4-Isopropenylcyclohexanone

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    22460-53-3

    Molecular formula
    C9H14O

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

  • Odor profile

    Mint 72.74%
    Herbal 65.55%
    Woody 56.91%
    Camphoreous 49.16%
    Fresh 48.49%
    Spicy 44.88%
    Citrus 42.44%
    Sweet 40.69%
    Fruity 38.81%
    Ketonic 38.01%

    Scent© AI

  • Properties

    XLogP3-AA
    1.9

    Molecular weight
    138.21 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    213°C

    Flash point est.
    69.25 ˚C

  • Synonyms

    • 4-Isopropenylcyclohexanone
    • 22460-53-3
    • 4-prop-1-en-2-ylcyclohexan-1-one
    • Cyclohexanone, 4-(1-methylethenyl)-
    • 4-isopropenyl-cyclohexanone
    • SCHEMBL8486388
    • DTXSID20338473
    • AKOS020762012
    • 4-(PROP-1-EN-2-YL)CYCLOHEXAN-1-ONE

  • Applications

    4-Isopropenylcyclohexanone (CAS 22460-53-3) is a versatile bifunctional building block broadly used as a synthetic intermediate in fragrance–flavor manufacturing and specialty chemicals, with the ketone enabling aldol condensation, reductive amination, oxime formation/oxime-based crosslinking, and Baeyer–Villiger oxidation to lactones, while the isopropenyl double bond supports radical or cationic polymerization, Michael-type additions, hydroboration–oxidation, epoxidation, and hydrosilylation; together these transformations underpin applications in assembling pharmaceutical and agrochemical scaffolds, preparing lactone and ester odorants, producing functional monomers for UV‑curable resins, adhesives and tackifiers, protective coatings, and post-functionalizable ketone-bearing materials for inks, sealants, and high-performance coatings.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1104.74
    methanol 872.37
    isopropanol 796.51
    water 1.27
    ethyl acetate 2242.08
    n-propanol 790.96
    acetone 2127.86
    n-butanol 760.64
    acetonitrile 1590.44
    DMF 1435.22
    toluene 557.84
    isobutanol 508.38
    1,4-dioxane 2911.5
    methyl acetate 1488.04
    THF 3794.24
    2-butanone 1515.51
    n-pentanol 374.71
    sec-butanol 540.53
    n-hexane 65.85
    ethylene glycol 128.47
    NMP 1436.06
    cyclohexane 156.9
    DMSO 1304.91
    n-butyl acetate 1114.17
    n-octanol 220.27
    chloroform 3603.65
    n-propyl acetate 724.36
    acetic acid 1001.11
    dichloromethane 3568.29
    cyclohexanone 1915.31
    propylene glycol 187.78
    isopropyl acetate 1128.07
    DMAc 939.5
    2-ethoxyethanol 582.92
    isopentanol 614.55
    n-heptane 61.82
    ethyl formate 907.22
    1,2-dichloroethane 1981.81
    n-hexanol 526.16
    2-methoxyethanol 1120.95
    isobutyl acetate 416.6
    tetrachloromethane 461.09
    n-pentyl acetate 518.51
    transcutol 4474.44
    n-heptanol 205.37
    ethylbenzene 218.64
    MIBK 630.06
    2-propoxyethanol 909.1
    tert-butanol 857.29
    MTBE 953.77
    2-butoxyethanol 476.17
    propionic acid 758.35
    o-xylene 267.29
    formic acid 295.98
    diethyl ether 1696.47
    m-xylene 319.67
    p-xylene 283.97
    chlorobenzene 1033.96
    dimethyl carbonate 434.12
    n-octane 22.04
    formamide 612.57
    cyclopentanone 2538.5
    2-pentanone 1308.11
    anisole 632.44
    cyclopentyl methyl ether 1333.54
    gamma-butyrolactone 2872.66
    1-methoxy-2-propanol 851.11
    pyridine 1711.0
    3-pentanone 915.75
    furfural 1780.06
    n-dodecane 18.5
    diethylene glycol 588.7
    diisopropyl ether 351.26
    tert-amyl alcohol 569.85
    acetylacetone 1561.17
    n-hexadecane 22.32
    acetophenone 494.41
