Jacaranone

Overview IFRA Request a quote

  • Identifiers

    CAS number
    60263-07-2

    Molecular formula
    C9H10O4

    SMILES
    COC(=O)CC1(C=CC(=O)C=C1)O

    Safety labels

  • Odor profile

    Fragrance
    Fruity 58.11%
    Caramellic 49.95%
    Sweet 41.68%
    Burnt 36.43%
    Roasted 27.62%
    Nutty 27.12%
    Winey 24.13%
    Spicy 23.48%
    Buttery 22.03%
    Odorless 21.33%

     

    Flavor
    Bitter 35.1%
    Odorless 25.47%
    Very mild 22.37%
    Cotton candy 20.34%
    Fruity 20.19%
    Extremely sweet 19.99%
    Seedy 19.89%
    Fenugreek 19.76%
    Maple syrup 19.39%
    Toffee 19.03%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    0.2

    pKa est.
    7.25 (neutral)

    Molecular weight
    182.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    303°C

    Flash point

    • 149.66 ˚C est.

  • Synonyms

    • Jacaranone
    • 60263-07-2
    • methyl 2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate
    • 1-Hydroxy-4-oxo-2,5-cyclohexadiene-1-acetic acid methyl ester
    • RefChem:923871
    • NSC251682
    • Jacaramome
    • methyl 2-(1-hydroxy-4-oxo-cyclohexa-2,5-dien-1-yl)acetate
    • NSC-251682
    • NSC-289076
    • CHEMBL469293
    • orb1680937
    • SCHEMBL19624651
    • WJZSKNRPRWCLLK-UHFFFAOYSA-
    • DTXSID70975675
    • KCA26307
    • BDBM50480311
    • MFCD17167002
    • NSC289076
    • AKOS040762944
    • NSC 289076
    • NCI60_002013
    • CS-0067507
    • methyl (1-hydroxy-4-oxo-2,5-cyclohexandienyl)acetate
    • Methyl (1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate
    • 2,5-Cyclohexadiene-1-acetic acid, 1-hydroxy-4-oxo-, methyl ester
    • InChI=1/C9H10O4/c1-13-8(11)6-9(12)4-2-7(10)3-5-9/h2-5,12H,6H2,1H3
    • 60263-07-2

