p-Menth-3-en-1-ol

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  • Identifiers

    CAS number
    586-82-3

    Molecular formula
    C10H18O

    SMILES
    CC(C)C1=CCC(CC1)(C)O

    Safety labels

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 1156.0
    • Carbowax: 1574.0

  • Odor profile

    Woody 68.04%
    Herbal 51.35%
    Spicy 43.11%
    Camphoreous 42.32%
    Sweet 40.55%
    Earthy 39.96%
    Floral 39.66%
    Pine 38.53%
    Mint 37.41%
    Musty 35.47%

    Scent© AI

  • Properties

    XLogP3-AA
    2.0

    Molecular weight
    154.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    208°C

    Flash point est.
    87.53 ˚C

    Solubility expt.

    • Slighly soluble in water; soluble in alcohols and oils

  • Synonyms

    • p-Menth-3-en-1-ol
    • 586-82-3
    • 1-Terpineol
    • 1-Terpinenol
    • 3-Terpinen-1-ol
    • 3-Cyclohexen-1-ol, 1-methyl-4-(1-methylethyl)-
    • para-menth-3-en-1-ol
    • 1-methyl-4-propan-2-ylcyclohex-3-en-1-ol
    • 4-(Isopropyl)-1-methylcyclohex-3-en-1-ol
    • FEMA No. 3563
    • Terpinen-1-ol
    • E09RQ2NK3G
    • 1-Methyl-4-isopropyl-3-cyclohexen-1-ol
    • 4-Isopropyl-1-methyl-3-cyclohexen-1-ol
    • EINECS 209-585-9
    • xi-p-Menth-3-en-1-ol
    • 1-METHYL-4-(1-METHYLETHYL)-3-CYCLOHEXEN-1-OL
    • DTXSID40862245
    • 3-Cyclohexen-1-ol, 1-methyl-4-(1-methyethyl)-
    • P-MENTH-3-EN-1-OL [FHFI]
    • (+/-)-P-MENTH-3-EN-1-OL
    • P-MENTH-3-EN-1-OL, (+/-)-
    • 1-METHYL-4-ISOPROPYLCYCLOHEX-3-ENOL
    • 1-methyl-4-(propan-2-yl)cyclohex-3-en-1-ol
    • UNII-E09RQ2NK3G
    • Terpineol-1
    • Terpin-3-en-1-ol
    • 4-isopropyl-1-methyl-cyclohex-3-en-1-ol
    • SCHEMBL1245680
    • DTXCID20811039
    • 4-Isopropyl-1-methyl-3-cyclohexen-1-ol #
    • DB-282925
    • NS00043058
    • EN300-6773342
    • Q27276701

