Methyl bicyclo[2.2.1]hept-5-ene-2-carboxylate

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  • Identifiers

    CAS number
    6203-08-3

    Molecular formula
    C9H12O2

    SMILES
    COC(=O)C1CC2CC1C=C2

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 89.47%
    Green 82.28%
    Floral 59.55%
    Sweet 47.24%
    Woody 46.62%
    Herbal 44.48%
    Fresh 38.67%
    Jasmin 37.32%
    Oily 31.85%
    Balsamic 30.62%

     

    Flavor
    Bitter 45.99%
    Fruity 37.22%
    Floral 23.12%
    Fruit 22.26%
    Cedarleaf 20.62%
    Plant 20.24%
    Shrimp 20.21%
    Lovage 20.17%
    Tarragon 20.11%
    Alkaline 20.1%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.5

    pKa est.
    7.19 (neutral)

    Molecular weight
    152.19 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    196°C

    Flash point

    • 86.23 ˚C est.

  • Synonyms

    • Methyl bicyclo[2.2.1]hept-5-ene-2-carboxylate
    • 6203-08-3
    • Methyl 5-norbornene-2-carboxylate
    • 5-Norbornene-2-carboxylic Acid Methyl Ester
    • Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, methyl ester
    • DTXSID80290508
    • methyl bicyclo(2.2.1)hept-5-ene-2-carboxylate
    • 5-norbornene-2-carboxylic methylester
    • Methyl bicyclo[2.2.1]hept-5-ene-2-carboxylate #
    • 5-methoxycarbonylnorbornene
    • CHEMBL8047
    • NCIOpen2_000329
    • SCHEMBL75461
    • cis-Bicyclo[2.2.1]hept-2-ene-5-carboxylic acid, methyl ester
    • 2-methoxycarbonyl-5-norbornene
    • Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, methyl ester, endo-
    • Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, methyl ester, exo-
    • METHYLBICYCLO[2.2.1]HEPT-5-ENE-2-CARBOXYLATE
    • Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester
    • DTXCID60241654
    • HMS1745P22
    • NSC69065
    • NSC-69065
    • AKOS001171580
    • AKOS016842509
    • AC-4861
    • AS-19021
    • 5-norbornene-2-carboxylic acid methylester
    • DB-003105
    • 5-Norbornene-2-carboxylic acid,methyl ester
    • N0691
    • exo-2-carbomethoxybicyclo[2.2.1]hept-5-ene
    • N10405
    • EN300-6979953
    • Biciclo[2.2.1]hept-5-ene-2-carboxylic acid, methyl ester
    • Methyl 5-Norbornene-2-carboxylate(endo- and exo- mixture)
    • 678-304-3