    methyl propionate 1131.16
    isopentyl acetate 867.28
    trichloroethylene 3676.22
    n-nonanol 198.26
    cyclohexanol 671.0
    benzyl alcohol 372.87
    2-ethylhexanol 295.39
    isooctanol 169.12
    dipropyl ether 522.56
    1,2-dichlorobenzene 791.26
    ethyl lactate 221.14
    propylene carbonate 1314.14
    n-methylformamide 823.69
    2-pentanol 474.04
    n-pentane 77.7
    1-propoxy-2-propanol 665.21
    1-methoxy-2-propyl acetate 1073.94
    2-(2-methoxypropoxy) propanol 589.82
    mesitylene 187.48
    ε-caprolactone 1683.2
    p-cymene 156.19
    epichlorohydrin 2888.04
    1,1,1-trichloroethane 1794.05
    2-aminoethanol 309.49
    morpholine-4-carbaldehyde 1621.85
    sulfolane 1942.43
    2,2,4-trimethylpentane 38.34
    2-methyltetrahydrofuran 2588.83
    n-hexyl acetate 789.6
    isooctane 35.67
    2-(2-butoxyethoxy)ethanol 933.49
    sec-butyl acetate 496.98
    tert-butyl acetate 982.4
    decalin 64.65
    glycerin 245.47
    diglyme 1732.32
    acrylic acid 595.58
    isopropyl myristate 256.79
    n-butyric acid 1255.59
    acetyl acetate 1176.28
    di(2-ethylhexyl) phthalate 219.37
    ethyl propionate 649.73
    nitromethane 2142.06
    1,2-diethoxyethane 1435.71
    benzonitrile 706.67
    trioctyl phosphate 155.27
    1-bromopropane 1019.35
    gamma-valerolactone 2594.33
    n-decanol 144.09
    triethyl phosphate 225.11
    4-methyl-2-pentanol 256.76
    propionitrile 953.62
    vinylene carbonate 1062.52
    1,1,2-trichlorotrifluoroethane 1065.4
    DMS 671.18
    cumene 138.6
    2-octanol 142.3
    2-hexanone 644.36
    octyl acetate 323.46
    limonene 250.86
    1,2-dimethoxyethane 1258.19
    ethyl orthosilicate 222.51
    tributyl phosphate 233.04
    diacetone alcohol 749.8
    N,N-dimethylaniline 289.84
    acrylonitrile 1038.83
    aniline 692.71
    1,3-propanediol 559.22
    bromobenzene 1093.82
    dibromomethane 2106.5
    1,1,2,2-tetrachloroethane 2289.54
    2-methyl-cyclohexyl acetate 425.58
    tetrabutyl urea 247.34
    diisobutyl methanol 186.06
    2-phenylethanol 443.21
    styrene 328.3
    dioctyl adipate 369.81
    dimethyl sulfate 552.49
    ethyl butyrate 690.53
    methyl lactate 324.2
    butyl lactate 354.0
    diethyl carbonate 408.41
    propanediol butyl ether 431.14
    triethyl orthoformate 415.22
    p-tert-butyltoluene 153.66
    methyl 4-tert-butylbenzoate 415.6
    morpholine 2758.27
    tert-butylamine 531.53
    n-dodecanol 106.47
    dimethoxymethane 1135.58
    ethylene carbonate 928.88
    cyrene 380.43
    2-ethoxyethyl acetate 939.66
    2-ethylhexyl acetate 643.62
    1,2,4-trichlorobenzene 873.99
    4-methylpyridine 1523.1
    dibutyl ether 494.29
    2,6-dimethyl-4-heptanol 186.06
    DEF 1092.57
    dimethyl isosorbide 1004.73
    tetrachloroethylene 1429.45
    eugenol 380.99
    triacetin 725.84
    span 80 470.78
    1,4-butanediol 150.71
    1,1-dichloroethane 1958.01
    2-methyl-1-pentanol 339.56
    methyl formate 669.02
    2-methyl-1-butanol 489.32
    n-decane 33.69
    butyronitrile 1026.57
    3,7-dimethyl-1-octanol 259.55
    1-chlorooctane 180.81
    1-chlorotetradecane 66.69
    n-nonane 32.5
    undecane 23.83
    tert-butylcyclohexane 56.71
    cyclooctane 46.83
    cyclopentanol 765.23
    tetrahydropyran 2540.14
    tert-amyl methyl ether 564.89
    2,5,8-trioxanonane 1062.86
    1-hexene 254.26
    2-isopropoxyethanol 419.48
    2,2,2-trifluoroethanol 345.44
    methyl butyrate 781.0

    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
Lemon balm (Spain) 8014-71-9 Melissa officinalis L., fam. Lamiaceae (Labiatae) 0.05%