Gamma-Terpineol

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  • Identifiers

    CAS number
    586-81-2

    Molecular formula
    C10H18O

    SMILES
    CC(=C1CCC(CC1)(C)O)C

    Safety labels

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 1211.0

  • Odor profile

    Floral 60.89%
    Woody 60.57%
    Sweet 53.08%
    Camphoreous 41.31%
    Earthy 40.99%
    Herbal 40.85%
    Pine 36.69%
    Clean 36.68%
    Musty 36.6%
    Citrus 35.23%

    Scent© AI

  • Properties

    XLogP3-AA
    2.1

    pKa est.
    11.29 (strong base)

    Molecular weight
    154.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Melting point expt.

    • 68 - 70 °C

    Boiling point

    • 218.00 to 219.00 °C. @ 760.00 mm Hg

    Flash point est.
    86.02 ˚C

    Solubility expt.

    • very slightly

  • Synonyms

    • gamma-Terpineol
    • 586-81-2
    • .gamma.-Terpineol
    • 1-methyl-4-propan-2-ylidenecyclohexan-1-ol
    • 1-methyl-4-(propan-2-ylidene)cyclohexan-1-ol
    • g-Terpineol
    • Cyclohexanol, 1-methyl-4-(1-methylethylidene)-
    • UNII-5PH9U7XEWS
    • 5PH9U7XEWS
    • EINECS 209-584-3
    • p-menth-4(8)-en-1-ol
    • 1-Methyl-4-(1-methylethylidene)cyclohexan-1-ol
    • DTXSID2060416
    • 4-Isopropylidene-1-methylcyclohexanol
    • 1-Methyl-4-(1-methylethylidene)cyclohexanol, 9CI
    • SCHEMBL1356337
    • DTXCID1042443
    • CHEBI:81151
    • MFCD00065408
    • AKOS022504801
    • NS-01196
    • 1-methyl-4-(propan-2-ylidene)cyclohexanol
    • DB-360566
    • 1-Methyl-4-(1-methylethylidene)cyclohexanol
    • NS00019615
    • 1-Methyl-4-(1-methylethylidene)cyclohexanol #
    • C17518
    • Q27155106

