3,3,5-Trimethylcyclohexanone

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  • Identifiers

    CAS number
    873-94-9

    Molecular formula
    C9H16O

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

    Safety labels

    Irritant
    Irritant

    Retention indicies (RI)

    • Carbowax: 1342.0

  • Odor profile

    Herbal 75.45%
    Mint 72.18%
    Camphoreous 64.66%
    Sweet 64.57%
    Citrus 53.2%
    Cooling 51.72%
    Tobacco 50.59%
    Woody 49.92%
    Fresh 47.29%
    Green 43.31%

    Scent© AI

  • Properties

    XLogP3-AA
    2.2

    pKa est.
    8.48 (weak base)

    Molecular weight
    140.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point est.
    192°C

    Flash point est.
    63.48 ˚C

  • Synonyms

    • 3,3,5-TRIMETHYLCYCLOHEXANONE
    • 873-94-9
    • 3,3,5-Trimethylcyclohexan-1-one
    • Dihydroisophorone
    • Cyclohexanone, 3,3,5-trimethyl-
    • EINECS 212-855-9
    • UNII-QXG9U7N202
    • QXG9U7N202
    • DTXSID5044996
    • AI3-33978
    • MFCD00019466
    • DTXCID3024996
    • (+/-)-DIHYDROISOPHORONE
    • EC 212-855-9
    • J68.885A
    • 3,3,5-TRIMETHYL-1-CYCLOHEXANONE
    • (+/-)-3,3,5-TRIMETHYLCYCLOHEXANONE
    • Dihydro-isophorone
    • 3,5,5-trimethyl cyclohexanone
    • 3,5,5-Trimethylcyclohexanone
    • 3,3,5-Trimethyl cyclohexanone
    • (+/-)-Dihydroisophorone; 3,3,5-Trimethyl-1-cyclohexanone; Dihydroisophorone
    • SCHEMBL24862
    • 3,3,5Trimethylcyclohexan1one
    • 3.3.5-Trimethyl cyclohexanone
    • Cyclohexanone, 3,3,5trimethyl
    • CHEMBL3186483
    • cyclohexanone, 3,3,5-trimethyl
    • 3,3,5-trimethyl-cyclohexan-1-one
    • AAA87394
    • IBA49682
    • Tox21_301727
    • BBL011400
    • STL146504
    • 3,3,5-Trimethylcyclohexanone, 98%
    • AKOS000119271
    • AKOS016844138
    • AT10301
    • PB43658
    • NCGC00256179-01
    • CAS-873-94-9
    • SY051924
    • VS-02938
    • DB-056998
    • NS00008433
    • T0602
    • EN300-19037
    • Q27287551
    • F0001-2174
    • Z104472308

