p-Mentha-2,8-dien-1-ol, (Z)-

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    3886-78-0

    Molecular formula
    C10H16O

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

    Safety labels

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 1137.0
    • Carbowax: 1663.67

  • Odor profile

    Floral 76.82%
    Herbal 71.9%
    Fresh 55.41%
    Woody 50.58%
    Mint 49.43%
    Citrus 48.7%
    Spicy 44.57%
    Sweet 43.52%
    Lemon 37.37%
    Terpenic 36.79%

    Scent© AI

  • Properties

    XLogP3-AA
    2.4

    Molecular weight
    152.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point est.
    197°C

    Flash point est.
    95.01 ˚C

  • Synonyms

    • (1R,4S)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-2-enol
    • 82769-01-5
    • 3886-78-0
    • p-Mentha-2,8-dien-1-ol, (Z)-
    • (1R,4S)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-2-en-1-ol
    • UNII-YI67O93A9C
    • YI67O93A9C
    • (1R,4S)-1-methyl-4-prop-1-en-2-ylcyclohex-2-en-1-ol
    • cis-2,8-p-menthadien-1-ol
    • 2-Cyclohexen-1-ol, 1-methyl-4-(1-methylethenyl)-, cis-
    • DTXSID80192114
    • 1-Methyl-4-(1-methylethenyl)-2-cyclohexen-1-ol cis-
    • cis-p-Mentha-2,8-dien-1-ol
    • CIS-2,8-PARA-MENTHADIEN-1-OL
    • P-MENTHA-(Z)-2,8-DIEN-1-OL
    • (+/-)-P-MENTHA-2,8-DIEN-1-OL, (Z)-
    • 2-CYCLOHEXEN-1-OL, 1-METHYL-4-(1-METHYLETHENYL)-, (1R,4S)-REL-
    • (Z)-p-Mentha-2,8-dien-1-ol
    • 2-Cyclohexen-1-ol, 1-methyl-4-(1-methylethenyl)-, (1R,4S)-
    • (-)-Menthadienol
    • (1R,4S)-1-Methyl-4-(1-methylethenyl)-2-cyclohexen-1-ol; (-)-(1R,4S)-p-Mentha-2,8-dien-1-ol; (-)-p-Mentha-2,8-dien-1-ol;
    • MFCD27665414
    • CHEMBL504494
    • SCHEMBL18371602
    • DTXCID90114605
    • HDA76901
    • AKOS022173122
    • CS-W019686
    • DS-7161
    • EN300-7422395
    • Q27294536

