3,3,5-Trimethylcyclohexanol

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  • Identifiers

    CAS number
    116-02-9

    Molecular formula
    C9H18O

    SMILES
    CC1CC(CC(C1)(C)C)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Herbal 78.3%
    Mint 72.71%
    Camphoreous 64.47%
    Cooling 57.38%
    Woody 50.53%
    Spicy 48.47%
    Earthy 46.27%
    Musty 45.93%
    Fresh 41.58%
    Citrus 40.6%

    Scent© AI

  • Properties

    XLogP3-AA
    2.6

    pKa est.
    8.97 (weak base)

    Molecular weight
    142.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Melting point expt.

    • 37.0 °C
    • 30.00 to 34.00 °C. @ 760.00 mm Hg

    Boiling point

    • 198 °C
    • 80.00 °C. @ 20.00 mm Hg

    Flash point est.
    77.2 ˚C

    Flash point expt.

    • 73.9 °C
    • 165 °F OC

    Solubility expt.

    • SLIGHTLY SOL IN WATER
    • Insoluble in water; soluble in oils
    • Soluble at room temperature (in ethanol)

  • Synonyms

    • 3,3,5-TRIMETHYLCYCLOHEXANOL
    • 116-02-9
    • Homomenthol
    • 3,3,5-trimethylcyclohexan-1-ol
    • Cyclonol
    • Cyclohexanol, 3,3,5-trimethyl-
    • Isophorol, dihydro-
    • dihydroisophorol
    • 1-Methyl-3-dimethylcyclohexanol-5
    • 3,3,5-Trimethyl-1-cyclohexanol
    • 3,5,5-Trimethylcyclohexanol
    • cis-3,3,5-Trimethylcyclohexanol
    • NSC 4008
    • HSDB 2039
    • EINECS 204-122-7
    • 3,3,5-Trimethyl-cyclohexanol
    • trans-3,5,5-Trimethylcyclohexan-1-ol
    • BRN 2203314
    • 08CL3G94GH
    • DTXSID9041815
    • CHEBI:59065
    • AI3-01646
    • NSC-4008
    • DTXCID7021815
    • trans-3,3,5-Trimethylcyclohexanol
    • 933-48-2
    • 3-06-00-00115 (Beilstein Handbook Reference)
    • 611-02-9
    • 767-54-4
    • NCGC00160581-01
    • 3,3,5-TRIMETHYLCYCLOHEXANOL [FHFI]
    • 3,3,5-TRIMETHYLCYCLOHEXANOL [HSDB]
    • rac-(1R,5S)-3,3,5-trimethylcyclohexan-1-ol, trans
    • EINECS 212-183-6
    • CAS-116-02-9
    • 3,3,5-Trimethyl cyclohexanol
    • UNII-08CL3G94GH
    • Dihydro-Isophorol
    • Isophorol, dihydro
    • MFCD00019378
    • starbld0021733
    • 3,5-Trimethylcyclohexanol
    • 3,5,5trimethylcyclohexanol
    • 1Methyl3dimethylcyclohexanol5
    • 3,3,5Trimethyl1cyclohexanol
    • Cyclohexanol,3,5-trimethyl-
    • SCHEMBL113337
    • 3,5-Trimethyl-1-cyclohexanol
    • Cyclohexanol, 3,3,5trimethyl
    • CHEMBL3186608
    • FEMA 3962
    • NSC4008
    • 3,3,5-Trimethyl-cis-Cyclohexanol
    • 3,3,5-trimethyl-cyclohexan-1-ol
    • BCP30903
    • 3,3,5-Trimethyl-trans-Cyclohexanol
    • Tox21_111915
    • Tox21_301500
    • WLN: L6TJ A1 A1 CQ E1
    • 3,3,5-Trimethylcyclohexanol (c,t)
    • 3,3,5-Trimethylcyclohexanol,cAMP t
    • BBL027854
    • STK709217
    • AKOS000249479
    • AKOS016844021
    • SB83862
    • NCGC00255548-01
    • 1-Methyl-3,3,-dimethyl cyclohexan-5-ol
    • AS-15521
    • CS-0152689
    • NS00004228
    • T0472
    • T2693
    • 3,3,5-Trimethyl-(1R,5S)-rel-Cyclohexanol
    • EN300-18641
    • D92347
    • 3,3,5-Trimethylcyclohexanol mixture of cis and trans
    • Q27126431
    • F8889-6309
    • 3,3,5-Trimethylcyclohexanol (mixture of cis- and trans- isomers)
    • cis-3,3,5-Trimethylcyclohexanol (contains ca. 6 % trans- isomer)
    • 204-122-7
    • 212-183-6
    • Cyclonol;Homomenthol;1-methyl-3-dimethylcyclohexanol-5; 3,3,5-trimethyl; 3,3,5-trimethyl-cyclohexano

