Fenchone

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  • Identifiers

    CAS number
    1195-79-5

    Molecular formula
    C10H16O

    SMILES
    CC1(C2CCC(C2)(C1=O)C)C

    Safety labels

    Flammable
    Flammable

    Retention indicies (RI)

    • DB5: 1089.57
    • Carbowax: 1400.5

  • Odor profile

    Herbal 77.68%
    Camphoreous 77.23%
    Mint 65.1%
    Woody 61.35%
    Pine 57.61%
    Fresh 57.05%
    Cooling 55.49%
    Earthy 50.33%
    Sweet 48.93%
    Citrus 44.24%

    Scent© AI

  • Properties

    XLogP3-AA
    2.3

    Molecular weight
    152.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Melting point expt.

    • 5-6 °C

    Boiling point

    • 192.00 to 194.00 °C. @ 760.00 mm Hg

    Flash point est.
    58.54 ˚C

    Solubility expt.

    • Practically insoluble to insoluble
    • Soluble (in ethanol)

  • Synonyms

    • Fenchone
    • 1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one
    • 1195-79-5
    • dl-fenchone
    • (.+/-.)-Fenchone
    • 1,3,3-Trimethylbicyclo(2.2.1)heptan-2-one
    • EINECS 214-804-6
    • CAS-1195-79-5
    • 214-804-6
    • fenchone, (+-)-isomer
    • alpha-Fenchone
    • Fenchon
    • 1,3,3-Trimethyl-2-norbornanone
    • 1,3,3-Trimethyl-2-norcamphanone
    • 2-Norbornanone, 1,3,3-trimethyl-
    • Bicyclo[2.2.1]heptan-2-one, 1,3,3-trimethyl-, (1S,4R)-
    • fenchan-2-one
    • NSC 8896
    • NSC 122687
    • CHEBI:4999
    • DTXSID9025324
    • Fenchon [German]
    • 126-21-6
    • D-FENCHONE, 96
    • DTXCID305324
    • NCGC00166292-01
    • 1,3-Trimethylnorcamphor
    • 2,2,4-trimethylbicyclo[2.2.1]heptan-3-one
    • BRN 1861492
    • 1,3-Trimethyl-2-norbornanone
    • AI3-00736
    • 1,3-Trimethyl-2-norcamphanone
    • 2-Norbornanone,3,3-trimethyl-
    • Bicyclo(2.2.1)heptan-2-one, 1,3,3-trimethyl-, (1S,4R)-
    • WLN: L55 A CVTJ B1 D1 D1
    • 1,3-Trimethylbicyclo[2.2.1]heptan-2-one
    • 2,2,4-trimethylbicyclo(2.2.1)heptan-3-one
    • FENCHONE [WHO-DD]
    • Bicyclo[2.2.1]heptan-2-one,3,3-trimethyl-
    • 2-07-00-00093 (Beilstein Handbook Reference)
    • iso-Fenchone
    • MFCD00151104
    • 1,3,3Trimethylnorcamphor
    • (1R)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one
    • SCHEMBL57584
    • 1,3,3Trimethyl2norbornanone
    • 1,3,3Trimethyl2norcamphanone
    • 2Norbornanone, 1,3,3trimethyl
    • CHEMBL2268554
    • NSC8896
    • Tox21_112396
    • BBL018824
    • MFCD00248429
    • NSC122687
    • s5934
    • STK802502
    • AKOS009158536
    • LMPR0102120016
    • VS-06784
    • 1,3,3Trimethylbicyclo(2.2.1)heptan2one
    • DB-017638
    • DB-070766
    • Bicyclo(2.2.1)heptan2one, 1,3,3trimethyl
    • F0163
    • F0164
    • NS00012481
    • 1.3.3-trimethylbicyclo(2.2.1)heptan-2-one
    • EN300-54085
    • C09859
    • SBI-0653876.0001
    • 1,3,3-Trimethyl-bicyclo[2.2.1]heptan-2-one
    • Bicyclo[2.2.1]heptane-2-one,1,3,3-trimethyl
    • Q414784
    • SR-01000945193
    • SR-01000945193-1
    • Z804948554
    • Bicyclo2.2.1heptan-2-one, 1,3,3-trimethyl-, (1S,4R)-
    • Bicyclo[2.2.1]heptan-2-one, 1,3,3-trimethyl-, (.+/-.)-