  • Applications

    p-Mentha-2,8-dien-1-ol, (Z)- (CAS 3886-78-0) is a monoterpenoid alcohol on the p-menthane scaffold with applications in flavor and fragrance, organic synthesis, and research: used as a fragrance modifier to boost freshness, terpenic dryness, and top-note lift in perfumes, personal care, cleaners, and air care; dosed at low levels to fine-tune flavor nuances in beverages, confectionery, and food flavors (subject to applicable regulations); derivatized via esterification or selective oxidation to access valuable terpenoid esters, epoxides, and aldehydes/ketones; employed as a substrate for biocatalysis (dehydrogenases, monooxygenases) and for homogeneous/heterogeneous catalytic, stereoselective transformations; used as a GC–MS reference/internal standard for essential-oil profiling and shelf-life/stability tracking; investigated in vitro for antimicrobial/antioxidant screening, as a biofriendly insect-repellent candidate, and as a transdermal permeation enhancer in experimental formulations; and leveraged to study monoterpene isomerization and stability under light/oxygen, where the (Z) isomer aids in mimicking natural isomer distributions and informing stabilization strategies.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1178.54
    methanol 925.15
    isopropanol 892.29
    water 1.92
    ethyl acetate 641.89
    n-propanol 765.74
    acetone 596.68
    n-butanol 798.1
    acetonitrile 532.96
    DMF 462.58
    toluene 185.63
    isobutanol 445.8
    1,4-dioxane 1486.01
    methyl acetate 458.1
    THF 1898.26
    2-butanone 508.87
    n-pentanol 386.54
    sec-butanol 531.37
    n-hexane 43.55
    ethylene glycol 103.05
    NMP 285.02
    cyclohexane 89.62
    DMSO 379.52
    n-butyl acetate 491.68
    n-octanol 271.66
    chloroform 712.2
    n-propyl acetate 268.76
    acetic acid 408.65
    dichloromethane 579.08
    cyclohexanone 505.46
    propylene glycol 224.11
    isopropyl acetate 375.21
    DMAc 353.49
    2-ethoxyethanol 467.37
    isopentanol 543.98
    n-heptane 70.06
    ethyl formate 349.02
    1,2-dichloroethane 294.41
    n-hexanol 679.33
    2-methoxyethanol 984.69
    isobutyl acetate 169.13
    tetrachloromethane 108.88
    n-pentyl acetate 214.47
    transcutol 1860.82
    n-heptanol 258.07
    ethylbenzene 76.44
    MIBK 280.49
    2-propoxyethanol 851.16
    tert-butanol 821.61
    MTBE 594.34
    2-butoxyethanol 390.2
    propionic acid 303.62
    o-xylene 100.32
    formic acid 145.01
    diethyl ether 789.21
    m-xylene 130.66
    p-xylene 99.84
    chlorobenzene 187.0
    dimethyl carbonate 128.45
    n-octane 22.98
    formamide 231.64
    cyclopentanone 531.86
    2-pentanone 491.72
    anisole 242.04
    cyclopentyl methyl ether 547.53
    gamma-butyrolactone 539.27
    1-methoxy-2-propanol 767.09
    pyridine 489.35
    3-pentanone 268.19
    furfural 425.86
    n-dodecane 19.42
    diethylene glycol 463.59
    diisopropyl ether 189.84
    tert-amyl alcohol 469.9
    acetylacetone 396.4
    n-hexadecane 21.46
    acetophenone 160.43
    methyl propionate 355.09
    isopentyl acetate 379.23
    trichloroethylene 471.19
    n-nonanol 226.69
    cyclohexanol 398.8
    benzyl alcohol 173.59
    2-ethylhexanol 308.44
    isooctanol 179.0
    dipropyl ether 409.43
    1,2-dichlorobenzene 147.41
    ethyl lactate 114.82
    propylene carbonate 315.86
    n-methylformamide 303.98
    2-pentanol 443.66
    n-pentane 69.15
    1-propoxy-2-propanol 594.58
    1-methoxy-2-propyl acetate 482.51
    2-(2-methoxypropoxy) propanol 351.38
    mesitylene 81.61
    ε-caprolactone 438.23
    p-cymene 85.67
    epichlorohydrin 686.87
    1,1,1-trichloroethane 303.2
    2-aminoethanol 317.25
    morpholine-4-carbaldehyde 626.16
    sulfolane 342.73
    2,2,4-trimethylpentane 31.01
    2-methyltetrahydrofuran 1039.85
    n-hexyl acetate 346.53
    isooctane 31.52
    2-(2-butoxyethoxy)ethanol 558.77
    sec-butyl acetate 182.38
    tert-butyl acetate 358.01
    decalin 31.52
    glycerin 242.95
    diglyme 870.75
    acrylic acid 179.67
    isopropyl myristate 133.75
    n-butyric acid 584.43
    acetyl acetate 283.52
    di(2-ethylhexyl) phthalate 131.8
    ethyl propionate 220.84
    nitromethane 482.38
    1,2-diethoxyethane 693.16
    benzonitrile 238.24
    trioctyl phosphate 95.86
    1-bromopropane 276.77
    gamma-valerolactone 767.74
    n-decanol 164.13
    triethyl phosphate 106.31
    4-methyl-2-pentanol 252.07
    propionitrile 444.31
    vinylene carbonate 275.3
    1,1,2-trichlorotrifluoroethane 295.59
    DMS 186.03
    cumene 60.11
    2-octanol 159.49
    2-hexanone 253.48
    octyl acetate 180.62
    limonene 142.79
    1,2-dimethoxyethane 784.45
    ethyl orthosilicate 111.12
    tributyl phosphate 116.2
    diacetone alcohol 385.5
    N,N-dimethylaniline 134.78
    acrylonitrile 335.96
    aniline 296.59
    1,3-propanediol 581.34
    bromobenzene 171.56
    dibromomethane 382.54
    1,1,2,2-tetrachloroethane 357.68
    2-methyl-cyclohexyl acetate 197.18
    tetrabutyl urea 136.19
    diisobutyl methanol 163.89
    2-phenylethanol 271.96
    styrene 100.54
    dioctyl adipate 177.15
    dimethyl sulfate 116.26
    ethyl butyrate 293.14
    methyl lactate 168.43
    butyl lactate 170.4
    diethyl carbonate 178.46
    propanediol butyl ether 365.45
    triethyl orthoformate 207.63
    p-tert-butyltoluene 92.41
    methyl 4-tert-butylbenzoate 187.79
    morpholine 1606.68
    tert-butylamine 522.41
    n-dodecanol 121.63
    dimethoxymethane 618.21
    ethylene carbonate 261.52
    cyrene 196.4
    2-ethoxyethyl acetate 325.65
    2-ethylhexyl acetate 282.73
    1,2,4-trichlorobenzene 168.09
    4-methylpyridine 453.99
    dibutyl ether 294.1
    2,6-dimethyl-4-heptanol 163.89
    DEF 371.12
    dimethyl isosorbide 515.02
    tetrachloroethylene 218.72
    eugenol 189.81
    triacetin 267.33
    span 80 332.83
    1,4-butanediol 144.41
    1,1-dichloroethane 382.39
    2-methyl-1-pentanol 280.1
    methyl formate 208.89
    2-methyl-1-butanol 414.71
    n-decane 34.04
    butyronitrile 564.52
    3,7-dimethyl-1-octanol 244.91
    1-chlorooctane 114.24
    1-chlorotetradecane 47.56
    n-nonane 33.16
    undecane 24.58
    tert-butylcyclohexane 34.09
    cyclooctane 31.51
    cyclopentanol 391.15
    tetrahydropyran 1264.82
    tert-amyl methyl ether 323.0
    2,5,8-trioxanonane 574.79
    1-hexene 153.61
    2-isopropoxyethanol 302.31
    2,2,2-trifluoroethanol 92.13
    methyl butyrate 258.31

