2,2,6-Trimethylcyclohexanone

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  • Identifiers

    CAS number
    2408-37-9

    Molecular formula
    C9H16O

    SMILES
    CC1CCCC(C1=O)(C)C

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

    Retention indicies (RI)

    • Carbowax: 1310.0

  • Odor profile

    Herbal 65.14%
    Camphoreous 63.2%
    Mint 61.55%
    Citrus 42.88%
    Tobacco 42.51%
    Ketonic 39.98%
    Fresh 36.23%
    Cooling 36.01%
    Earthy 34.0%
    Musty 33.5%

    Scent© AI

  • Properties

    XLogP3-AA
    2.4

    Molecular weight
    140.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very fast

    Boiling point est.
    182°C

    Melting point expt.

    • -31.8 °C

    Flash point est.
    57.38 ˚C

    Solubility expt.

    • Insoluble in water; soluble in fat
    • Miscible at room temperature (in ethanol)

  • Synonyms

    • 2,2,6-TRIMETHYLCYCLOHEXANONE
    • 2408-37-9
    • 2,2,6-Trimethylcyclohexan-1-one
    • Cyclohexanone, 2,2,6-trimethyl-
    • 2,6,6-Trimethylcyclohexanone
    • 1,1,3-Trimethyl-2-cyclohexanone
    • FEMA No. 3473
    • CQ3ZL1YW7R
    • 2,6,6-Trimethylcyclohexan-1-one
    • EINECS 219-309-9
    • NSC 401659
    • NSC-401659
    • DTXSID20862925
    • (+/-)-2,2,6-Trimethylcyclohexanone
    • 2,2,6-TRIMETHYLCYCLOHEXANONE [FHFI]
    • UNII-CQ3ZL1YW7R
    • 2,2,6-trimethyl-1-cyclohexanone
    • 1,1,3-Trimethyl-2-cyclohexanone; 2,2,6-Trimethylcyclohexan-1-one; 2,6,6-Trimethylcyclohexanone; NSC 401659
    • MFCD00045550
    • NSC401659
    • 2,6-Trimethylcyclohexanone
    • 2,6,6Trimethylcyclohexanone
    • 1,1,3Trimethyl2cyclohexanone
    • 2,2,6Trimethylcyclohexan1one
    • 2,6,6Trimethylcyclohexan1one
    • Cyclohexanone,2,6-trimethyl-
    • SCHEMBL107630
    • 1,3-Trimethyl-2-cyclohexanone
    • 2,2,6-trimethyl-cyclohexanone
    • 2,6-Trimethylcyclohexan-1-one
    • Cyclohexanone, 2,2,6trimethyl
    • DTXCID10811624
    • 2,2,6-trimethyl-cyclohexan-1-one
    • AKOS015903247
    • FT61399
    • HY-W077671
    • AS-44336
    • DB-046342
    • CS-0113167
    • NS00048710
    • T3944
    • A10861
    • Q27275646
    • InChI=1/C9H16O/c1-7-5-4-6-9(2,3)8(7)10/h7H,4-6H2,1-3H
    • 62861-88-5