  • Applications

    3,3,5-Trimethylcyclohexanone (CAS 873-94-9) is a saturated cyclic ketone valued as a versatile intermediate and building block for pharmaceuticals, agrochemicals, fragrance/flavor ingredients, and materials additives, where its bulky cyclohexanone core helps tune target molecules’ lipophilicity and steric profile; it readily forms enamines/enolates for aldol, alkylation and acylation chemistry, undergoes nucleophilic additions (RMgX, RLi) and carbonyl reduction to give 3,3,5-trimethylcyclohexanol, affords oximes/hydrazones for protection or analytical derivatization, and participates in Baeyer–Villiger oxidation to lactones and Beckmann rearrangement to cyclic lactams/amides, as well as redox and annulation sequences to access bicyclic/terpenoid motifs; thanks to this versatility it is used in both lab- and plant-scale routes to fragrance intermediates, UV stabilizers, polymer modifiers, and bioactive compounds.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1185.89
    methanol 1648.25
    isopropanol 889.22
    water 7.24
    ethyl acetate 909.58
    n-propanol 1004.32
    acetone 1000.43
    n-butanol 946.09
    acetonitrile 1033.66
    DMF 716.55
    toluene 522.43
    isobutanol 727.45
    1,4-dioxane 1486.29
    methyl acetate 892.56
    THF 2301.29
    2-butanone 884.06
    n-pentanol 529.31
    sec-butanol 760.45
    n-hexane 404.98
    ethylene glycol 244.64
    NMP 967.61
    cyclohexane 549.25
    DMSO 442.65
    n-butyl acetate 919.84
    n-octanol 526.36
    chloroform 2053.03
    n-propyl acetate 445.93
    acetic acid 1295.5
    dichloromethane 1269.65
    cyclohexanone 1403.6
    propylene glycol 359.22
    isopropyl acetate 599.48
    DMAc 547.67
    2-ethoxyethanol 440.04
    isopentanol 724.26
    n-heptane 338.46
    ethyl formate 585.56
    1,2-dichloroethane 782.95
    n-hexanol 1533.72
    2-methoxyethanol 869.83
    isobutyl acetate 328.77
    tetrachloromethane 430.02
    n-pentyl acetate 460.71
    transcutol 1559.76
    n-heptanol 475.08
    ethylbenzene 257.77
    MIBK 548.14
    2-propoxyethanol 1261.15
    tert-butanol 944.92
    MTBE 911.31
    2-butoxyethanol 522.75
    propionic acid 908.6
    o-xylene 330.18
    formic acid 428.22
    diethyl ether 1041.2
    m-xylene 409.24
    p-xylene 324.73
    chlorobenzene 639.99
    dimethyl carbonate 232.87
    n-octane 97.88
    formamide 283.01
    cyclopentanone 1331.27
    2-pentanone 798.34
    anisole 384.17
    cyclopentyl methyl ether 1221.84
    gamma-butyrolactone 1501.64
    1-methoxy-2-propanol 720.83
    pyridine 867.33
    3-pentanone 581.77
    furfural 962.26
    n-dodecane 67.03
    diethylene glycol 665.51
    diisopropyl ether 432.03
    tert-amyl alcohol 745.05
    acetylacetone 669.05
    n-hexadecane 75.68
    acetophenone 313.24
    methyl propionate 611.83
    isopentyl acetate 782.89
    trichloroethylene 1414.98
    n-nonanol 415.87
    cyclohexanol 1052.55
    benzyl alcohol 327.57
    2-ethylhexanol 753.89
    isooctanol 341.99
    dipropyl ether 689.21
    1,2-dichlorobenzene 488.9
    ethyl lactate 210.63
    propylene carbonate 842.55
    n-methylformamide 575.83
    2-pentanol 675.67
    n-pentane 362.31
    1-propoxy-2-propanol 895.08
    1-methoxy-2-propyl acetate 760.49
    2-(2-methoxypropoxy) propanol 439.51
    mesitylene 279.23
    ε-caprolactone 1220.4
    p-cymene 241.7
    epichlorohydrin 1289.81
    1,1,1-trichloroethane 1028.57
    2-aminoethanol 475.65
    morpholine-4-carbaldehyde 938.18
    sulfolane 1061.49
    2,2,4-trimethylpentane 139.55
    2-methyltetrahydrofuran 1748.18
    n-hexyl acetate 851.75
    isooctane 130.24
    2-(2-butoxyethoxy)ethanol 663.98
    sec-butyl acetate 339.88
    tert-butyl acetate 663.49
    decalin 181.49
    glycerin 392.13
    diglyme 881.27
    acrylic acid 716.7
    isopropyl myristate 267.56
    n-butyric acid 1105.78
    acetyl acetate 566.28
    di(2-ethylhexyl) phthalate 222.94
    ethyl propionate 391.75
    nitromethane 1121.22
    1,2-diethoxyethane 626.31
    benzonitrile 561.9
    trioctyl phosphate 187.26
    1-bromopropane 778.13
    gamma-valerolactone 1479.68
    n-decanol 289.51
    triethyl phosphate 196.68
    4-methyl-2-pentanol 408.74
    propionitrile 804.26
    vinylene carbonate 683.85
    1,1,2-trichlorotrifluoroethane 778.18
    DMS 440.97
    cumene 196.59
    2-octanol 332.91
    2-hexanone 510.57
    octyl acetate 351.69
    limonene 429.67
    1,2-dimethoxyethane 726.83
    ethyl orthosilicate 208.23
    tributyl phosphate 242.62
    diacetone alcohol 607.86
    N,N-dimethylaniline 235.68
    acrylonitrile 761.13
    aniline 548.84
    1,3-propanediol 557.88
    bromobenzene 600.88
    dibromomethane 1028.77
    1,1,2,2-tetrachloroethane 1138.88
    2-methyl-cyclohexyl acetate 406.92
    tetrabutyl urea 256.35
    diisobutyl methanol 326.28
    2-phenylethanol 540.04
    styrene 276.36
    dioctyl adipate 305.4
    dimethyl sulfate 291.68
    ethyl butyrate 485.02
    methyl lactate 297.13
    butyl lactate 356.7
    diethyl carbonate 290.95
    propanediol butyl ether 518.18
    triethyl orthoformate 333.76
    p-tert-butyltoluene 241.44
    methyl 4-tert-butylbenzoate 384.01
    morpholine 1516.25
    tert-butylamine 743.85
    n-dodecanol 212.86
    dimethoxymethane 611.21
    ethylene carbonate 628.44
    cyrene 301.42
    2-ethoxyethyl acetate 513.88
    2-ethylhexyl acetate 626.0
    1,2,4-trichlorobenzene 554.35
    4-methylpyridine 901.24
    dibutyl ether 511.63
    2,6-dimethyl-4-heptanol 326.28
    DEF 664.54
    dimethyl isosorbide 657.24
    tetrachloroethylene 787.82
    eugenol 327.14
    triacetin 477.92
    span 80 464.2
    1,4-butanediol 215.32
    1,1-dichloroethane 1041.42
    2-methyl-1-pentanol 425.21
    methyl formate 489.87
    2-methyl-1-butanol 693.89
    n-decane 124.24
    butyronitrile 943.95
    3,7-dimethyl-1-octanol 479.94
    1-chlorooctane 362.83
    1-chlorotetradecane 134.46
    n-nonane 139.06
    undecane 87.36
    tert-butylcyclohexane 174.18
    cyclooctane 210.78
    cyclopentanol 947.71
    tetrahydropyran 1814.22
    tert-amyl methyl ether 646.87
    2,5,8-trioxanonane 557.7
    1-hexene 714.0
    2-isopropoxyethanol 340.79
    2,2,2-trifluoroethanol 384.88
    methyl butyrate 504.72

    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
Santolina chamaecyparisus (France) 2 84961-58-0 Santolina chamaecyparisus L., fam. Asteraceae (Compositae) 0.5%