Menthadienol

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  • Identifiers

    CAS number
    3269-90-7

    Molecular formula
    C10H16O

    SMILES
    CC1=CCC(CC1)C(=C)CO

    Retention indicies (RI)

    • Carbowax: 1983.0

  • Odor profile

    Fruity 76.74%
    Sweet 75.19%
    Floral 71.58%
    Herbal 71.44%
    Mint 55.23%
    Green 44.59%
    Fresh 43.89%
    Spicy 43.4%
    Woody 41.92%
    Citrus 41.7%

    Scent© AI

  • Properties

    XLogP3-AA
    2.1

    Molecular weight
    152.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    241°C

    Flash point est.
    103.1 ˚C

  • Synonyms

    • Menthadienol
    • 4-Methyl-beta-methylenecyclohex-3-ene-1-ethanol
    • 3269-90-7
    • 1,8-P-Menthadien-9-ol
    • 1,8-p-Menthadien-10-ol
    • 2-(4-methylcyclohex-3-en-1-yl)prop-2-en-1-ol
    • Limonen-10-ol
    • p-Mentha-1,8(10)dien-9-ol
    • 4-Methyl-beta-methylene-3-cyclohexene-1-ethanol
    • p-Mentha-1,8(10)-dien-9-ol
    • EINECS 221-889-3
    • 3-Cyclohexene-1-ethanol, 4-methyl-.beta.-methylene-
    • 1,8-menthadien-9-ol
    • (R)-p-Mentha-1,8-dien-10-ol
    • 3-Cyclohexene-1-ethanol, 4-methyl-beta-methylene-
    • p-Mentha-1,8-dien-10-ol
    • DTXSID50863142
    • Limonene-10-ol
    • p-menth-1,8-dien-9-ol
    • CW33HPE66A
    • p-Mentha-1,8-dien-9-ol
    • p-Menta-1,8-dien-10-ol
    • p-Mentha-1,8-diene-10-ol
    • p-Menthadien-1,8-dien-9-ol
    • SCHEMBL1245213
    • DTXCID70811807
    • CHEBI:171928
    • 10-hydroxy-1,8-para-menthadiene
    • 1,8(10)-MENTHADIEN-9-OL
    • DB-242078
    • NS00048911