  • Applications

    2,2,6-Trimethylcyclohexanone (CAS 2408-37-9) is a bulky, high‑boiling, low‑polarity saturated ketone, typically obtained by hydrogenation of isophorone and used primarily as a versatile intermediate: via oxime formation and Beckmann rearrangement to access lactams for specialty polyamides; via reduction/rearrangement to cycloaliphatic amines and diisocyanates for UV‑stable polyurethanes and epoxy curing agents; via oxidation to substituted adipic acids/esters for copolyesters, plasticizers, and lubricants; through aldol, acetal/ketal formation or reduction to cyclic alcohols to make fragrance ingredients (woody/amber notes) and fixatives; and it can also serve as a high‑boiling process solvent for resins, coatings, and inks when low odor and light stability are required, as well as a building block in agrochemical and pharmaceutical synthesis where a sterically hindered ring is leveraged to tune selectivity and pharmacokinetics.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1199.35
    methanol 1807.3
    isopropanol 804.75
    water 5.64
    ethyl acetate 1095.61
    n-propanol 894.9
    acetone 996.46
    n-butanol 857.45
    acetonitrile 1351.56
    DMF 789.51
    toluene 662.52
    isobutanol 701.51
    1,4-dioxane 1648.55
    methyl acetate 924.44
    THF 1860.91
    2-butanone 880.36
    n-pentanol 530.98
    sec-butanol 593.1
    n-hexane 236.36
    ethylene glycol 160.85
    NMP 763.63
    cyclohexane 274.91
    DMSO 500.92
    n-butyl acetate 1313.37
    n-octanol 473.32
    chloroform 3242.83
    n-propyl acetate 684.06
    acetic acid 960.54
    dichloromethane 2402.03
    cyclohexanone 1363.94
    propylene glycol 183.29
    isopropyl acetate 763.02
    DMAc 556.22
    2-ethoxyethanol 646.36
    isopentanol 828.38
    n-heptane 172.12
    ethyl formate 767.92
    1,2-dichloroethane 1321.74
    n-hexanol 926.95
    2-methoxyethanol 993.57
    isobutyl acetate 514.42
    tetrachloromethane 841.93
    n-pentyl acetate 773.47
    transcutol 2604.07
    n-heptanol 503.53
    ethylbenzene 399.26
    MIBK 639.34
    2-propoxyethanol 1138.12
    tert-butanol 904.23
    MTBE 966.18
    2-butoxyethanol 757.61
    propionic acid 702.55
    o-xylene 450.56
    formic acid 415.79
    diethyl ether 1098.14
    m-xylene 521.26
    p-xylene 537.92
    chlorobenzene 1038.41
    dimethyl carbonate 265.92
    n-octane 74.55
    formamide 454.58
    cyclopentanone 1298.46
    2-pentanone 824.42
    anisole 684.45
    cyclopentyl methyl ether 903.58
    gamma-butyrolactone 1496.32
    1-methoxy-2-propanol 671.19
    pyridine 1271.71
    3-pentanone 618.84
    furfural 1407.02
    n-dodecane 49.54
    diethylene glycol 604.72
    diisopropyl ether 460.54
    tert-amyl alcohol 723.39
    acetylacetone 784.21
    n-hexadecane 57.48
    acetophenone 580.96
    methyl propionate 624.59
    isopentyl acetate 1139.32
    trichloroethylene 2383.17
    n-nonanol 395.74
    cyclohexanol 694.87
    benzyl alcohol 489.28
    2-ethylhexanol 598.17
    isooctanol 409.59
    dipropyl ether 681.62
    1,2-dichlorobenzene 963.86
    ethyl lactate 247.03
    propylene carbonate 938.32
    n-methylformamide 675.63
    2-pentanol 586.15
    n-pentane 202.21
    1-propoxy-2-propanol 848.63
    1-methoxy-2-propyl acetate 854.49
    2-(2-methoxypropoxy) propanol 541.33
    mesitylene 364.98
    ε-caprolactone 1174.35
    p-cymene 353.19
    epichlorohydrin 1575.62
    1,1,1-trichloroethane 1727.26
