1,7,7-Trimethylbicyclo(2.2.1)hept-2-yl acetoacetate

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  • Identifiers

    CAS number
    92372-05-9

    Molecular formula
    C14H22O3

    SMILES
    CC(=O)CC(=O)OC1CC2CCC1(C2(C)C)C

    Safety labels

  • Odor profile

    Fragrance
    Fruity 80.9%
    Woody 77.09%
    Herbal 62.55%
    Pine 47.0%
    Balsamic 45.55%
    Camphoreous 43.26%
    Mint 41.3%
    Berry 39.86%
    Cedar 38.44%
    Dry 37.0%

     

    Flavor
    Woody 65.89%
    Sweet 51.14%
    Herbal 42.24%
    Camphor 42.12%
    Pine 34.2%
    Fruity 32.51%
    Fruit 29.54%
    Tropical 27.59%
    Citrus 27.15%
    Dry 25.82%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.1

    pKa est.
    6.92 (neutral)

    Molecular weight
    238.32 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    296°C

    Flash point

    • 112.33 ˚C est.

  • Synonyms

    • 92372-05-9
    • 1,7,7-Trimethylbicyclo(2.2.1)hept-2-yl acetoacetate
    • 1,7,7-TRIMETHYLBICYCLO[2.2.1]HEPT-2-YL ACETOACETATE
    • bornyl aceto acetate
    • EINECS 296-231-1
    • (-)-bornyl acetoacetate
    • SCHEMBL8751689
    • DTXSID60933269
    • 1,7,7-TRIMETHYLBICYCLO[2.2.1]HEPTAN-2-YL 3-OXOBUTANOATE
    • NS00064644
    • 147974-78-5
    • 92372-05-9