  • Applications

    3,3,5-Trimethylcyclohexanol (CAS 116-02-9) is a colorless, mildly pine-scented primary alcohol used as a versatile building block for fragrances, cosmetics, polymer additives and pharmaceuticals; in the flavour-fragrance sector it contributes a warm resinous-woody note and is often esterified to yield heat-stable perfume ingredients for fine fragrances, deodorants and scented candles; in plastics it reacts via its hydroxyl group with isocyanates or anhydrides to produce flexible polyurethanes, fast-drying alkyd resins, plasticizers and high-temperature lubricants, thereby enhancing impact strength, clarity and ageing resistance of polycarbonate, ABS and PVC; in coatings and printing inks it serves as a co-solvent and active plasticizer that lowers viscosity while improving adhesion to metal substrates; in medicinal chemistry it is a precursor to cyclohexyl derivatives with antifungal and antibacterial activity and a chain-initiator for polyether scaffolds in controlled-release drug systems; the compound is also under study as a phase-transfer catalyst and as an engine-oil additive due to its free-radical-stabilizing performance at elevated temperatures.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1606.27
    methanol 1916.0
    isopropanol 1190.05
    water 3.82
    ethyl acetate 700.78
    n-propanol 1258.18
    acetone 829.29
    n-butanol 1103.44
    acetonitrile 710.17
    DMF 417.41
    toluene 239.29
    isobutanol 814.87
    1,4-dioxane 1347.99
    methyl acetate 649.65
    THF 2454.96
    2-butanone 682.77
    n-pentanol 565.24
    sec-butanol 855.63
    n-hexane 308.88
    ethylene glycol 211.55
    NMP 529.31
    cyclohexane 348.91
    DMSO 463.48
    n-butyl acetate 893.03
    n-octanol 505.61
    chloroform 894.76
    n-propyl acetate 395.36
    acetic acid 850.9
    dichloromethane 596.27
    cyclohexanone 898.41
    propylene glycol 338.73
    isopropyl acetate 480.99
    DMAc 297.07
    2-ethoxyethanol 472.41
    isopentanol 799.43
    n-heptane 357.96
    ethyl formate 438.13
    1,2-dichloroethane 443.09
    n-hexanol 1675.22
    2-methoxyethanol 941.27
    isobutyl acetate 302.91
    tetrachloromethane 222.6
    n-pentyl acetate 374.85
    transcutol 1411.67
    n-heptanol 516.04
    ethylbenzene 118.74
    MIBK 438.24
    2-propoxyethanol 1340.49
    tert-butanol 1254.01
    MTBE 1029.35
    2-butoxyethanol 572.45
    propionic acid 698.3
    o-xylene 156.27
    formic acid 309.38
    diethyl ether 1031.77
    m-xylene 208.62
    p-xylene 162.16
    chlorobenzene 292.73
    dimethyl carbonate 134.93
    n-octane 99.12
    formamide 210.42
    cyclopentanone 956.13
    2-pentanone 643.03
    anisole 228.3
    cyclopentyl methyl ether 969.48
    gamma-butyrolactone 1091.62
    1-methoxy-2-propanol 714.61
    pyridine 483.05
    3-pentanone 419.58
    furfural 573.12
    n-dodecane 63.1
    diethylene glycol 641.59
    diisopropyl ether 410.03
    tert-amyl alcohol 821.47
    acetylacetone 448.77
    n-hexadecane 69.47
    acetophenone 170.28
    methyl propionate 440.81
    isopentyl acetate 740.3
    trichloroethylene 652.44
    n-nonanol 402.76
    cyclohexanol 824.2
    benzyl alcohol 193.71
    2-ethylhexanol 775.25
    isooctanol 375.68
    dipropyl ether 842.14