  • Applications

    Gamma-Terpineol (CAS 586-81-2) is a monoterpenoid alcohol with a soft lilac, woody–resinous note, widely used as a fragrance ingredient in perfumes, soaps, detergents, air-care and deodorizing products; as a low-level flavoring for beverages, confectionery, chewing gum and baked goods; as a solvent/cosolvent and coupling agent for essential oils, resins and oils in household cleaners, polishes and printing inks; as an intermediate to produce aroma esters (e.g., terpinyl acetate) and other terpene derivatives for fragrance materials; to contribute mild antibacterial/antifungal effects supporting deodorizing and hygiene formulations; as an additive in cosmetics and personal care (shampoos, body washes, creams) to adjust scent and mask base odors; and in agrochemical formulations as a carrier solvent, wetting/penetration aid and pheromone carrier, with use levels determined by application and relevant industry guidelines.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 872.45
    methanol 775.96
    isopropanol 680.02
    water 3.28
    ethyl acetate 654.26
    n-propanol 624.66
    acetone 632.87
    n-butanol 655.44
    acetonitrile 658.84
    DMF 453.19
    toluene 267.97
    isobutanol 354.65
    1,4-dioxane 1527.14
    methyl acetate 519.59
    THF 1799.68
    2-butanone 519.55
    n-pentanol 309.13
    sec-butanol 427.75
    n-hexane 94.28
    ethylene glycol 96.33
    NMP 363.49
    cyclohexane 186.06
    DMSO 333.7
    n-butyl acetate 482.84
    n-octanol 283.17
    chloroform 1259.44
    n-propyl acetate 288.84
    acetic acid 394.08
    dichloromethane 946.65
    cyclohexanone 612.17
    propylene glycol 176.22
    isopropyl acetate 375.65
    DMAc 412.36
    2-ethoxyethanol 389.79
    isopentanol 438.98
    n-heptane 135.37
    ethyl formate 365.27
    1,2-dichloroethane 407.67
    n-hexanol 594.5
    2-methoxyethanol 780.06
    isobutyl acetate 184.84
    tetrachloromethane 224.1
    n-pentyl acetate 276.49
    transcutol 1496.48
    n-heptanol 290.44
    ethylbenzene 125.17
    MIBK 237.6
    2-propoxyethanol 749.12
    tert-butanol 693.22
    MTBE 529.5
    2-butoxyethanol 405.32
    propionic acid 341.29
    o-xylene 147.74
    formic acid 134.75
    diethyl ether 760.61
    m-xylene 155.75
    p-xylene 173.46
    chlorobenzene 289.44
    dimethyl carbonate 135.69
    n-octane 45.57
    formamide 247.42
    cyclopentanone 667.8
    2-pentanone 437.27
    anisole 302.87
    cyclopentyl methyl ether 548.82
    gamma-butyrolactone 677.11
    1-methoxy-2-propanol 571.52
    pyridine 628.84
    3-pentanone 306.65
    furfural 529.01
    n-dodecane 34.71
    diethylene glycol 375.74
    diisopropyl ether 206.28
    tert-amyl alcohol 400.57
    acetylacetone 411.31
    n-hexadecane 38.75
    acetophenone 209.94
    methyl propionate 361.01
    isopentyl acetate 369.33
    trichloroethylene 698.28
    n-nonanol 257.89
    cyclohexanol 395.98
    benzyl alcohol 193.82
    2-ethylhexanol 315.77
    isooctanol 191.75
    dipropyl ether 486.17
    1,2-dichlorobenzene 224.15
    ethyl lactate 119.54
    propylene carbonate 378.43