    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
Bergamot (Italy) 1 8007-75-8 Citrus bergamia Risso et Poiteau, fam. Rutaceae 0.01%
Caraway seed 1 8000-42-8 Carum carvi L., fam. Apiaceae (Umbelliferae) 0.01%
Mandarin (Italy) 5 8008-31-9 Citrus deliciosa Tenore (C. reticulata Blanco, cv.mandarin), fam. Rutaceae 0.01%
Gingergrass (India) 5 Cymbopogon martini Stapf., var. sofia, fam. Poaceae (Gramineae) 6.84%
Laser tribolum (Turkey) Laser tribolum (L.) Borkh. (Laserpitium t.L., Siler t.Crantz),fam.Apiaceae 0.11%
Chenopodium ambrosioides Chenopodium ambrosioides L., fam. Chenopodiaceae 4.0%
Achillea biebersteinii (Turkey) 2 Achillea biebersteinii Afan., fam. Asteraceae (Compositae) 0.29%
Sideritis condensata Sideritis condensata Boiss. et Heldr., fam. Lamiaceae (Labiatae) 0.03%
Mullilam leaf (India) Zanthoxylum rhetsa D.C. syn. Z. limonella (Dennst.) Alston, fam. Rutaceae 0.01%
Alpinia laosensis (Vietnam) Alpinia laosensis Gagnep., fam. Zingiberaceae 0.1%
Balsamite/Costmary (Lithuania) 1a Chrysanthemum balsamita L., fam. Asteraceae (Compositae) 0.7%
Balsamite/Costmary (Lithuania) 1b Chrysanthemum balsamita L., fam. Asteraceae (Compositae) 0.49%
Gingergrass (India) 6 Cymbopogon martini Stapf., var. sofia, fam. Poaceae (Gramineae) 2.0%
Pepper, black (India) 6b free volatiles 8006-82-4 Piper nigrum L., fam. Piperaceae 0.3%
Laurel leaf (Turkey) 4 8006-78-8 Laurus nobilis L., fam. Lauraceae 0.1%
Cymbopogon giganteus (Mali) Cymbopogon giganteus (Hochst.) Chiov., fam. Poaceae (Gramineae) 9.2%
Laurel leaf (Turkey) 2c CO2-extracted 8006-78-8 Laurus nobilis L., fam. Lauraceae 0.4%
Tanacetum balsamita Tanacetum balsamita L., fam. Asteraceae (Compositae) 1.2%
Calamintha nepeta (France) Calamintha nepeta (L.) Savi ssp. nepeta, fam. Lamiaceae (Labiatae) 0.01%
Lemon balm (UK) 8014-71-9 Melissa officinalis L., fam. Lamiaceae (Labiatae) 0.39%
Lemon Balm (Idaho, USA) 8014-71-9 Melissa officinalis L., fam. Lamiaceae (Labiatae) 0.22%