  • Applications

    Menthadienol (CAS 3269-90-7) is a minty–herbal monoterpenoid alcohol used broadly in fragrance and flavor: it delivers fresh, green, slightly cooling top notes to fine fragrances, soaps, detergents, and personal/home care; modulates, diffuses, and prolongs cooling effects in blends with menthol, eucalyptol, or terpinen-4-ol; provides natural-style mint/herbal nuances for confectionery, chewing gum, beverages, and baked goods at trace dosage; enhances oral-cleanliness perception in toothpastes, mouthwashes, and other oral-care formats; serves as a scent component in polymers, fragrance microcapsules, and deodorizing systems; supports hygiene and malodor-control formulations via mild antimicrobial and deodorizing effects; functions as a synthetic intermediate/precursor in aroma chemistry toward menthol, carvone, and other monoterpene derivatives; is used as a reference standard in flavor–fragrance research, terpenoid biotransformations, and sensory evaluation; and is occasionally incorporated into topical or aromatherapeutic products for an airy, clearing sensation, subject to compliance with safety guidelines (e.g., IFRA, FEMA/GRAS where applicable), control of isomeric purity, and management of oxidative stability during storage and transport.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2476.42
    methanol 1877.97
    isopropanol 2146.71
    water 1.19
    ethyl acetate 1798.93
    n-propanol 2307.22
    acetone 1135.4
    n-butanol 2264.48
    acetonitrile 1587.42
    DMF 907.87
    toluene 584.12
    isobutanol 1262.47
    1,4-dioxane 2470.13
    methyl acetate 1254.1
    THF 2119.03
    2-butanone 1424.88
    n-pentanol 887.61
    sec-butanol 1449.5
    n-hexane 57.46
    ethylene glycol 205.19
    NMP 393.32
    cyclohexane 135.51
    DMSO 1016.16
    n-butyl acetate 1081.9
    n-octanol 240.81
    chloroform 1736.48
    n-propyl acetate 687.15
    acetic acid 1027.8
    dichloromethane 1295.83
    cyclohexanone 1057.01
    propylene glycol 423.54
    isopropyl acetate 761.57
    DMAc 500.61
    2-ethoxyethanol 1012.62
    isopentanol 1421.08
    n-heptane 61.17
    ethyl formate 874.72
    1,2-dichloroethane 916.64
    n-hexanol 1122.96
    2-methoxyethanol 2132.25
    isobutyl acetate 307.13
    tetrachloromethane 334.98
    n-pentyl acetate 340.7
    transcutol 3322.17
    n-heptanol 319.25
    ethylbenzene 180.93
    MIBK 498.31
    2-propoxyethanol 1274.47
    tert-butanol 1962.97
    MTBE 1390.39
    2-butoxyethanol 562.2
    propionic acid 969.33
    o-xylene 255.63
    formic acid 340.92
    diethyl ether 1751.48
    m-xylene 337.01
    p-xylene 203.24
    chlorobenzene 512.75
    dimethyl carbonate 222.33
    n-octane 14.94
    formamide 671.81
    cyclopentanone 942.15
    2-pentanone 1118.78
    anisole 443.38
    cyclopentyl methyl ether 873.16
    gamma-butyrolactone 1074.75
    1-methoxy-2-propanol 1478.09
    pyridine 1612.14
    3-pentanone 667.81
    furfural 880.7
    n-dodecane 8.54
    diethylene glycol 677.7
    diisopropyl ether 326.53
    tert-amyl alcohol 1176.65
    acetylacetone 672.09
    n-hexadecane 10.03
    acetophenone 297.41
    methyl propionate 893.15
    isopentyl acetate 743.56
    trichloroethylene 1508.83
    n-nonanol 195.46
    cyclohexanol 926.08
    benzyl alcohol 389.35
    2-ethylhexanol 481.14
    isooctanol 232.29
    dipropyl ether 645.3
    1,2-dichlorobenzene 346.83
    ethyl lactate 191.81
    propylene carbonate 544.21
    n-methylformamide 988.07
    2-pentanol 1256.2
    n-pentane 104.66
    1-propoxy-2-propanol 951.91
    1-methoxy-2-propyl acetate 766.2
    2-(2-methoxypropoxy) propanol 394.14
    mesitylene 184.0
    ε-caprolactone 889.14
    p-cymene 129.22
    epichlorohydrin 1486.96
    1,1,1-trichloroethane 900.62
    2-aminoethanol 758.5
    morpholine-4-carbaldehyde 816.72
    sulfolane 632.89
    2,2,4-trimethylpentane 44.44
    2-methyltetrahydrofuran 1674.51
    n-hexyl acetate 400.82
    isooctane 48.12
    2-(2-butoxyethoxy)ethanol 691.64
    sec-butyl acetate 405.14
    tert-butyl acetate 629.28
    decalin 39.97
    glycerin 435.23
    diglyme 1273.87
    acrylic acid 540.6
    isopropyl myristate 113.16
    n-butyric acid 1714.19
    acetyl acetate 513.66
    di(2-ethylhexyl) phthalate 118.69
    ethyl propionate 502.33
    nitromethane 1363.35
    1,2-diethoxyethane 1197.66
    benzonitrile 545.36
    trioctyl phosphate 83.65
    1-bromopropane 645.34
    gamma-valerolactone 1348.0
    n-decanol 131.25
    triethyl phosphate 139.35
    4-methyl-2-pentanol 501.41
    propionitrile 1368.12
    vinylene carbonate 504.25
    1,1,2-trichlorotrifluoroethane 746.83
    DMS 238.41
    cumene 109.5
    2-octanol 177.06
    2-hexanone 610.86
    octyl acetate 144.61
    limonene 210.26
    1,2-dimethoxyethane 1359.2
    ethyl orthosilicate 164.98
    tributyl phosphate 111.96
    diacetone alcohol 659.71
    N,N-dimethylaniline 209.97
    acrylonitrile 1216.74
    aniline 913.83
    1,3-propanediol 1378.38
    bromobenzene 459.63
    dibromomethane 898.2
    1,1,2,2-tetrachloroethane 1118.95
    2-methyl-cyclohexyl acetate 243.18
    tetrabutyl urea 120.79
    diisobutyl methanol 253.2
    2-phenylethanol 475.5
    styrene 243.52
    dioctyl adipate 155.39
    dimethyl sulfate 222.25
    ethyl butyrate 614.56
    methyl lactate 282.09
    butyl lactate 243.63
    diethyl carbonate 303.65
    propanediol butyl ether 409.86
    triethyl orthoformate 344.61
    p-tert-butyltoluene 132.33
    methyl 4-tert-butylbenzoate 227.85
    morpholine 3198.91
    tert-butylamine 1296.2
    n-dodecanol 90.98
    dimethoxymethane 946.69
    ethylene carbonate 490.76
    cyrene 230.04
    2-ethoxyethyl acetate 526.13
    2-ethylhexyl acetate 490.74
    1,2,4-trichlorobenzene 390.48
    4-methylpyridine 1175.89
    dibutyl ether 330.07
    2,6-dimethyl-4-heptanol 253.2
    DEF 860.96
    dimethyl isosorbide 524.39
    tetrachloroethylene 799.61
    eugenol 235.06
    triacetin 286.75
    span 80 323.99
    1,4-butanediol 277.25
    1,1-dichloroethane 1139.86
    2-methyl-1-pentanol 578.46
    methyl formate 518.03
    2-methyl-1-butanol 1185.7
    n-decane 18.78
    butyronitrile 1480.29
    3,7-dimethyl-1-octanol 263.49
    1-chlorooctane 104.47
    1-chlorotetradecane 29.31
    n-nonane 18.07
    undecane 11.99
    tert-butylcyclohexane 41.18
    cyclooctane 39.88
    cyclopentanol 782.29
    tetrahydropyran 2485.39
    tert-amyl methyl ether 690.36
    2,5,8-trioxanonane 663.09
    1-hexene 299.76
    2-isopropoxyethanol 579.95
    2,2,2-trifluoroethanol 202.42
    methyl butyrate 646.98