  • Applications

    Fenchone (CAS 1195-79-5) is a bicyclic monoterpene ketone with a camphoraceous, herbal, mildly minty odor, used as a flavoring ingredient in foods and beverages (confectionery, baked goods, liqueurs, alcoholic and non-alcoholic drinks) to deliver fennel-like freshness; as a fragrance note in perfumes, toothpastes, mouthwashes, soaps, detergents, and household products for a clean-cool effect; in aromatherapy and fennel essential-oil products for air-freshening and deodorizing; as a chiral building block/starting material in asymmetric synthesis and as an odor/analyte standard for GC/GC-MS, sensory training, and analytical method development; investigated for antimicrobial, antifungal, and insect-repellent properties and for use in natural preservation or botanical pest-control formulations; and widely employed as a model chiral ketone in physical chemistry and spectroscopy studies (CD, VCD, PECD); use should follow safety guidelines due to irritancy and potential neurotoxicity at high doses.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 780.46
    methanol 1186.31
    isopropanol 584.58
    water 60.48
    ethyl acetate 957.04
    n-propanol 595.98
    acetone 1090.25
    n-butanol 543.53
    acetonitrile 1166.01
    DMF 1119.6
    toluene 648.04
    isobutanol 465.07
    1,4-dioxane 1387.46
    methyl acetate 880.71
    THF 1495.24
    2-butanone 720.31
    n-pentanol 318.46
    sec-butanol 388.64
    n-hexane 90.02
    ethylene glycol 255.76
    NMP 708.37
    cyclohexane 126.43
    DMSO 478.96
    n-butyl acetate 611.37
    n-octanol 256.15
    chloroform 2744.28
    n-propyl acetate 525.07
    acetic acid 1015.14
    dichloromethane 2025.21
    cyclohexanone 841.31
    propylene glycol 218.7
    isopropyl acetate 801.07
    DMAc 691.65
    2-ethoxyethanol 611.91
    isopentanol 535.59
    n-heptane 72.43
    ethyl formate 736.08
    1,2-dichloroethane 999.17
    n-hexanol 442.76
    2-methoxyethanol 1031.39
    isobutyl acetate 407.28
    tetrachloromethane 816.73
    n-pentyl acetate 437.72
    transcutol 1529.51
    n-heptanol 309.93
    ethylbenzene 393.43
    MIBK 575.34
    2-propoxyethanol 850.58
    tert-butanol 610.95
    MTBE 650.86
    2-butoxyethanol 621.74
    propionic acid 589.68
    o-xylene 466.84
    formic acid 741.4
    diethyl ether 702.15
    m-xylene 584.94
    p-xylene 607.55
    chlorobenzene 821.5
    dimethyl carbonate 498.7
    n-octane 37.24
    formamide 1031.24
    cyclopentanone 1081.91
    2-pentanone 685.62
    anisole 741.83
    cyclopentyl methyl ether 670.29
    gamma-butyrolactone 1326.71
    1-methoxy-2-propanol 721.1
    pyridine 1044.37
    3-pentanone 501.5
    furfural 1335.15
    n-dodecane 27.63
    diethylene glycol 620.43
    diisopropyl ether 371.69
    tert-amyl alcohol 440.7
    acetylacetone 965.26
    n-hexadecane 31.85
    acetophenone 616.76
    methyl propionate 663.64
    isopentyl acetate 617.58
    trichloroethylene 2169.84
    n-nonanol 233.18
    cyclohexanol 423.83
    benzyl alcohol 471.51
    2-ethylhexanol 278.86
    isooctanol 270.68
    dipropyl ether 361.45
    1,2-dichlorobenzene 853.96
    ethyl lactate 250.62
