3,5,5-Trimethylbicyclo[2.2.1]heptan-2-one

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  • Identifiers

    CAS number
    18358-53-7

    Molecular formula
    C10H16O

    SMILES
    CC1C2CC(C1=O)CC2(C)C

    Retention indicies (RI)

    • Carbowax: 1529.0

  • Odor profile

    Woody 77.29%
    Herbal 62.04%
    Camphoreous 60.58%
    Mint 47.44%
    Cedar 46.08%
    Pine 44.11%
    Spicy 43.99%
    Earthy 42.56%
    Fresh 39.34%
    Cooling 36.47%

    Scent© AI

  • Properties

    XLogP3-AA
    2.2

    Molecular weight
    152.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    219°C

    Flash point est.
    62.81 ˚C

  • Synonyms

    • iso-Pinocamphone
    • 3,5,5-trimethylbicyclo[2.2.1]heptan-2-one
    • 18358-53-7
    • V5J5H6VC3L
    • DTXSID90864830
    • EINECS 242-228-5

  • Applications

    3,5,5-Trimethylbicyclo[2.2.1]heptan-2-one (CAS 18358-53-7) is a bicyclic ketone in the norbornanone family with a characteristic camphoraceous odor, used as a fragrance ingredient in perfumes, deodorizers, personal-care products, and cleaners to impart cool, clean, woody notes and to act as a fixative; it also serves as a versatile synthetic intermediate for building terpenoid/norbornyl frameworks, preparing the corresponding oxime/hydrazone, alcohols, and amines, and as a feedstock for camphor-derived chiral auxiliaries/ligands, camphorquinone-type photoinitiator precursors for UV-curable materials, and bulky modifier/comonomer units that enhance Tg, thermal stability, and chemical resistance of resins; in R&D it is used as a reference standard, a model substrate for reactivity studies of bicyclic ketones, and a convenient starting point to access bioactive scaffolds or novel fragrance ingredients with camphoraceous–woody profiles.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 689.86
    methanol 868.13
    isopropanol 562.26
    water 26.44
    ethyl acetate 893.88
    n-propanol 502.28
    acetone 792.26
    n-butanol 447.36
    acetonitrile 873.56
    DMF 704.71
    toluene 506.12
    isobutanol 361.1
    1,4-dioxane 1306.64
    methyl acetate 774.47
    THF 1165.81
    2-butanone 568.2
    n-pentanol 222.34
    sec-butanol 308.37
    n-hexane 38.47
    ethylene glycol 234.25
    NMP 344.52
    cyclohexane 68.1
    DMSO 359.18
    n-butyl acetate 533.18
    n-octanol 202.12
    chloroform 1966.52
    n-propyl acetate 373.11
    acetic acid 633.99
    dichloromethane 1335.68
    cyclohexanone 558.41
    propylene glycol 232.14
    isopropyl acetate 657.33
    DMAc 459.06
    2-ethoxyethanol 454.73
    isopentanol 407.85
    n-heptane 36.36
    ethyl formate 528.39
    1,2-dichloroethane 746.15
    n-hexanol 399.86
    2-methoxyethanol 861.97
    isobutyl acetate 281.72
    tetrachloromethane 425.96
    n-pentyl acetate 305.53
    transcutol 1547.84
    n-heptanol 232.64
    ethylbenzene 259.9
    MIBK 417.65
    2-propoxyethanol 857.59
    tert-butanol 547.91
    MTBE 541.77
    2-butoxyethanol 485.34
    propionic acid 452.01
    o-xylene 297.9
    formic acid 369.68
    diethyl ether 539.72
    m-xylene 399.32
    p-xylene 386.99
    chlorobenzene 643.7
    dimethyl carbonate 343.48
    n-octane 19.82
    formamide 514.05
    cyclopentanone 685.12
    2-pentanone 506.38
    anisole 555.66
    cyclopentyl methyl ether 467.61
    gamma-butyrolactone 872.87
    1-methoxy-2-propanol 695.14
    pyridine 858.51
    3-pentanone 361.22
    furfural 873.55
    n-dodecane 17.24
    diethylene glycol 671.33
    diisopropyl ether 253.13
    tert-amyl alcohol 318.76
    acetylacetone 727.9
    n-hexadecane 19.93
    acetophenone 400.39
    methyl propionate 557.62
    isopentyl acetate 488.58
    trichloroethylene 1481.48
    n-nonanol 179.68
    cyclohexanol 294.17
    benzyl alcohol 344.44
    2-ethylhexanol 207.8
    isooctanol 187.97
    dipropyl ether 262.49
    1,2-dichlorobenzene 548.37
    ethyl lactate 191.39