    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

Botanical

Name CAS Botanical Proportion
Bergamot (Italy) 3 8007-75-8 Citrus bergamia Risso et Poiteau, fam. Rutaceae 0.01%
Hortensis leaf Euodia hortensis forma hortensis, fam. Saxifragaceae (Hydrangea) 0.3%
Satsuma mandarin peel 1 Citrus unshiu Marcovitch, fam. Rutaceae 0.01%
Palmarosa (India) 4 8014-19-5 Cymbopogon martini (Roxb.) Wats, var. martini, fam. Poaceae (Gramineae) 0.05%
Pistacia lentiscus (Spain) 1a leaf 90082-83-0 Pistacia lentiscus L., fam. Anacardiaceae 0.06%
Mandarin (Italy) 5 8008-31-9 Citrus deliciosa Tenore (C. reticulata Blanco, cv.mandarin), fam. Rutaceae 0.01%
Orange, sweet (Japan) (oxygenated compounds) 8028-48-6 Citrus sinensis (L.) Osbeck, cultivar Fukuhara, fam. Rutaceae 0.2%
Palmarosa (India) 1 8014-19-5 Cymbopogon martini (Roxb.) Wats, var. martini, fam. Poaceae (Gramineae) 0.05%
Yuzu (Japana) 6 Citrus junos Sieb. ex Tanaka, fam. Rutaceae 0.01%