  • Applications

    For 1,7,7-Trimethylbicyclo(2.2.1)hept-2-yl acetoacetate (CAS 92372-05-9), this bicyclic acetoacetate ester is primarily used as a versatile synthetic intermediate and chiral building block in organic synthesis, enabling construction of complex bicyclic frameworks for pharmaceutical and agrochemical candidates; it is commonly employed as an enolate donor in Michael-type reactions and related condensations to introduce functionalized motifs; in pharmaceutical development, it supports enantioselective routes and scaffold elaboration; in agrochemistry and fine chemicals, it provides routes to diverse derivatives; and it is also evaluated in research contexts for accessing functionalized norbornane motifs that can serve as platforms for materials or polymer-related studies.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1066.6
    methanol 1213.44
    isopropanol 1378.22
    water 21.65
    ethyl acetate 1873.15
    n-propanol 969.24
    acetone 2573.62
    n-butanol 812.58
    acetonitrile 1703.85
    DMF 3742.28
    toluene 893.62
    isobutanol 872.0
    1,4-dioxane 3408.27
    methyl acetate 1932.72
    THF 3979.54
    2-butanone 1658.11
    n-pentanol 462.77
    sec-butanol 925.41
    n-hexane 48.89
    ethylene glycol 462.92
    NMP 1805.73
    cyclohexane 137.97
    DMSO 2003.9
    n-butyl acetate 704.72
    n-octanol 228.89
    chloroform 5136.25
    n-propyl acetate 821.67
    acetic acid 1204.94
    dichloromethane 3419.08
    cyclohexanone 1633.53
    propylene glycol 786.07
    isopropyl acetate 1324.86
    DMAc 2352.16
    2-ethoxyethanol 1025.83
    isopentanol 796.72
    n-heptane 25.23
    ethyl formate 1008.5
    1,2-dichloroethane 2127.28
    n-hexanol 522.34
    2-methoxyethanol 2110.57
    isobutyl acetate 591.89
    tetrachloromethane 670.42
    n-pentyl acetate 396.08
    transcutol 2547.95
    n-heptanol 224.58
    ethylbenzene 488.18
    MIBK 897.12
    2-propoxyethanol 1354.89
    tert-butanol 1865.06
    MTBE 1455.1
    2-butoxyethanol 609.51
    propionic acid 1005.94
    o-xylene 534.46
    formic acid 738.61
    diethyl ether 1076.43
    m-xylene 668.63
    p-xylene 811.57
    chlorobenzene 1267.37
    dimethyl carbonate 1111.11
    n-octane 13.99
    formamide 1748.71
    cyclopentanone 2338.17
    2-pentanone 1251.85
    anisole 1333.13
    cyclopentyl methyl ether 1330.63
    gamma-butyrolactone 2836.39
    1-methoxy-2-propanol 2033.45
    pyridine 1888.09
    3-pentanone 944.85
    furfural 2433.79
    n-dodecane 14.99
    diethylene glycol 1194.72
    diisopropyl ether 396.15
    tert-amyl alcohol 1142.85
    acetylacetone 2115.32
    n-hexadecane 18.51
    acetophenone 1024.92
    methyl propionate 1484.58
    isopentyl acetate 724.7
    trichloroethylene 4433.72
    n-nonanol 215.8
    cyclohexanol 834.99
    benzyl alcohol 854.03
    2-ethylhexanol 258.36
    isooctanol 195.23
    dipropyl ether 332.15
    1,2-dichlorobenzene 1156.76
    ethyl lactate 486.0
    propylene carbonate 1756.75
    n-methylformamide 1842.77
    2-pentanol 630.8
    n-pentane 54.68
    1-propoxy-2-propanol 852.44
    1-methoxy-2-propyl acetate 1219.06
    2-(2-methoxypropoxy) propanol 686.8
    mesitylene 383.19
    ε-caprolactone 1560.35
    p-cymene 179.57
    epichlorohydrin 3408.48
    1,1,1-trichloroethane 2705.64
    2-aminoethanol 854.14
    morpholine-4-carbaldehyde 2555.65
    sulfolane 2320.91
    2,2,4-trimethylpentane 41.29
    2-methyltetrahydrofuran 2231.58
    n-hexyl acetate 596.28
    isooctane 40.12
    2-(2-butoxyethoxy)ethanol 874.75
    sec-butyl acetate 673.88
    tert-butyl acetate 1257.87
    decalin 81.76
    glycerin 988.24
    diglyme 1783.99
    acrylic acid 970.06
    isopropyl myristate 239.92
    n-butyric acid 1179.55
    acetyl acetate 1485.0
    di(2-ethylhexyl) phthalate 243.76
    ethyl propionate 843.79
    nitromethane 3281.77
    1,2-diethoxyethane 820.07
    benzonitrile 1047.5
    trioctyl phosphate 162.85
    1-bromopropane 882.77
    gamma-valerolactone 3104.78
    n-decanol 161.38
    triethyl phosphate 289.2
    4-methyl-2-pentanol 460.73
    propionitrile 1149.37
    vinylene carbonate 1615.06
    1,1,2-trichlorotrifluoroethane 2269.89
    DMS 925.96
    cumene 301.34
    2-octanol 176.16
    2-hexanone 719.37
    octyl acetate 296.62
    limonene 213.16
    1,2-dimethoxyethane 1988.81
    ethyl orthosilicate 267.39
    tributyl phosphate 221.53
    diacetone alcohol 1349.49
    N,N-dimethylaniline 703.45
    acrylonitrile 1513.43
    aniline 1256.24
    1,3-propanediol 1139.27
    bromobenzene 1284.31
    dibromomethane 2026.96
    1,1,2,2-tetrachloroethane 3832.28
    2-methyl-cyclohexyl acetate 471.63
    tetrabutyl urea 259.73
    diisobutyl methanol 191.06
    2-phenylethanol 806.78
    styrene 586.54
    dioctyl adipate 337.28
    dimethyl sulfate 1557.75
    ethyl butyrate 510.1
    methyl lactate 946.17
    butyl lactate 406.37
    diethyl carbonate 433.18
    propanediol butyl ether 594.1
    triethyl orthoformate 371.31
    p-tert-butyltoluene 186.14
    methyl 4-tert-butylbenzoate 620.33
    morpholine 3258.62
    tert-butylamine 990.76
    n-dodecanol 123.22
    dimethoxymethane 2247.15
    ethylene carbonate 1450.55
    cyrene 719.94
    2-ethoxyethyl acetate 720.06
    2-ethylhexyl acetate 505.76
    1,2,4-trichlorobenzene 1438.74
    4-methylpyridine 2091.53
    dibutyl ether 273.32
    2,6-dimethyl-4-heptanol 191.06
    DEF 1166.64
    dimethyl isosorbide 1281.92
    tetrachloroethylene 2003.95
    eugenol 622.0
    triacetin 713.33
    span 80 531.48
    1,4-butanediol 403.23
    1,1-dichloroethane 2624.82
    2-methyl-1-pentanol 445.09
    methyl formate 1575.98
    2-methyl-1-butanol 654.14
    n-decane 24.24
    butyronitrile 962.57
    3,7-dimethyl-1-octanol 276.19
    1-chlorooctane 144.52
    1-chlorotetradecane 62.69
    n-nonane 20.33
    undecane 18.62
    tert-butylcyclohexane 65.86
    cyclooctane 41.52
    cyclopentanol 1128.85
    tetrahydropyran 2070.16
    tert-amyl methyl ether 779.93
    2,5,8-trioxanonane 1152.02
    1-hexene 219.29
    2-isopropoxyethanol 753.87
    2,2,2-trifluoroethanol 1007.73
    methyl butyrate 1010.21

    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