference standard in GC/GC-MS profiling of essential oils for qualitative and quantitative method calibration; as a model substrate for studies of autoxidation, radical mechanisms, and structure–odor relationships; and occasionally as a co-solvent in terpene-rich formulations and aroma delivery systems, with potential insect-repellent or antimicrobial activity typical of monoterpenes, subject to toxicological, stability, and regulatory validation for commercial use.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 122.93
    methanol 40.19
    isopropanol 121.48
    water 0.02
    ethyl acetate 306.44
    n-propanol 126.47
    acetone 211.48
    n-butanol 174.91
    acetonitrile 150.31
    DMF 108.81
    toluene 458.23
    isobutanol 102.38
    1,4-dioxane 519.02
    methyl acetate 187.95
    THF 1068.84
    2-butanone 299.92
    n-pentanol 123.24
    sec-butanol 148.22
    n-hexane 338.09
    ethylene glycol 4.7
    NMP 190.6
    cyclohexane 454.33
    DMSO 114.12
    n-butyl acetate 851.82
    n-octanol 190.87
    chloroform 625.69
    n-propyl acetate 212.18
    acetic acid 58.85
    dichloromethane 572.04
    cyclohexanone 500.31
    propylene glycol 14.4
    isopropyl acetate 222.94
    DMAc 138.03
    2-ethoxyethanol 79.06
    isopentanol 170.77
    n-heptane 642.38
    ethyl formate 106.56
    1,2-dichloroethane 350.99
    n-hexanol 473.33
    2-methoxyethanol 95.14
    isobutyl acetate 174.32
    tetrachloromethane 181.16
    n-pentyl acetate 277.91
    transcutol 537.21
    n-heptanol 177.59
    ethylbenzene 224.22
    MIBK 233.28
    2-propoxyethanol 290.1
    tert-butanol 192.53
    MTBE 410.62
    2-butoxyethanol 155.31
    propionic acid 61.4
    o-xylene 226.6
    formic acid 4.72
    diethyl ether 555.08
    m-xylene 283.23
    p-xylene 253.87
    chlorobenzene 309.28
    dimethyl carbonate 44.68
    n-octane 143.18
    formamide 9.75
    cyclopentanone 465.61
    2-pentanone 314.72
    anisole 252.45
    cyclopentyl methyl ether 539.97
    gamma-butyrolactone 307.16
    1-methoxy-2-propanol 117.46
    pyridine 488.83
    3-pentanone 244.98
    furfural 202.44
    n-dodecane 76.52
    diethylene glycol 68.07
    diisopropyl ether 226.44
    tert-amyl alcohol 191.1
    acetylacetone 215.06
    n-hexadecane 90.07
    acetophenone 177.57
    methyl propionate 160.71
    isopentyl acetate 605.78
    trichloroethylene 508.44
    n-nonanol 182.66
    cyclohexanol 230.8
    benzyl alcohol 101.04
    2-ethylhexanol 447.45
    isooctanol 151.84
    dipropyl ether 931.23
    1,2-dichlorobenzene 251.57
    ethyl lactate 51.25
    propylene carbonate 213.54
    n-methylformamide 34.39
    2-pentanol 167.42
    n-pentane 249.28
    1-propoxy-2-propanol 326.09
    1-methoxy-2-propyl acetate 343.47
    2-(2-methoxypropoxy) propanol 198.93
    mesitylene 191.5
    ε-caprolactone 371.33
    p-cymene 277.6
    epichlorohydrin 389.62
    1,1,1-trichloroethane 456.35
    2-aminoethanol 16.87
    morpholine-4-carbaldehyde 197.1
    sulfolane 276.24
    2,2,4-trimethylpentane 86.64
    2-methyltetrahydrofuran 869.57
    n-hexyl acetate 389.12
    isooctane 86.5
    2-(2-butoxyethoxy)ethanol 251.94
    sec-butyl acetate 174.55
    tert-butyl acetate 259.28
    decalin 157.0
    glycerin 16.42
    diglyme 419.36
    acrylic acid 36.03
    isopropyl myristate 200.4
    n-butyric acid 173.42
    acetyl acetate 153.68
    di(2-ethylhexyl) phthalate 128.22
    ethyl propionate 186.01
    nitromethane 85.76
    1,2-diethoxyethane 576.16
    benzonitrile 211.72
    trioctyl phosphate 100.97
    1-bromopropane 568.92
    gamma-valerolactone 343.13
    n-decanol 144.29
    triethyl phosphate 142.77
    4-methyl-2-pentanol 118.62
    propionitrile 186.93
    vinylene carbonate 149.16
    1,1,2-trichlorotrifluoroethane 114.31
    DMS 152.21
    cumene 152.49
    2-octanol 137.09
    2-hexanone 274.27
    octyl acetate 217.72
    limonene 475.96
    1,2-dimethoxyethane 291.16
    ethyl orthosilicate 166.31
    tributyl phosphate 126.21
    diacetone alcohol 166.17
    N,N-dimethylaniline 178.72
    acrylonitrile 122.25
    aniline 189.44
    1,3-propanediol 42.46
    bromobenzene 427.4
    dibromomethane 539.08
    1,1,2,2-tetrachloroethane 384.45
    2-methyl-cyclohexyl acetate 310.6
    tetrabutyl urea 161.39
    diisobutyl methanol 242.46
    2-phenylethanol 227.13
    styrene 254.9
    dioctyl adipate 213.27
    dimethyl sulfate 53.3
    ethyl butyrate 483.47
    methyl lactate 37.02
    butyl lactate 115.83
    diethyl carbonate 226.2
    propanediol butyl ether 98.68
    triethyl orthoformate 299.2
    p-tert-butyltoluene 265.33
    methyl 4-tert-butylbenzoate 207.0
    morpholine 501.46
    tert-butylamine 204.28
    n-dodecanol 120.96
    dimethoxymethane 160.66
    ethylene carbonate 145.19
    cyrene 115.63
    2-ethoxyethyl acetate 260.38
    2-ethylhexyl acetate 604.29
    1,2,4-trichlorobenzene 264.7
    4-methylpyridine 467.85
    dibutyl ether 529.87
    2,6-dimethyl-4-heptanol 242.46
    DEF 233.92
    dimethyl isosorbide 379.94
    tetrachloroethylene 242.51
    eugenol 140.17
    triacetin 197.27
    span 80 206.85
    1,4-butanediol 15.59
    1,1-dichloroethane 384.68
    2-methyl-1-pentanol 138.99
    methyl formate 29.78
    2-methyl-1-butanol 152.77
    n-decane 138.48
    butyronitrile 292.67
    3,7-dimethyl-1-octanol 213.73
    1-chlorooctane 298.99
    1-chlorotetradecane 123.03
    n-nonane 159.74
    undecane 97.62
    tert-butylcyclohexane 140.55
    cyclooctane 223.42
    cyclopentanol 182.34
    tetrahydropyran 970.75
    tert-amyl methyl ether 313.04
    2,5,8-trioxanonane 314.94
    1-hexene 574.82
    2-isopropoxyethanol 84.6
    2,2,2-trifluoroethanol 12.4
    methyl butyrate 230.42

    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
Geranium (China, Yunnan) 6 8000-46-2 Pelargonium graveolens L'Herit. ex Aiton, fam. Geraniaceae 0.11%
Eucalyptus camaldulensis (Egypt) fruit Eucalyptus camaldulensis Dehn. var. brevirostris, fam. Myrtaceae 1.39%
Lavender (Moldova) 8000-28-0 Lavandula angustifolia Mill., (L. officinalis Chaix), fam. Lamiaceae 0.01%