  • Applications

    Jacaranone (CAS 60263-07-2) is mainly encountered as a synthetic intermediate in organic synthesis and pharmaceutical research, serving as a building block to access more complex compounds. It has been evaluated for biological activity and may act as a lead structure in the development of agrochemical candidates such as insecticidal or deterrent agents. In addition, it has been explored in fragrance and cosmetic contexts as a specialty odorant or aroma component for niche formulations, and in research settings as a starting point for various chemical transformations. Commercial use is not universally established and is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 37.99
    methanol 89.54
    isopropanol 34.28
    water 2.33
    ethyl acetate 21.11
    n-propanol 25.84
    acetone 82.53
    n-butanol 23.63
    acetonitrile 31.44
    DMF 330.65
    toluene 5.85
    isobutanol 19.62
    1,4-dioxane 66.11
    methyl acetate 41.42
    THF 202.27
    2-butanone 41.72
    n-pentanol 16.48
    sec-butanol 20.69
    n-hexane 0.38
    ethylene glycol 28.33
    NMP 118.91
    cyclohexane 0.5
    DMSO 410.49
    n-butyl acetate 12.16
    n-octanol 12.55
    chloroform 27.89
    n-propyl acetate 15.44
    acetic acid 22.0
    dichloromethane 28.29
    cyclohexanone 45.82
    propylene glycol 34.41
    isopropyl acetate 12.05
    DMAc 317.14
    2-ethoxyethanol 65.77
    isopentanol 22.74
    n-heptane 0.46
    ethyl formate 47.32
    1,2-dichloroethane 19.87
    n-hexanol 14.86
    2-methoxyethanol 155.83
    isobutyl acetate 9.39
    tetrachloromethane 3.46
    n-pentyl acetate 8.09
    transcutol 57.08
    n-heptanol 9.7
    ethylbenzene 5.52
    MIBK 20.13
    2-propoxyethanol 61.85
    tert-butanol 52.55
    MTBE 14.23
    2-butoxyethanol 29.21
    propionic acid 20.97
    o-xylene 6.32
    formic acid 45.16
    diethyl ether 9.09
    m-xylene 5.34
    p-xylene 7.92
    chlorobenzene 7.68
    dimethyl carbonate 27.81
    n-octane 0.39
    formamide 77.6
    cyclopentanone 88.95
    2-pentanone 27.25
    anisole 30.99
    cyclopentyl methyl ether 23.5
    gamma-butyrolactone 85.99
    1-methoxy-2-propanol 96.63
    pyridine 31.55
    3-pentanone 16.96
    furfural 85.0
    n-dodecane 0.69
    diethylene glycol 77.01
    diisopropyl ether 2.47
    tert-amyl alcohol 29.52
    acetylacetone 38.38
    n-hexadecane 0.77
    acetophenone 29.73
    methyl propionate 32.29
    isopentyl acetate 12.22
    trichloroethylene 33.81
    n-nonanol 11.55
    cyclohexanol 17.64
    benzyl alcohol 28.78
    2-ethylhexanol 9.1
    isooctanol 8.1
    dipropyl ether 7.07
    1,2-dichlorobenzene 9.42
    ethyl lactate 21.39
    propylene carbonate 35.6
    n-methylformamide 117.33
    2-pentanol 10.85
    n-pentane 0.27
    1-propoxy-2-propanol 32.78
    1-methoxy-2-propyl acetate 23.91
    2-(2-methoxypropoxy) propanol 35.92
    mesitylene 3.54
    ε-caprolactone 36.74
    p-cymene 4.3
    epichlorohydrin 88.95
    1,1,1-trichloroethane 12.75
    2-aminoethanol 39.64
    morpholine-4-carbaldehyde 122.81
    sulfolane 126.94
    2,2,4-trimethylpentane 0.43
    2-methyltetrahydrofuran 41.57
    n-hexyl acetate 13.87
    isooctane 0.35
    2-(2-butoxyethoxy)ethanol 40.22
    sec-butyl acetate 8.9
    tert-butyl acetate 16.06
    decalin 0.86
    glycerin 69.54
    diglyme 70.58
    acrylic acid 20.73
    isopropyl myristate 6.98
    n-butyric acid 24.05
    acetyl acetate 11.81
    di(2-ethylhexyl) phthalate 10.4
    ethyl propionate 17.05
    nitromethane 89.22
    1,2-diethoxyethane 14.17
    benzonitrile 23.22
    trioctyl phosphate 7.48
    1-bromopropane 7.85
    gamma-valerolactone 109.71
    n-decanol 9.22
    triethyl phosphate 11.96
    4-methyl-2-pentanol 8.94
    propionitrile 27.29
    vinylene carbonate 35.33
    1,1,2-trichlorotrifluoroethane 65.71
    DMS 16.51
    cumene 5.06
    2-octanol 6.73
    2-hexanone 21.6
    octyl acetate 9.42
    limonene 5.27
    1,2-dimethoxyethane 128.53
    ethyl orthosilicate 9.81
    tributyl phosphate 8.88
    diacetone alcohol 43.84
    N,N-dimethylaniline 23.97
    acrylonitrile 42.73
    aniline 17.99
    1,3-propanediol 57.18
    bromobenzene 5.95
    dibromomethane 13.66
    1,1,2,2-tetrachloroethane 31.02
    2-methyl-cyclohexyl acetate 13.44
    tetrabutyl urea 16.64
    diisobutyl methanol 6.11
    2-phenylethanol 22.05
    styrene 6.4
    dioctyl adipate 11.72
    dimethyl sulfate 62.28
    ethyl butyrate 12.41
    methyl lactate 41.04
    butyl lactate 13.64
    diethyl carbonate 10.44
    propanediol butyl ether 31.04
    triethyl orthoformate 10.12
    p-tert-butyltoluene 4.09
    methyl 4-tert-butylbenzoate 23.17
    morpholine 85.19
    tert-butylamine 16.74
    n-dodecanol 6.98
    dimethoxymethane 123.75
    ethylene carbonate 27.23
    cyrene 44.25
    2-ethoxyethyl acetate 13.52
    2-ethylhexyl acetate 8.69
    1,2,4-trichlorobenzene 12.11
    4-methylpyridine 40.08
    dibutyl ether 7.69
    2,6-dimethyl-4-heptanol 6.11
    DEF 52.65
    dimethyl isosorbide 51.96
    tetrachloroethylene 16.52
    eugenol 28.35
    triacetin 17.56
    span 80 22.15
    1,4-butanediol 22.24
    1,1-dichloroethane 14.74
    2-methyl-1-pentanol 15.59
    methyl formate 100.23
    2-methyl-1-butanol 17.69
    n-decane 0.96
    butyronitrile 26.14
    3,7-dimethyl-1-octanol 10.79
    1-chlorooctane 4.68
    1-chlorotetradecane 2.32
    n-nonane 0.74
    undecane 0.81
    tert-butylcyclohexane 0.84
    cyclooctane 0.26
    cyclopentanol 26.97
    tetrahydropyran 30.8
    tert-amyl methyl ether 12.71
    2,5,8-trioxanonane 59.14
    1-hexene 2.25
    2-isopropoxyethanol 35.66
    2,2,2-trifluoroethanol 20.35
    methyl butyrate 28.8

    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