    propylene carbonate 862.19
    n-methylformamide 906.88
    2-pentanol 388.22
    n-pentane 103.74
    1-propoxy-2-propanol 563.67
    1-methoxy-2-propyl acetate 722.6
    2-(2-methoxypropoxy) propanol 446.3
    mesitylene 425.84
    ε-caprolactone 810.98
    p-cymene 263.24
    epichlorohydrin 1413.88
    1,1,1-trichloroethane 1630.36
    2-aminoethanol 454.79
    morpholine-4-carbaldehyde 1068.55
    sulfolane 889.03
    2,2,4-trimethylpentane 71.07
    2-methyltetrahydrofuran 906.54
    n-hexyl acetate 549.66
    isooctane 80.58
    2-(2-butoxyethoxy)ethanol 579.56
    sec-butyl acetate 431.37
    tert-butyl acetate 809.2
    decalin 99.77
    glycerin 344.11
    diglyme 1155.05
    acrylic acid 621.3
    isopropyl myristate 214.65
    n-butyric acid 793.72
    acetyl acetate 850.83
    di(2-ethylhexyl) phthalate 220.06
    ethyl propionate 487.29
    nitromethane 1667.57
    1,2-diethoxyethane 659.35
    benzonitrile 780.54
    trioctyl phosphate 147.89
    1-bromopropane 554.53
    gamma-valerolactone 1464.3
    n-decanol 158.64
    triethyl phosphate 229.33
    4-methyl-2-pentanol 330.66
    propionitrile 779.84
    vinylene carbonate 947.84
    1,1,2-trichlorotrifluoroethane 968.0
    DMS 577.43
    cumene 316.65
    2-octanol 206.99
    2-hexanone 441.44
    octyl acetate 250.16
    limonene 265.24
    1,2-dimethoxyethane 954.67
    ethyl orthosilicate 237.39
    tributyl phosphate 179.3
    diacetone alcohol 586.99
    N,N-dimethylaniline 509.82
    acrylonitrile 1010.96
    aniline 675.08
    1,3-propanediol 606.54
    bromobenzene 844.63
    dibromomethane 1195.4
    1,1,2,2-tetrachloroethane 1471.71
    2-methyl-cyclohexyl acetate 370.45
    tetrabutyl urea 180.58
    diisobutyl methanol 237.79
    2-phenylethanol 571.42
    styrene 463.54
    dioctyl adipate 267.57
    dimethyl sulfate 555.71
    ethyl butyrate 464.86
    methyl lactate 345.73
    butyl lactate 314.67
    diethyl carbonate 351.65
    propanediol butyl ether 400.55
    triethyl orthoformate 348.48
    p-tert-butyltoluene 286.71
    methyl 4-tert-butylbenzoate 531.56
    morpholine 1132.66
    tert-butylamine 478.14
    n-dodecanol 113.45
    dimethoxymethane 948.61
    ethylene carbonate 775.2
    cyrene 367.16
    2-ethoxyethyl acetate 640.32
    2-ethylhexyl acetate 445.32
    1,2,4-trichlorobenzene 892.76
    4-methylpyridine 1062.7
    dibutyl ether 278.19
    2,6-dimethyl-4-heptanol 237.79
    DEF 605.27
    dimethyl isosorbide 722.01
    tetrachloroethylene 1319.06
    eugenol 482.66
    triacetin 508.14
    span 80 337.0
    1,4-butanediol 216.24
    1,1-dichloroethane 1314.81
    2-methyl-1-pentanol 314.87
    methyl formate 840.57
    2-methyl-1-butanol 434.8
    n-decane 51.69
    butyronitrile 690.35
    3,7-dimethyl-1-octanol 277.32
    1-chlorooctane 184.82
    1-chlorotetradecane 70.38
    n-nonane 49.14
    undecane 36.1
    tert-butylcyclohexane 108.67
    cyclooctane 67.17
    cyclopentanol 481.64
    tetrahydropyran 856.4
    tert-amyl methyl ether 412.24
    2,5,8-trioxanonane 653.57
    1-hexene 236.66
    2-isopropoxyethanol 457.64
    2,2,2-trifluoroethanol 684.12
    methyl butyrate 547.44