    n-methylformamide 312.05
    2-pentanol 354.18
    n-pentane 122.25
    1-propoxy-2-propanol 521.45
    1-methoxy-2-propyl acetate 448.44
    2-(2-methoxypropoxy) propanol 350.11
    mesitylene 103.37
    ε-caprolactone 535.15
    p-cymene 121.8
    epichlorohydrin 725.47
    1,1,1-trichloroethane 484.42
    2-aminoethanol 269.89
    morpholine-4-carbaldehyde 696.66
    sulfolane 425.42
    2,2,4-trimethylpentane 42.08
    2-methyltetrahydrofuran 1008.53
    n-hexyl acetate 429.64
    isooctane 36.01
    2-(2-butoxyethoxy)ethanol 554.8
    sec-butyl acetate 202.3
    tert-butyl acetate 337.32
    decalin 58.01
    glycerin 188.48
    diglyme 921.51
    acrylic acid 229.96
    isopropyl myristate 163.86
    n-butyric acid 535.5
    acetyl acetate 351.44
    di(2-ethylhexyl) phthalate 148.53
    ethyl propionate 258.77
    nitromethane 561.78
    1,2-diethoxyethane 655.75
    benzonitrile 294.34
    trioctyl phosphate 108.16
    1-bromopropane 394.08
    gamma-valerolactone 889.78
    n-decanol 184.03
    triethyl phosphate 130.45
    4-methyl-2-pentanol 196.12
    propionitrile 536.06
    vinylene carbonate 350.88
    1,1,2-trichlorotrifluoroethane 368.53
    DMS 229.1
    cumene 88.72
    2-octanol 180.98
    2-hexanone 270.41
    octyl acetate 223.66
    limonene 187.65
    1,2-dimethoxyethane 768.51
    ethyl orthosilicate 139.75
    tributyl phosphate 133.66
    diacetone alcohol 325.68
    N,N-dimethylaniline 174.35
    acrylonitrile 426.53
    aniline 322.25
    1,3-propanediol 432.18
    bromobenzene 289.19
    dibromomethane 608.01
    1,1,2,2-tetrachloroethane 555.56
    2-methyl-cyclohexyl acetate 239.59
    tetrabutyl urea 158.44
    diisobutyl methanol 168.85
    2-phenylethanol 281.94
    styrene 156.13
    dioctyl adipate 212.24
    dimethyl sulfate 135.11
    ethyl butyrate 337.69
    methyl lactate 157.41
    butyl lactate 197.8
    diethyl carbonate 209.72
    propanediol butyl ether 312.57
    triethyl orthoformate 253.0
    p-tert-butyltoluene 129.92
    methyl 4-tert-butylbenzoate 225.15
    morpholine 1477.69
    tert-butylamine 485.86
    n-dodecanol 137.47
    dimethoxymethane 499.95
    ethylene carbonate 325.95
    cyrene 202.67
    2-ethoxyethyl acetate 368.6
    2-ethylhexyl acetate 308.71
    1,2,4-trichlorobenzene 260.54
    4-methylpyridine 553.53
    dibutyl ether 360.25
    2,6-dimethyl-4-heptanol 168.85
    DEF 379.13
    dimethyl isosorbide 521.81
    tetrachloroethylene 367.71
    eugenol 217.14
    triacetin 324.16
    span 80 335.47
    1,4-butanediol 116.52
    1,1-dichloroethane 542.57
    2-methyl-1-pentanol 233.81
    methyl formate 227.86
    2-methyl-1-butanol 331.87
    n-decane 61.32
    butyronitrile 618.15
    3,7-dimethyl-1-octanol 239.48
    1-chlorooctane 169.73
    1-chlorotetradecane 71.95
    n-nonane 60.7
    undecane 44.05
    tert-butylcyclohexane 57.05
    cyclooctane 63.51
    cyclopentanol 394.21
    tetrahydropyran 1282.02
    tert-amyl methyl ether 315.89
    2,5,8-trioxanonane 592.11
    1-hexene 232.81
    2-isopropoxyethanol 276.01
    2,2,2-trifluoroethanol 120.84
    methyl butyrate 306.77