  • Applications

    p-Menth-3-en-1-ol (CAS 586-82-3) is a monoterpene alcohol with a distinctive herbal–citrus note, used primarily as a fragrance and odor modifier in fine fragrances, scented candles, deodorants, personal care products, and household cleaners; in flavor applications it is dosed at very low levels to add fresh, minty-green accents to confectionery, beverages, bakery flavors, and mint-type profiles in compliance with regulations; in cosmetic/perfumery chemistry it serves as an intermediate to make fruity/flowery terpenyl esters and can function as a co-solvent to improve fragrance solubility/stability; furthermore, owing to moderate volatility and in‑vitro antimicrobial tendencies typical of monoterpene alcohols, p-menth-3-en-1-ol is considered as a natural-leaning deodorizing/preservative-support component in essential-oil-based formulations, as well as a useful building block in aroma-organic synthesis.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 887.82
    methanol 624.05
    isopropanol 781.8
    water 1.47
    ethyl acetate 652.59
    n-propanol 658.25
    acetone 650.68
    n-butanol 705.89
    acetonitrile 575.66
    DMF 420.92
    toluene 280.12
    isobutanol 417.99
    1,4-dioxane 1494.04
    methyl acetate 498.45
    THF 1794.02
    2-butanone 577.87
    n-pentanol 336.13
    sec-butanol 497.67
    n-hexane 100.21
    ethylene glycol 86.55
    NMP 335.62
    cyclohexane 202.88
    DMSO 369.87
    n-butyl acetate 551.31
    n-octanol 324.24
    chloroform 1047.52
    n-propyl acetate 276.13
    acetic acid 327.57
    dichloromethane 786.33
    cyclohexanone 628.41
    propylene glycol 186.33
    isopropyl acetate 397.8
    DMAc 364.5
    2-ethoxyethanol 367.64
    isopentanol 514.26
    n-heptane 145.79
    ethyl formate 320.46
    1,2-dichloroethane 395.69
    n-hexanol 740.21
    2-methoxyethanol 724.11
    isobutyl acetate 189.55
    tetrachloromethane 196.21
    n-pentyl acetate 269.97
    transcutol 1587.88
    n-heptanol 306.93
    ethylbenzene 125.38
    MIBK 289.8
    2-propoxyethanol 813.73
    tert-butanol 806.78
    MTBE 638.74
    2-butoxyethanol 414.49
    propionic acid 292.47
    o-xylene 156.8
    formic acid 89.27
    diethyl ether 801.18
    m-xylene 184.02
    p-xylene 169.59
    chlorobenzene 273.43
    dimethyl carbonate 127.84
    n-octane 48.18
    formamide 155.98
    cyclopentanone 658.75
    2-pentanone 520.22
    anisole 282.53
    cyclopentyl methyl ether 590.69
    gamma-butyrolactone 595.35
    1-methoxy-2-propanol 605.86
    pyridine 571.52
    3-pentanone 322.66
    furfural 448.25
    n-dodecane 38.23
    diethylene glycol 400.05
    diisopropyl ether 235.22
    tert-amyl alcohol 471.3
    acetylacetone 428.61
    n-hexadecane 42.53
    acetophenone 196.78
    methyl propionate 365.46
    isopentyl acetate 425.12
    trichloroethylene 628.37
    n-nonanol 274.64
    cyclohexanol 455.3
    benzyl alcohol 190.9
    2-ethylhexanol 368.32
    isooctanol 210.56
    dipropyl ether 509.15
    1,2-dichlorobenzene 219.23
    ethyl lactate 119.94
    propylene carbonate 344.82
