Methyl 3,3-dimethylbicyclo(2.2.1)heptane-2-carboxylate

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  • Identifiers

    CAS number
    52557-97-8

    Molecular formula
    C11H18O2

    SMILES
    CC1(C2CCC(C2)C1C(=O)OC)C

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 88.48%
    Herbal 67.54%
    Woody 66.83%
    Floral 49.72%
    Pine 44.07%
    Sweet 41.51%
    Spicy 41.35%
    Rose 40.59%
    Balsamic 40.49%
    Mint 40.33%

     

    Flavor
    Bitter 45.95%
    Herbal 37.09%
    Fruity 36.01%
    Fruit 35.18%
    Pine 33.54%
    Woody 32.44%
    Camphor 28.95%
    Sweet 28.35%
    Balsam 27.97%
    Minty 25.25%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.0

    pKa est.
    7.34 (neutral)

    Molecular weight
    182.26 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point est.
    222°C

    Flash point

    • 89.6 ˚C est.

  • Synonyms

    • 52557-97-8
    • Methyl 3,3-dimethylbicyclo[2.2.1]heptane-2-carboxylate
    • 3,3-Dimethylnorbornane-2-carboxylic acid methyl ester
    • DTXSID6052162
    • Methyl 3,3-dimethylbicyclo(2.2.1)heptane-2-carboxylate
    • fir carboxylate
    • SCHEMBL195829
    • DTXCID6030732
    • NS00057654
    • Methyl 3,3-dimethylbicyclo[2.2.1]heptane-2-carboxylate #
    • 258-005-0