    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
Celery seed (Pakistan) 8015-90-5 Apium graveolens L., fam. Apiaceae (Umbelliferae) 0.4%
Lime (Mexican, West Indian, Key) 3 8008-26-2 Citrus aurantifolia (Christm.) Swingle, fam. Rutaceae 0.94%
Lime (Persian) 2 90063-52-8 Citrus latifolia Tanaka, fam. Rutaceae 0.19%
Lime (Mexican, West Indian, Key) 4 8008-26-2 Citrus aurantifolia (Christm.) Swingle, fam. Rutaceae 0.88%
Rose (Bulgaria) 3a 8007-01-0 Rosa damascena Mill., fam. Rosaceae 0.05%
Santolina canescens Santolina rosmarinifolia (L.) ssp. canescens (Lag.) Nyman, fam. Asteraceae 0.7%
Santolina pectina Santolina pectina Lag., fam. Asteraceae (Compositae) 0.8%
Santolina semidentata Santolina semidentata Hoffmanns. & Link, fam. Asteraceae (Compositae) 1.8%
Sideritis granatensis Sideritis granatensis (Pau) Rivas-Goday, fam. Lamiaceae (Labiatae) 0.05%
Niaouli (Egypt) Melaleuca quinquenervia (Cav.) S.T. Blake, fam. Myrtaceae 0.3%
Pistacia lentiscus (Spain) 1a leaf 90082-83-0 Pistacia lentiscus L., fam. Anacardiaceae 0.42%
Sage, dalmatian 3 8022-56-8 Salvia officinalis L., fam. Lamiaceae (Labiatae) 0.07%
Lemon (India) 1 84929-31-7 Citrus limon (L.) Burm. f., cultivar "Plant Lemon-1", fam. Rutaceae 0.1%
Curcuma xanthorrhiza (Indonesia) Curcuma xanthorrhiza Roxb., fam. Zingiberaceae 0.1%
Curcuma aeruginosa (Indonesia) Curcuma aeruginosa Roxb., fam. Zingiberaceae 0.2%
Curcuma heyneana (Indonesia) Curcuma heyneana Val., fam. Zingiberaceae 0.5%
Lavandin (France) (Grosso) 2 8022-15-9 Lavandula x hybrida Rev. (L. x intermedia Emeric ex Loiesleur), Lamiaceae 0.43%
Spike lavender 8016-78-2 Lavandula latifolia Medikus (L. spica D.C.), fam. Lamiaceae (Labiatae) 0.53%
Cinnamomum parthenoxylum (China) 1a Cinnamomum parthenoxylum (Jack) Nees, fam. Lauraceae 0.63%
Cinnamomum parthenoxylum (China) 1c Cinnamomum parthenoxylum (Jack) Nees, fam. Lauraceae 0.35%
Cinnamomum parthenoxylum (China) 1f Cinnamomum parthenoxylum (Jack) Nees, fam. Lauraceae 0.79%
Terminalia bentzoe Terminalia bentzoe (L.) L.f.ssp.rodriguesensis Wickens, fam. Combretaceae 0.4%
Grapefruit leaf (Mauritius) 90045-43-5 Citrus paradisi Macfayden, fam. Rutaceae 0.64%
Aegle marmelos leaf (India) 2 Aegle marmelos (L.) Correa, fam. Rutaceae 0.82%
Mandarin (Italy) 7 8008-31-9 Citrus deliciosa Tenore (C. reticulata Blanco, cv.mandarin), fam. Rutacaea 0.01%
Achillea ligustica leaf (Greece) Achillea ligustica All., fam. Asteraceae (Compositae) 0.35%
Achillea ligustica flower (Greece) Achillea ligustica All., fam. Asteraceae (Compositae) 0.16%
Narcissus tazetta (var. chinensis) 8023-75-4 Narcissus tazetta L., var. chinensis, fam. Amaryllidaceae 0.06%
Narcissus tazetta (var. chinensis) headspace 8023-75-4 Narcissus tazetta L., var. chinensis, fam. Amarillidaceae 0.01%
Santolina chamaecyparisus ssp. squarrosa Santolina chamaecyparisus L. ssp. squarrosa, fam. Asteraceae (Compositae) 1.85%
Lime (Mexican, West Indian, Key) 5 8008-26-2 Citrus aurantifolia (Christm.) Swingle, fam. Rutaceae 1.21%
Lime (Mexican, West Indian, Key) (Peru) 8008-26-2 Citrus aurantifolia (Christm.) Swingle, fam. Rutaceae 1.24%
Lime (Mexican, West Indian, Key) (Ivory Coast) 8008-26-2 Citrus aurantifolia (Christm.) Swingle, fam. Rutaceae 1.07%
Lime (Mexican, West Indian, Key) 7 8008-26-2 Citrus aurantifolia (Christm.) Swingle, fam. Rutaceae 1.2%
Pepper, black 9 8006-82-4 Piper nigrum L., fam. Piperaceae 1.48%
Oregano, greek 4 84012-24-8 Origanum vulgare L. ssp. hirtum (Link) Ietsw., fam. Lamiaceae (Labiatae) 0.15%
Lime (Mexican, West Indian, Key) (Cuba) 8008-26-2 Citrus aurantifolia (Christm.) Swingle, fam. Rutaceae 1.6%
Lime (Persian) (Cuba) 90063-52-8 Citrus latifolia Tanaka, fam. Rutaceae 0.4%
Calamus (Germany) 2 root 8015-79-0 Acorus calamus L., fam. Araceae 3.85%
Hypericum olympicum (Yugoslavia) Hypericum olympicum L., fam. Guttiferae (Hyperiaceae) 0.05%
Thyme (Spain) 2 8007-46-3 Thymus vulgaris L., fam. Lamiaceae (Labiatae) 2.22%
Lime (Mexican, West Indian, Key) (Cameroon) leaf 8008-26-2 Citrus aurantifolia (Christm.) Swingle, fam. Rutaceae 0.33%