    2-aminoethanol 391.04
    morpholine-4-carbaldehyde 1102.4
    sulfolane 1123.1
    2,2,4-trimethylpentane 118.89
    2-methyltetrahydrofuran 1264.75
    n-hexyl acetate 980.35
    isooctane 123.61
    2-(2-butoxyethoxy)ethanol 812.86
    sec-butyl acetate 519.37
    tert-butyl acetate 806.36
    decalin 158.95
    glycerin 256.59
    diglyme 1373.02
    acrylic acid 590.59
    isopropyl myristate 316.93
    n-butyric acid 1152.11
    acetyl acetate 687.65
    di(2-ethylhexyl) phthalate 277.34
    ethyl propionate 534.47
    nitromethane 1304.05
    1,2-diethoxyethane 1179.87
    benzonitrile 1019.65
    trioctyl phosphate 202.38
    1-bromopropane 885.14
    gamma-valerolactone 1588.15
    n-decanol 265.5
    triethyl phosphate 269.33
    4-methyl-2-pentanol 421.51
    propionitrile 1103.91
    vinylene carbonate 941.6
    1,1,2-trichlorotrifluoroethane 911.86
    DMS 568.76
    cumene 315.79
    2-octanol 352.12
    2-hexanone 684.06
    octyl acetate 388.64
    limonene 437.68
    1,2-dimethoxyethane 1091.2
    ethyl orthosilicate 296.89
    tributyl phosphate 283.36
    diacetone alcohol 632.99
    N,N-dimethylaniline 431.97
    acrylonitrile 1121.66
    aniline 693.61
    1,3-propanediol 614.76
    bromobenzene 1077.81
    dibromomethane 1635.99
    1,1,2,2-tetrachloroethane 1766.33
    2-methyl-cyclohexyl acetate 526.81
    tetrabutyl urea 285.53
    diisobutyl methanol 366.28
    2-phenylethanol 667.82
    styrene 488.03
    dioctyl adipate 365.69
    dimethyl sulfate 329.52
    ethyl butyrate 713.65
    methyl lactate 247.31
    butyl lactate 457.2
    diethyl carbonate 451.75
    propanediol butyl ether 544.82
    triethyl orthoformate 483.58
    p-tert-butyltoluene 339.16
    methyl 4-tert-butylbenzoate 517.4
    morpholine 1519.99
    tert-butylamine 742.31
    n-dodecanol 186.25
    dimethoxymethane 670.49
    ethylene carbonate 812.55
    cyrene 363.83
    2-ethoxyethyl acetate 831.6
    2-ethylhexyl acetate 870.4
    1,2,4-trichlorobenzene 960.05
    4-methylpyridine 1320.4
    dibutyl ether 625.93
    2,6-dimethyl-4-heptanol 366.28
    DEF 724.85
    dimethyl isosorbide 845.45
    tetrachloroethylene 1507.0
    eugenol 489.25
    triacetin 571.8
    span 80 475.96
    1,4-butanediol 241.64
    1,1-dichloroethane 1543.03
    2-methyl-1-pentanol 533.54
    methyl formate 544.77
    2-methyl-1-butanol 676.9
    n-decane 97.71
    butyronitrile 1232.63
    3,7-dimethyl-1-octanol 485.38
    1-chlorooctane 360.2
    1-chlorotetradecane 121.16
    n-nonane 100.51
    undecane 65.96
    tert-butylcyclohexane 173.0
    cyclooctane 114.84
    cyclopentanol 645.78
    tetrahydropyran 1394.98
    tert-amyl methyl ether 647.72
    2,5,8-trioxanonane 790.96
    1-hexene 534.23
    2-isopropoxyethanol 505.9
    2,2,2-trifluoroethanol 365.07
    methyl butyrate 691.12

    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
Cassie absolute (blossom) 8023-82-3 Acacia farnesiana (L.) Willd., fam. Mimosaceae (Leguminosae) 0.4%
Cistus leaf 8016-26-0 Cistus ladaniferus L. var. maculatus Dun, fam. Cistaceae 1.7%
Cistus (Spain) 2 8016-26-0 Cistus ladaniferus L. var. maculatus Dun, fam. Cistaceae 5.7%
Cistus (France) 8016-26-0 Cistus ladaniferus L. var. maculatus Dun, fam. Cistaceae 0.9%
Carob bean extract 1 9000-40-2 Ceratonia siliqua L., fam. Leguminoseae 0.1%
Catharanthus roseus marcs Catharanthus roseus (L.) G. Don, fam. Apocynaceae 0.2%
Cistus 8016-26-0 Cistus ladaniferus L. (C. ladanifer L.), fam. Cistaceae 3.77%