2-Cyclohexylcyclohexanone

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  • Identifiers

    CAS number
    90-42-6

    Molecular formula
    C12H20O

    SMILES
    C1CCC(CC1)C2CCCCC2=O

    Safety labels

    Environmental Hazard
    Environmental

  • Odor profile

    Woody 73.95%
    Fresh 55.53%
    Fruity 54.38%
    Floral 52.26%
    Herbal 51.06%
    Mint 50.08%
    Green 49.46%
    Jasmin 39.32%
    Natural 38.38%
    Animal 34.88%

    Scent© AI

  • Properties

    XLogP3-AA
    3.7

    pKa est.
    8.16 (weak base)

    Molecular weight
    180.29 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    275°C

    Flash point est.
    109.28 ˚C

  • Synonyms

    • 2-Cyclohexylcyclohexanone
    • 90-42-6
    • 2-Cyclohexyl cyclohexanone
    • Bicyclohexanone
    • Lavamenthe
    • [1,1'-Bicyclohexyl]-2-one
    • Cyclohexanone, 2-cyclohexyl-
    • 2-cyclohexylcyclohexan-1-one
    • [1,1'-bi(cyclohexane)]-2-one
    • 1,1'-Bi(cyclohexyl)-2-one
    • HSDB 5271
    • EINECS 201-991-4
    • NSC 22249
    • (1,1'-BICYCLOHEXYL)-2-ONE
    • UNII-B3QU3533W8
    • BRN 1865785
    • DTXSID8047424
    • AI3-08246
    • MFCD00013795
    • NSC-22249
    • DTXCID6027424
    • B3QU3533W8
    • 4-07-00-00248 (Beilstein Handbook Reference)
    • (1,1'-BICYCLOHEXYL)-2-ONE [HSDB]
    • 2Cyclohexylcyclohexanone
    • 2-cyclohexyl-cyclohexanone
    • (1,1'Bicyclohexyl)2one
    • Cyclohexanone, 2cyclohexyl
    • SCHEMBL535669
    • CHEMBL3183461
    • Cyclohexanone, 2cyclohexyl (6CI)
    • NSC22249
    • Cyclohexanone, 2-cyclohexyl-(6CI)
    • Tox21_302728
    • 2-Cyclohexylcyclohexanone, AldrichCPR
    • AKOS000119332
    • AKOS017278406
    • CAS-90-42-6
    • NCGC00256926-01
    • AS-58775
    • SY048248
    • DB-057204
    • CS-0155334
    • NS00012160
    • EN300-20140
    • D83891
    • Q27274324
    • Z104477038
    • 201-991-4