  • Applications

    Methyl 3,3-dimethylbicyclo(2.2.1)heptane-2-carboxylate (CAS 52557-97-8) is primarily used as a synthetic intermediate in organic synthesis, offering a rigid norbornane framework that supports chiral construction. Because of its stereochemical rigidity, it is commonly evaluated as a building block for asymmetric synthesis and the development of organometallic catalysts and ligands. The ester functionality provides a handle for additional transformations and can serve as a protecting or directing group in multi-step sequences. In polymer and materials research, it is used as a precursor for functionalized norbornane derivatives that enable specialty polymers and coatings. In medicinal chemistry and agrochemical programs, it is viewed as a valuable starting point for more advanced drug-like or crop-protection molecules, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1323.98
    methanol 1516.76
    isopropanol 1912.13
    water 43.4
    ethyl acetate 1049.64
    n-propanol 1285.88
    acetone 1555.41
    n-butanol 1092.14
    acetonitrile 1807.93
    DMF 1785.78
    toluene 769.08
    isobutanol 1096.58
    1,4-dioxane 2505.6
    methyl acetate 1291.81
    THF 2693.24
    2-butanone 1265.63
    n-pentanol 582.89
    sec-butanol 1194.06
    n-hexane 65.38
    ethylene glycol 525.05
    NMP 988.5
    cyclohexane 202.81
    DMSO 895.99
    n-butyl acetate 564.67
    n-octanol 416.63
    chloroform 4418.31
    n-propyl acetate 554.2
    acetic acid 1046.67
    dichloromethane 3092.15
    cyclohexanone 1459.79
    propylene glycol 729.4
    isopropyl acetate 730.45
    DMAc 927.5
    2-ethoxyethanol 771.76
    isopentanol 800.72
    n-heptane 59.72
    ethyl formate 1027.72
    1,2-dichloroethane 1508.04
    n-hexanol 692.86
    2-methoxyethanol 1635.21
    isobutyl acetate 390.17
    tetrachloromethane 740.22
    n-pentyl acetate 439.5
    transcutol 1078.83
    n-heptanol 400.85
    ethylbenzene 384.8
    MIBK 602.13
    2-propoxyethanol 1054.41
    tert-butanol 1503.82
    MTBE 958.69
    2-butoxyethanol 644.99
    propionic acid 951.91
    o-xylene 489.04
    formic acid 530.19
    diethyl ether 916.81
    m-xylene 567.42
    p-xylene 605.24
    chlorobenzene 1067.35
    dimethyl carbonate 496.2
    n-octane 41.91
    formamide 817.93
    cyclopentanone 1773.7
    2-pentanone 911.97
    anisole 704.06
    cyclopentyl methyl ether 909.76
    gamma-butyrolactone 2057.9
    1-methoxy-2-propanol 1431.4
    pyridine 1650.4
    3-pentanone 647.02
    furfural 1559.34
    n-dodecane 44.48
    diethylene glycol 930.59
    diisopropyl ether 296.85
    tert-amyl alcohol 893.78
    acetylacetone 1030.22
    n-hexadecane 51.43
    acetophenone 558.06
    methyl propionate 843.83
    isopentyl acetate 537.53
    trichloroethylene 2849.59
    n-nonanol 341.84
    cyclohexanol 998.07
    benzyl alcohol 637.73
    2-ethylhexanol 340.6
    isooctanol 329.14
    dipropyl ether 301.47
    1,2-dichlorobenzene 877.74
    ethyl lactate 371.94
    propylene carbonate 1222.64
    n-methylformamide 1315.96
    2-pentanol 758.83
    n-pentane 111.63
    1-propoxy-2-propanol 717.42
    1-methoxy-2-propyl acetate 625.98
    2-(2-methoxypropoxy) propanol 436.45
    mesitylene 383.78
    ε-caprolactone 1197.57
    p-cymene 253.75
    epichlorohydrin 2169.48
    1,1,1-trichloroethane 1828.21
    2-aminoethanol 870.57
    morpholine-4-carbaldehyde 1286.9
    sulfolane 1407.76
    2,2,4-trimethylpentane 65.67
    2-methyltetrahydrofuran 1490.44
    n-hexyl acetate 637.07
    isooctane 68.5
    2-(2-butoxyethoxy)ethanol 620.11
    sec-butyl acetate 392.1
    tert-butyl acetate 634.2
    decalin 91.38
    glycerin 784.95
    diglyme 1069.03
    acrylic acid 822.52
    isopropyl myristate 252.57
    n-butyric acid 1199.57
    acetyl acetate 695.2
    di(2-ethylhexyl) phthalate 246.83
    ethyl propionate 510.99
    nitromethane 1816.53
    1,2-diethoxyethane 500.9
    benzonitrile 960.28
    trioctyl phosphate 193.11
    1-bromopropane 967.01
    gamma-valerolactone 2002.08
    n-decanol 260.31
    triethyl phosphate 204.04
    4-methyl-2-pentanol 441.66
    propionitrile 1396.91
    vinylene carbonate 1235.71
    1,1,2-trichlorotrifluoroethane 1227.45
    DMS 508.0
    cumene 275.89
    2-octanol 322.41
    2-hexanone 519.97
    octyl acetate 321.93
    limonene 294.33
    1,2-dimethoxyethane 1157.61
    ethyl orthosilicate 193.12
    tributyl phosphate 206.45
    diacetone alcohol 709.54
    N,N-dimethylaniline 399.99
    acrylonitrile 1733.93
    aniline 945.92
    1,3-propanediol 1139.49
    bromobenzene 1116.83
    dibromomethane 1922.85
    1,1,2,2-tetrachloroethane 2187.36
    2-methyl-cyclohexyl acetate 343.79
    tetrabutyl urea 244.44
    diisobutyl methanol 229.29
    2-phenylethanol 669.71
    styrene 436.54
    dioctyl adipate 290.62
    dimethyl sulfate 590.57
    ethyl butyrate 398.52
    methyl lactate 565.68
    butyl lactate 362.96
    diethyl carbonate 308.76
    propanediol butyl ether 583.56
    triethyl orthoformate 284.31
    p-tert-butyltoluene 253.26
    methyl 4-tert-butylbenzoate 536.23
    morpholine 2306.4
    tert-butylamine 876.36
    n-dodecanol 200.35
    dimethoxymethane 1204.74
    ethylene carbonate 1075.77
    cyrene 433.97
    2-ethoxyethyl acetate 510.32
    2-ethylhexyl acetate 379.71
    1,2,4-trichlorobenzene 987.37
    4-methylpyridine 1445.11
    dibutyl ether 292.44
    2,6-dimethyl-4-heptanol 229.29
    DEF 738.37
    dimethyl isosorbide 736.81
    tetrachloroethylene 1476.44
    eugenol 518.58
    triacetin 482.0
    span 80 443.84
    1,4-butanediol 482.91
    1,1-dichloroethane 2140.76
    2-methyl-1-pentanol 456.65
    methyl formate 1156.24
    2-methyl-1-butanol 738.26
    n-decane 68.8
    butyronitrile 1252.98
    3,7-dimethyl-1-octanol 349.52
    1-chlorooctane 272.4
    1-chlorotetradecane 111.14
    n-nonane 66.18
    undecane 54.62
    tert-butylcyclohexane 85.8
    cyclooctane 73.56
    cyclopentanol 1196.17
    tetrahydropyran 1731.35
    tert-amyl methyl ether 495.23
    2,5,8-trioxanonane 670.02
    1-hexene 245.02
    2-isopropoxyethanol 566.5
    2,2,2-trifluoroethanol 630.82
    methyl butyrate 665.27

    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