    n-methylformamide 248.13
    2-pentanol 418.06
    n-pentane 133.44
    1-propoxy-2-propanol 576.58
    1-methoxy-2-propyl acetate 486.1
    2-(2-methoxypropoxy) propanol 376.03
    mesitylene 116.57
    ε-caprolactone 519.59
    p-cymene 135.48
    epichlorohydrin 695.19
    1,1,1-trichloroethane 458.71
    2-aminoethanol 247.39
    morpholine-4-carbaldehyde 620.19
    sulfolane 415.89
    2,2,4-trimethylpentane 50.18
    2-methyltetrahydrofuran 1115.5
    n-hexyl acetate 449.77
    isooctane 47.55
    2-(2-butoxyethoxy)ethanol 573.57
    sec-butyl acetate 200.05
    tert-butyl acetate 381.64
    decalin 63.84
    glycerin 186.66
    diglyme 886.06
    acrylic acid 182.38
    isopropyl myristate 180.9
    n-butyric acid 542.96
    acetyl acetate 313.88
    di(2-ethylhexyl) phthalate 161.6
    ethyl propionate 243.18
    nitromethane 444.85
    1,2-diethoxyethane 662.64
    benzonitrile 284.04
    trioctyl phosphate 123.33
    1-bromopropane 430.71
    gamma-valerolactone 836.13
    n-decanol 201.76
    triethyl phosphate 124.87
    4-methyl-2-pentanol 243.64
    propionitrile 496.59
    vinylene carbonate 306.33
    1,1,2-trichlorotrifluoroethane 328.2
    DMS 231.55
    cumene 92.69
    2-octanol 198.96
    2-hexanone 282.09
    octyl acetate 237.02
    limonene 216.2
    1,2-dimethoxyethane 671.24
    ethyl orthosilicate 133.42
    tributyl phosphate 146.35
    diacetone alcohol 373.18
    N,N-dimethylaniline 165.22
    acrylonitrile 368.4
    aniline 329.92
    1,3-propanediol 427.04
    bromobenzene 278.7
    dibromomethane 565.69
    1,1,2,2-tetrachloroethane 501.64
    2-methyl-cyclohexyl acetate 245.45
    tetrabutyl urea 169.04
    diisobutyl methanol 200.43
    2-phenylethanol 300.02
    styrene 153.94
    dioctyl adipate 221.39
    dimethyl sulfate 130.51
    ethyl butyrate 339.82
    methyl lactate 155.75
    butyl lactate 203.82
    diethyl carbonate 199.27
    propanediol butyl ether 363.88
    triethyl orthoformate 240.75
    p-tert-butyltoluene 144.97
    methyl 4-tert-butylbenzoate 234.97
    morpholine 1444.15
    tert-butylamine 574.68
    n-dodecanol 151.88
    dimethoxymethane 500.3
    ethylene carbonate 287.16
    cyrene 210.62
    2-ethoxyethyl acetate 375.39
    2-ethylhexyl acetate 342.68
    1,2,4-trichlorobenzene 244.46
    4-methylpyridine 533.31
    dibutyl ether 364.71
    2,6-dimethyl-4-heptanol 200.43
    DEF 384.38
    dimethyl isosorbide 527.45
    tetrachloroethylene 318.28
    eugenol 220.59
    triacetin 332.18
    span 80 376.16
    1,4-butanediol 110.94
    1,1-dichloroethane 536.52
    2-methyl-1-pentanol 268.97
    methyl formate 171.81
    2-methyl-1-butanol 399.43
    n-decane 65.4
    butyronitrile 602.29
    3,7-dimethyl-1-octanol 282.32
    1-chlorooctane 179.36
    1-chlorotetradecane 77.77
    n-nonane 65.7
    undecane 48.31
    tert-butylcyclohexane 64.26
    cyclooctane 73.68
    cyclopentanol 431.09
    tetrahydropyran 1380.14
    tert-amyl methyl ether 369.43
    2,5,8-trioxanonane 604.51
    1-hexene 246.72
    2-isopropoxyethanol 278.69
    2,2,2-trifluoroethanol 85.98
    methyl butyrate 277.8