    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 pavieanum rhizome Amomum pavieanum Pierre & Gagnep, fam. Zingiberaceae 0.01%
Annual wormwood (India) 1 84775-74-6 Artemisia annua L., fam. Asteraceae (Compositae) 1.7%
Asafoetida (Pakistan) 1a 9000-04-8 Ferula assafoetida L., fam. Apiaceae (Umbelliferae) 1.95%
Basil (Fiji) 2 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.05%
Basil (Finland) 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.3%
Basil (Fiji) 1 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 1.3%
Basil (Madagascar) 1 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.15%
Basil (Nigeria) 2 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.16%
Basil (Pakistan) 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.05%
Basil (Vietnam) 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.3%
Basil 2 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.14%
Boldo leaf Boldea fragrans Juss. (Peumus boldus Mol.) 0.8%
Carrot leaf (India) 8015-88-1 Daucus carota L. var. sativa, fam. Apiaceae (Umbelliferae) 0.61%
Cassia, bark (Australia) 8007-80-5 Cinnamomum cassia Blume, fam. Lauraceae 0.01%
Cassia, leaf (Australia) 8007-80-5 Cinnamomum cassia Blume, fam. Lauraceae 0.48%
Cedarleaf 3 8000-27-9 Thuja occidentalis L., fam. Taxodiaceae 12.8%
Cedarleaf 2 8000-27-9 Thuja occidentalis L., fam. Taxodiaceae 10.6%
Cistus leaf 8016-26-0 Cistus ladaniferus L. var. maculatus Dun, fam. Cistaceae 1.0%
Cymbopogon jwarancusa (Himalaya) Cymbopogon jwarancusa (Jones) Schult., fam. Poaceae (Gramineae) 0.07%
Eucalyptus globulus (Hungary) fruit 8016-26-0 Eucalyptus globulus Labill., fam. Myrtaceae 0.54%
Fennel, bitter 1 8006-84-6 Foeniculum vulgare Miller, var. vulgare DC, fam. Apiaceae (Umbelliferae) 24.3%
Fennel, sweet 1 8006-84-6 Foeniculum vulgare Miller, var. dulce DC, fam. Apiaceae (Umbelliferae) 12.9%
Cistus (Spain) 1 8016-26-0 Cistus ladaniferus L. var. maculatus Dun, fam. Cistaceae 1.85%
Lavender (Spain) (var. pyrenaica) Lavandula angustifolia Mill. ssp. pyrenaica, fam. Lamiaceae (Labiatae) 0.1%
Lavandula dentata (Chemotype A) Lavandula dentata L. (Chemotype A), fam. Lamiaceae (Labiatae) 0.4%
Lavandula dentata (Chemotype B) Lavandula dentata L. (Chemotype B), fam. Lamiaceae (Labiatae) 0.2%
Lavandula luisieri (Chemotype A) Lavandula luisieri L., Chemotype A, fam. Lamiaceae (Labiatae) 1.6%
Lavandula luisieri (Chemotype B) Lavandula luisieri L., Chemotype B, fam. Lamiaceae (Labiatae) 0.7%
Lavandula multifida Lavandula multifida L., fam. Lamiaceae (Labiatae) 2.7%
Lavandula stoechas (ssp. sampaioana A) Lavandula stoechas L. (ssp. sampaioana, Chemotype A), fam. Lamiaceae 20.2%
Lavandula stoechas (ssp. pedunculata A) Lavandula stoechas L. (ssp. pedunculata, Chemotype A), fam. Lamiaceae 20.1%
Lavandula stoechas (ssp. pedunculata B) Lavandula stoechas L. (ssp. pedunculata, Chemotype B), fam. Lamiaceae 7.3%
Lavandula stoechas (ssp. sampaioana B) Lavandula stoechas L. (ssp. sampaioana, Chemotype B), fam. Lamiaceae 15.3%
Lavandula stoechas (ssp. stoechas) Lavandula stoechas L. (ssp. stoechas), fam. Lamiaceae (Labiatae) 42.1%
Mentha requienii 1 Mentha requienii Bentham, fam. Lamiaceae (Labiatae) 0.05%
Mentha requienii 2 Mentha requienii Bentham, fam. Lamiaceae (Labiatae) 0.1%
Olibanum, Indian (India) 8016-36-2 Boswellia serrata Roxb. ex Colebr., fam. Burseraceae 0.01%
Pennyroyal 4 8013-99-8 Mentha pulegium L., fam. Lamiaceae (Labiatae) 0.05%
Picea engelmanni needle Picea engelmanni (Parry) Engelm., fam. Pinaceae 0.13%
Picea engelmanni twigs with needles Picea engelmanni (Parry) Engelm., fam. Pinaceae 0.11%
Rosemary (Spain) 3 8000-25-7 Rosmarinus officinalis L., fam. Lamiaceae (Labiatae) 0.05%
Sideritis granatensis Sideritis granatensis (Pau) Rivas-Goday, fam. Lamiaceae (Labiatae) 9.0%
Eucalyptus brassiana Eucalyptus brassiana S.T. Blake, fam. Myrtaceae 0.2%
Juniperus flaccida var. flaccida Juniperus flaccida Schlecht, var. flaccida, fam. Cupressaceae 0.05%
Juniperus flaccida var. poblana Juniperus flaccida var. poblana Martinez, fam. Cupressaceae 0.05%
Eucalyptus pellita Eucalyptus pellita Benth., fam. Myrtaceae 1.77%
Cascarilla 2 8007-06-5 Croton eluteria Bennett, fam. Euphorbiaceae 0.01%
Alpinia katsumadai stem (Vietnam) Alpinia katsumadai Hayata L., fam. Zingiberaceae 25.1%
Alpinia katsumadai leaf (Vietnam) Alpinia katsumadai Hayata L., fam. Zingiberaceae 23.0%
Alpinia katsumadai seed (Vietnam) Alpinia katsumadai Hayata L., fam. Zingiberaceae 0.4%