    propylene carbonate 578.85
    n-methylformamide 573.41
    2-pentanol 298.73
    n-pentane 52.61
    1-propoxy-2-propanol 515.6
    1-methoxy-2-propyl acetate 650.75
    2-(2-methoxypropoxy) propanol 354.69
    mesitylene 264.38
    ε-caprolactone 551.93
    p-cymene 166.46
    epichlorohydrin 1074.12
    1,1,1-trichloroethane 1025.88
    2-aminoethanol 398.86
    morpholine-4-carbaldehyde 765.83
    sulfolane 506.01
    2,2,4-trimethylpentane 35.2
    2-methyltetrahydrofuran 630.39
    n-hexyl acetate 405.41
    isooctane 41.27
    2-(2-butoxyethoxy)ethanol 516.41
    sec-butyl acetate 308.28
    tert-butyl acetate 576.74
    decalin 49.66
    glycerin 320.95
    diglyme 954.48
    acrylic acid 413.15
    isopropyl myristate 161.52
    n-butyric acid 645.95
    acetyl acetate 712.21
    di(2-ethylhexyl) phthalate 153.76
    ethyl propionate 377.36
    nitromethane 1020.13
    1,2-diethoxyethane 588.23
    benzonitrile 534.41
    trioctyl phosphate 105.74
    1-bromopropane 401.65
    gamma-valerolactone 1028.04
    n-decanol 126.59
    triethyl phosphate 149.45
    4-methyl-2-pentanol 250.15
    propionitrile 588.79
    vinylene carbonate 630.14
    1,1,2-trichlorotrifluoroethane 671.48
    DMS 432.27
    cumene 195.19
    2-octanol 140.18
    2-hexanone 287.54
    octyl acetate 183.86
    limonene 168.05
    1,2-dimethoxyethane 669.49
    ethyl orthosilicate 153.81
    tributyl phosphate 131.66
    diacetone alcohol 474.6
    N,N-dimethylaniline 307.97
    acrylonitrile 748.79
    aniline 533.08
    1,3-propanediol 554.15
    bromobenzene 647.34
    dibromomethane 822.59
    1,1,2,2-tetrachloroethane 1045.66
    2-methyl-cyclohexyl acetate 242.79
    tetrabutyl urea 131.93
    diisobutyl methanol 162.73
    2-phenylethanol 459.85
    styrene 310.4
    dioctyl adipate 185.15
    dimethyl sulfate 342.85
    ethyl butyrate 348.73
    methyl lactate 301.86
    butyl lactate 237.15
    diethyl carbonate 255.54
    propanediol butyl ether 350.21
    triethyl orthoformate 242.87
    p-tert-butyltoluene 177.21
    methyl 4-tert-butylbenzoate 345.21
    morpholine 990.07
    tert-butylamine 391.93
    n-dodecanol 92.46
    dimethoxymethane 676.41
    ethylene carbonate 558.66
    cyrene 239.99
    2-ethoxyethyl acetate 527.14
    2-ethylhexyl acetate 344.01
    1,2,4-trichlorobenzene 572.7
    4-methylpyridine 810.56
    dibutyl ether 197.03
    2,6-dimethyl-4-heptanol 162.73
    DEF 400.82
    dimethyl isosorbide 534.85
    tetrachloroethylene 807.57
    eugenol 341.95
    triacetin 358.99
    span 80 261.56
    1,4-butanediol 183.44
    1,1-dichloroethane 939.39
    2-methyl-1-pentanol 201.42
    methyl formate 506.67
    2-methyl-1-butanol 293.6
    n-decane 29.77
    butyronitrile 542.4
    3,7-dimethyl-1-octanol 219.19
    1-chlorooctane 122.47
    1-chlorotetradecane 51.04
    n-nonane 27.17
    undecane 21.83
    tert-butylcyclohexane 54.7
    cyclooctane 32.23
    cyclopentanol 302.15
    tetrahydropyran 693.83
    tert-amyl methyl ether 297.55
    2,5,8-trioxanonane 536.28
    1-hexene 131.55
    2-isopropoxyethanol 342.45
    2,2,2-trifluoroethanol 439.22
    methyl butyrate 384.89

    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
Amomum villosum Amomum villosum Lour., fam. Zingiberaceae 0.01%
Rosemary (Italy) 4 8000-25-7 Rosmarinus officinalis L., fam. Lamiaceae (Labiatae) 1.03%
Rosemary (Italy) 3 8000-25-7 Rosmarinus officinalis L., fam. Lamiaceae (Labiatae) 0.8%
Tagetes (Italy) 1a 8016-84-0 Tagetes minuta L. (Marigold), fam. Asteraceae (Compositae) 0.24%
Tagetes (Italy) 1b 8016-84-0 Tagetes minuta L. (Marigold), fam. Asteraceae (Compositae) 0.3%
Sage, dalmatian (Egypt) 2a 8022-56-8 Salvia officinalis L., fam. Lamiaceae (Labiatae) 0.43%
Salvia desoleana (Italy) 1a CO2-extract Salvia desoleana, fam. Lamiaceae (Labiatae) 0.05%
Salvia desoleana (Italy) 1b hydrodistilled Salvia desoleana, fam. Lamiaceae (Labiatae) 0.05%