    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
Lime (Mexican, West Indian, Key) 3 8008-26-2 Citrus aurantifolia (Christm.) Swingle, fam. Rutaceae 0.84%
Lime (Persian) 2 90063-52-8 Citrus latifolia Tanaka, fam. Rutaceae 0.12%
Lime (Mexican, West Indian, Key) 4 8008-26-2 Citrus aurantifolia (Christm.) Swingle, fam. Rutaceae 0.72%
Tea Tree (Australia) 1 68647-73-4 Melaleuca alternifolia (Maiden et Betche) Cheel, fam. Myrtaceae 0.01%
Lavender (USA) (var. Munstead) 8000-28-0 Lavandula angustifolia Mill. (L. officinalis Chaix) (Munstead cultivar) 9.66%
Artemisia judaica (Egypt) 1 Artemisia judaica L. (Bat'aran), fam. Asteraceae (Compositae) 0.07%
Artemisia judaica (Egypt) 2 Artemisia judaica L. (Bat'aran), fam. Asteraceae (Compositae) 0.11%
Mandarin leaf (Petitgrain mandarin.) (Israel) 1 Citrus reticulata Blanco, cultivar Balady, fam. Rutaceae 0.01%
Mandarin leaf (Petitgrain mandarin.) (Israel) 2 Citrus reticulata Blanco, cultivar Yussuf Effendy, fam. Rutaceae 0.01%
Mandarin leaf (Petitgrain mandarin.) (Israel) 3 Citrus reticulata Blanco, cultivar Dancy, fam. Rutaceae 0.01%
Mandarin leaf (Petitgrain mandarin.) (Israel) 5 Citrus reticulata Blanco, cultivar Clementine, Rutaceae 0.02%
Mandarin leaf (Petitgrain mandarin.) (Israel) 6 Citrus reticulata Blanco, cultivar Michal, fam. Rutaceae 0.02%
Mandarin leaf (Petitgrain mandarin.) (Israel) 7 Citrus reticulata Blanco, cultivar Nectarine, fam. Rutaceae 0.01%
Pistacia lentiscus (Spain) 1a leaf 90082-83-0 Pistacia lentiscus L., fam. Anacardiaceae 0.25%
Basil (Israel) 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.01%
Pistacia lentiscus (Israel) 1b leaf 90082-83-0 Pistacia lentiscus L., fam. Anacardiaceae 0.1%
Pistacia lentiscus (Israel) 1a fruit 90082-83-0 Pistacia lentiscus L., fam. Anacardiaceae 0.85%
Mandarin (Italy) 5 8008-31-9 Citrus deliciosa Tenore (C. reticulata Blanco, cv.mandarin), fam. Rutaceae 0.01%
Bergamot leaf (USA) Citrus bergamia Risso et Poiteau, fam. Rutaceae 1.6%
Eucalyptus tereticornis (China) Eucalyptus tereticornis Smith, fam. Myrtaceae 0.25%
Ravensara aromatica (Madagascar) Ravensara aromatica Sonn., fam Lauraceae 0.2%
Illicium griffithii fruit Illicium griffithii Hook. f. et Thoms., fam. Magnoliaceae (Illiciaceae) 1.8%
Mandarin 3 8008-31-9 Citrus deliciosa Tenore (C. reticulata Blanco, cv.mandarin), fam. Rutaceae 0.2%
Lime (Mexican, West Indian, Key) 5 8008-26-2 Citrus aurantifolia (Christm.) Swingle, fam. Rutaceae 1.2%
Lime (Mexican, West Indian, Key) (Peru) 8008-26-2 Citrus aurantifolia (Christm.) Swingle, fam. Rutaceae 1.27%
Lime (Mexican, West Indian, Key) (Ivory Coast) 8008-26-2 Citrus aurantifolia (Christm.) Swingle, fam. Rutaceae 0.97%
Lime (Mexican, West Indian, Key) 7 8008-26-2 Citrus aurantifolia (Christm.) Swingle, fam. Rutaceae 1.1%
Anthemis montana (Yugoslavia) Anthemis montana L., fam. Asteraceae (Compositae) 0.01%
Myrtle leaf (Yugoslavia) 2 8008-46-6 Myrtus communis L., fam. Myrtaceae 0.3%
Rosemary (Japan) 8000-25-7 Rosmarinus officinalis L., fam. Lamiaceae (Labiatae) 0.2%
Lime (Mexican, West Indian, Key) (Cuba) 8008-26-2 Citrus aurantifolia (Christm.) Swingle, fam. Rutaceae 2.3%
Lime (Persian) (Cuba) 90063-52-8 Citrus latifolia Tanaka, fam. Rutaceae 1.9%
Lemongrass (Lagos) 8007-02-1 Cymbopogon citratus (DC) Stapf (C. flexuosus), fam. Poaceae (Gramineae) 0.4%
Cymbopogon olivieri (Iran) Cymbopogon olivieri (Boiss.) Bor, fam. Poaceae (Gramineae) 0.9%
Orange, sweet (Ethiopia) 1a cv Valencia 8028-48-6 Citrus sinensis (L.) Osbeck, fam. Rutaceae 0.01%
Myrtle flower (Croatia) 8008-46-6 Myrtus communis L., fam. Myrtaceae 0.7%
Espeletia weddellii leaf Espeletia weddellii Sch. Bip. ex Wedd., fam. Asteraceae (Compositae) 0.3%
Lime (Mexican, West Indian, Key) (Cameroon) leaf 8008-26-2 Citrus aurantifolia (Christm.) Swingle, fam. Rutaceae 0.12%
Lavender (France) 8 8000-28-0 Lavandula angustifolia Mill. (L. officinalis Chaix), fam. Lamiaceae 0.02%
Lavender (Ukraine) 8000-28-0 Lavandula angustifolia Mill., (L. officinalis Chaix), fam. Lamiaceae 0.01%
Lavender (Australia) 8000-28-0 Lavandula angustifolia Mill. (L. officinalis Chaix), fam. Lamiaceae 0.01%
Lavender (Moldova) 8000-28-0 Lavandula angustifolia Mill., (L. officinalis Chaix), fam. Lamiaceae 0.01%