  • Applications

    2-Cyclohexylcyclohexanone (CAS 90-42-6) is a bulky cycloaliphatic ketone used mainly as a versatile intermediate in organic synthesis: it forms enolates for α-functionalization (alkylation, halogenation), undergoes aldol reactions to build cyclic enones, participates in reductive amination to give cycloaliphatic amines, accepts organometallic addition (e.g., Grignard) to furnish tertiary alcohols, and can be converted by Baeyer–Villiger oxidation to lactones; owing to its non-aromatic, UV-stable cycloaliphatic scaffold, derivatives are employed as building blocks for pharmaceutical and agrochemical candidates, as precursors to odorants with woody–musk character, and as pre-monomers/additives for materials (after transformation to alcohols, urethanes or acrylates) used in weatherable coatings, inks and resins; in research it also serves as a model substrate to benchmark enamine/enolate-based asymmetric catalysis, hydrogenation or transfer-hydrogenation of hindered ketones, and selective C–H functionalization strategies on cyclohexyl frameworks.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1103.66
    methanol 910.87
    isopropanol 1224.46
    water 0.45
    ethyl acetate 1347.07
    n-propanol 1096.7
    acetone 1900.36
    n-butanol 989.86
    acetonitrile 1847.1
    DMF 1786.83
    toluene 1041.89
    isobutanol 840.28
    1,4-dioxane 2138.79
    methyl acetate 1159.38
    THF 2515.98
    2-butanone 1435.7
    n-pentanol 473.56
    sec-butanol 729.3
    n-hexane 134.34
    ethylene glycol 129.0
    NMP 1243.37
    cyclohexane 406.75
    DMSO 1291.33
    n-butyl acetate 1178.64
    n-octanol 357.62
    chloroform 6318.85
    n-propyl acetate 810.28
    acetic acid 911.21
    dichloromethane 4982.09
    cyclohexanone 2559.67
    propylene glycol 223.16
    isopropyl acetate 872.38
    DMAc 853.51
    2-ethoxyethanol 519.47
    isopentanol 802.87
    n-heptane 116.54
    ethyl formate 1154.84
    1,2-dichloroethane 2503.44
    n-hexanol 673.76
    2-methoxyethanol 1107.81
    isobutyl acetate 494.46
    tetrachloromethane 798.44
    n-pentyl acetate 700.14
    transcutol 2251.71
    n-heptanol 336.44
    ethylbenzene 420.12
    MIBK 704.67
    2-propoxyethanol 892.74
    tert-butanol 1010.41
    MTBE 844.56
    2-butoxyethanol 591.74
    propionic acid 934.07
    o-xylene 495.87
    formic acid 171.25
    diethyl ether 1081.05
    m-xylene 530.89
    p-xylene 507.22
    chlorobenzene 1798.64
    dimethyl carbonate 369.71
    n-octane 56.71
    formamide 345.27
    cyclopentanone 2543.68
    2-pentanone 1239.4
    anisole 754.74
    cyclopentyl methyl ether 1059.89
    gamma-butyrolactone 2661.19
    1-methoxy-2-propanol 927.01
    pyridine 2929.7
    3-pentanone 830.3
    furfural 2100.12
    n-dodecane 45.29
    diethylene glycol 480.57
    diisopropyl ether 308.65
    tert-amyl alcohol 576.89
    acetylacetone 1196.14
    n-hexadecane 54.77
    acetophenone 690.58
    methyl propionate 892.45
    isopentyl acetate 898.65
    trichloroethylene 5033.23
    n-nonanol 296.03
    cyclohexanol 1022.51
    benzyl alcohol 605.43
    2-ethylhexanol 392.99
    isooctanol 291.52
    dipropyl ether 575.86
    1,2-dichlorobenzene 1328.64
    ethyl lactate 294.73
    propylene carbonate 1571.99
    n-methylformamide 1020.59
    2-pentanol 621.74
    n-pentane 146.99
    1-propoxy-2-propanol 745.92
    1-methoxy-2-propyl acetate 767.74
    2-(2-methoxypropoxy) propanol 448.74
    mesitylene 352.63
    ε-caprolactone 1886.05
    p-cymene 262.74
    epichlorohydrin 2629.72
    1,1,1-trichloroethane 2473.17
    2-aminoethanol 336.01
    morpholine-4-carbaldehyde 1388.41
    sulfolane 2053.3
    2,2,4-trimethylpentane 58.73
    2-methyltetrahydrofuran 1730.73
    n-hexyl acetate 833.45
    isooctane 59.05
    2-(2-butoxyethoxy)ethanol 701.85
    sec-butyl acetate 490.78
    tert-butyl acetate 719.66
    decalin 124.18
    glycerin 290.38
    diglyme 1408.48
    acrylic acid 754.68
    isopropyl myristate 311.79
    n-butyric acid 1618.29
    acetyl acetate 818.16
    di(2-ethylhexyl) phthalate 255.7
    ethyl propionate 614.04
    nitromethane 1757.34
    1,2-diethoxyethane 916.93
    benzonitrile 1470.63
    trioctyl phosphate 192.46
    1-bromopropane 1438.14
    gamma-valerolactone 2565.61
    n-decanol 210.29
    triethyl phosphate 250.6
    4-methyl-2-pentanol 344.53
    propionitrile 1623.3
    vinylene carbonate 1482.5
    1,1,2-trichlorotrifluoroethane 1357.42
    DMS 550.23
    cumene 257.98
    2-octanol 246.76
    2-hexanone 750.34
    octyl acetate 388.4
    limonene 371.63
    1,2-dimethoxyethane 1256.41
    ethyl orthosilicate 234.81
    tributyl phosphate 253.48
    diacetone alcohol 660.55
    N,N-dimethylaniline 390.33
    acrylonitrile 1852.84
    aniline 1170.07
    1,3-propanediol 644.51
    bromobenzene 1936.37
    dibromomethane 3264.2
    1,1,2,2-tetrachloroethane 3549.87
    2-methyl-cyclohexyl acetate 427.96
    tetrabutyl urea 298.07
    diisobutyl methanol 277.18
    2-phenylethanol 560.84
    styrene 637.54
    dioctyl adipate 416.27
    dimethyl sulfate 472.61
    ethyl butyrate 708.13
    methyl lactate 400.72
    butyl lactate 451.07
    diethyl carbonate 460.41
    propanediol butyl ether 494.92
    triethyl orthoformate 436.81
    p-tert-butyltoluene 239.0
    methyl 4-tert-butylbenzoate 537.45
    morpholine 2197.24
    tert-butylamine 688.32
    n-dodecanol 158.97
    dimethoxymethane 919.35
    ethylene carbonate 1343.53
    cyrene 369.87
    2-ethoxyethyl acetate 729.87
    2-ethylhexyl acetate 635.0
    1,2,4-trichlorobenzene 1402.0
    4-methylpyridine 2353.01
    dibutyl ether 577.31
    2,6-dimethyl-4-heptanol 277.18
    DEF 1053.01
    dimethyl isosorbide 762.14
    tetrachloroethylene 2241.95
    eugenol 470.34
    triacetin 640.04
    span 80 459.69
    1,4-butanediol 199.37
    1,1-dichloroethane 2897.8
    2-methyl-1-pentanol 399.26
    methyl formate 794.42
    2-methyl-1-butanol 649.97
    n-decane 82.26
    butyronitrile 1683.35
    3,7-dimethyl-1-octanol 360.93
    1-chlorooctane 346.69
    1-chlorotetradecane 121.87
    n-nonane 81.89
    undecane 58.63
    tert-butylcyclohexane 96.91
    cyclooctane 113.06
    cyclopentanol 1082.58
    tetrahydropyran 2283.65
    tert-amyl methyl ether 467.26
    2,5,8-trioxanonane 767.2
    1-hexene 445.67
    2-isopropoxyethanol 395.95
    2,2,2-trifluoroethanol 331.23
    methyl butyrate 996.04

    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
Artemisia monosperma Artemisia monosperma Del., fam. Asteraceae (Compositae) 0.2%