    1,2-dichlorobenzene 217.42
    ethyl lactate 159.45
    propylene carbonate 577.3
    n-methylformamide 411.25
    2-pentanol 742.42
    n-pentane 332.07
    1-propoxy-2-propanol 1026.26
    1-methoxy-2-propyl acetate 630.19
    2-(2-methoxypropoxy) propanol 362.15
    mesitylene 161.71
    ε-caprolactone 825.4
    p-cymene 170.11
    epichlorohydrin 887.13
    1,1,1-trichloroethane 495.12
    2-aminoethanol 508.32
    morpholine-4-carbaldehyde 612.88
    sulfolane 751.17
    2,2,4-trimethylpentane 135.26
    2-methyltetrahydrofuran 1582.68
    n-hexyl acetate 611.09
    isooctane 141.15
    2-(2-butoxyethoxy)ethanol 597.53
    sec-butyl acetate 283.7
    tert-butyl acetate 570.2
    decalin 108.89
    glycerin 350.73
    diglyme 824.27
    acrylic acid 423.9
    isopropyl myristate 216.23
    n-butyric acid 922.65
    acetyl acetate 341.56
    di(2-ethylhexyl) phthalate 161.36
    ethyl propionate 310.92
    nitromethane 728.91
    1,2-diethoxyethane 621.2
    benzonitrile 291.72
    trioctyl phosphate 157.05
    1-bromopropane 516.67
    gamma-valerolactone 1066.36
    n-decanol 292.45
    triethyl phosphate 151.23
    4-methyl-2-pentanol 455.14
    propionitrile 640.78
    vinylene carbonate 395.07
    1,1,2-trichlorotrifluoroethane 468.36
    DMS 255.37
    cumene 104.53
    2-octanol 332.29
    2-hexanone 433.27
    octyl acetate 275.82
    limonene 331.79
    1,2-dimethoxyethane 709.43
    ethyl orthosilicate 170.48
    tributyl phosphate 191.47
    diacetone alcohol 555.54
    N,N-dimethylaniline 136.79
    acrylonitrile 479.85
    aniline 331.26
    1,3-propanediol 629.79
    bromobenzene 263.53
    dibromomethane 516.36
    1,1,2,2-tetrachloroethane 511.52
    2-methyl-cyclohexyl acetate 347.07
    tetrabutyl urea 202.14
    diisobutyl methanol 397.1
    2-phenylethanol 383.09
    styrene 128.56
    dioctyl adipate 225.43
    dimethyl sulfate 154.45
    ethyl butyrate 469.71
    methyl lactate 211.27
    butyl lactate 293.59
    diethyl carbonate 238.43
    propanediol butyl ether 476.69
    triethyl orthoformate 313.85
    p-tert-butyltoluene 177.9
    methyl 4-tert-butylbenzoate 247.28
    morpholine 1440.43
    tert-butylamine 995.34
    n-dodecanol 221.34
    dimethoxymethane 491.18
    ethylene carbonate 396.67
    cyrene 216.4
    2-ethoxyethyl acetate 384.09
    2-ethylhexyl acetate 566.8
    1,2,4-trichlorobenzene 253.02
    4-methylpyridine 484.26
    dibutyl ether 555.9
    2,6-dimethyl-4-heptanol 397.1
    DEF 438.84
    dimethyl isosorbide 523.97
    tetrachloroethylene 369.47
    eugenol 220.33
    triacetin 297.13
    span 80 400.13
    1,4-butanediol 213.06
    1,1-dichloroethane 587.48
    2-methyl-1-pentanol 416.81
    methyl formate 327.84
    2-methyl-1-butanol 697.42
    n-decane 122.22
    butyronitrile 820.24
    3,7-dimethyl-1-octanol 466.39
    1-chlorooctane 301.63
    1-chlorotetradecane 112.24
    n-nonane 135.41
    undecane 82.95
    tert-butylcyclohexane 134.82
    cyclooctane 139.26
    cyclopentanol 816.2
    tetrahydropyran 1661.85
    tert-amyl methyl ether 645.56
    2,5,8-trioxanonane 491.22
    1-hexene 540.37
    2-isopropoxyethanol 349.07
    2,2,2-trifluoroethanol 219.42
    methyl butyrate 397.45

    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