  • Applications

    Methyl bicyclo[2.2.1]hept-5-ene-2-carboxylate (CAS 6203-08-3) is primarily used as an organic-synthesis building block and as a reactive ROMP (ring-opening metathesis polymerization) monomer to prepare polynorbornene-type polymers. It serves as a precursor for functionalized norbornene derivatives via ester hydrolysis or selective transformations, enabling tailored side chains for coatings, adhesives, and specialty plastics. The ester functionality provides a handle for further modification, supporting the development of high-performance materials with controlled thermal and mechanical properties. Additionally, it may be employed as an intermediate in broader organic synthesis, including routes toward pharmaceuticals and agrochemicals, when norbornene-based scaffolds are pursued.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 384.22
    methanol 455.5
    isopropanol 351.74
    water 18.84
    ethyl acetate 221.06
    n-propanol 319.8
    acetone 343.02
    n-butanol 277.53
    acetonitrile 378.48
    DMF 549.23
    toluene 190.4
    isobutanol 262.73
    1,4-dioxane 451.27
    methyl acetate 294.57
    THF 459.4
    2-butanone 302.19
    n-pentanol 221.15
    sec-butanol 299.0
    n-hexane 21.56
    ethylene glycol 187.53
    NMP 384.68
    cyclohexane 35.73
    DMSO 330.21
    n-butyl acetate 165.17
    n-octanol 184.07
    chloroform 1348.96
    n-propyl acetate 182.03
    acetic acid 376.78
    dichloromethane 981.8
    cyclohexanone 367.75
    propylene glycol 222.39
    isopropyl acetate 158.33
    DMAc 388.97
    2-ethoxyethanol 318.33
    isopentanol 241.8
    n-heptane 22.16
    ethyl formate 245.74
    1,2-dichloroethane 418.67
    n-hexanol 200.53
    2-methoxyethanol 439.45
    isobutyl acetate 130.74
    tetrachloromethane 177.77
    n-pentyl acetate 149.43
    transcutol 627.39
    n-heptanol 154.81
    ethylbenzene 136.48
    MIBK 180.07
    2-propoxyethanol 321.35
    tert-butanol 310.0
    MTBE 200.33
    2-butoxyethanol 262.72
    propionic acid 296.0
    o-xylene 159.87
    formic acid 200.54
    diethyl ether 170.38
    m-xylene 166.03
    p-xylene 190.3
    chlorobenzene 279.46
    dimethyl carbonate 141.8
    n-octane 17.81
    formamide 286.93
    cyclopentanone 419.35
    2-pentanone 225.22
    anisole 248.78
    cyclopentyl methyl ether 205.22
    gamma-butyrolactone 457.92
    1-methoxy-2-propanol 329.66
    pyridine 422.91
    3-pentanone 172.43
    furfural 494.67
    n-dodecane 20.96
    diethylene glycol 331.02
    diisopropyl ether 74.49
    tert-amyl alcohol 254.26
    acetylacetone 264.1
    n-hexadecane 23.17
    acetophenone 240.97
    methyl propionate 206.94
    isopentyl acetate 165.84
    trichloroethylene 873.74
    n-nonanol 154.1
    cyclohexanol 226.6
    benzyl alcohol 238.81
    2-ethylhexanol 128.8
    isooctanol 135.87
    dipropyl ether 101.1
    1,2-dichlorobenzene 285.48
    ethyl lactate 149.48
    propylene carbonate 327.39
    n-methylformamide 349.03
    2-pentanol 196.59
    n-pentane 28.98
    1-propoxy-2-propanol 223.62
    1-methoxy-2-propyl acetate 188.11
    2-(2-methoxypropoxy) propanol 240.75
    mesitylene 117.15
    ε-caprolactone 316.8
    p-cymene 94.94
    epichlorohydrin 501.07
    1,1,1-trichloroethane 443.33
    2-aminoethanol 295.4
    morpholine-4-carbaldehyde 439.18
    sulfolane 472.34
    2,2,4-trimethylpentane 26.84
    2-methyltetrahydrofuran 304.21
    n-hexyl acetate 237.3
    isooctane 25.92
    2-(2-butoxyethoxy)ethanol 299.5
    sec-butyl acetate 133.46
    tert-butyl acetate 175.69
    decalin 34.57
    glycerin 277.41
    diglyme 463.38
    acrylic acid 310.41
    isopropyl myristate 104.47
    n-butyric acid 308.67
    acetyl acetate 170.86
    di(2-ethylhexyl) phthalate 119.76
    ethyl propionate 164.59
    nitromethane 486.92
    1,2-diethoxyethane 183.14
    benzonitrile 313.2
    trioctyl phosphate 88.71
    1-bromopropane 254.53
    gamma-valerolactone 474.24
    n-decanol 118.76
    triethyl phosphate 91.26
    4-methyl-2-pentanol 138.08
    propionitrile 298.56
    vinylene carbonate 353.66
    1,1,2-trichlorotrifluoroethane 448.24
    DMS 187.54
    cumene 115.14
    2-octanol 122.69
    2-hexanone 189.59
    octyl acetate 130.29
    limonene 108.21
    1,2-dimethoxyethane 386.05
    ethyl orthosilicate 86.3
    tributyl phosphate 93.18
    diacetone alcohol 225.97
    N,N-dimethylaniline 179.78
    acrylonitrile 397.51
    aniline 245.3
    1,3-propanediol 309.39
    bromobenzene 290.62
    dibromomethane 645.16
    1,1,2,2-tetrachloroethane 707.88
    2-methyl-cyclohexyl acetate 142.53
    tetrabutyl urea 118.0
    diisobutyl methanol 92.4
    2-phenylethanol 209.98
    styrene 154.67
    dioctyl adipate 141.1
    dimethyl sulfate 205.75
    ethyl butyrate 147.43
    methyl lactate 180.17
    butyl lactate 148.55
    diethyl carbonate 124.73
    propanediol butyl ether 269.32
    triethyl orthoformate 115.06
    p-tert-butyltoluene 89.56
    methyl 4-tert-butylbenzoate 240.1
    morpholine 418.86
    tert-butylamine 209.84
    n-dodecanol 95.89
    dimethoxymethane 290.29
    ethylene carbonate 270.95
    cyrene 228.59
    2-ethoxyethyl acetate 186.67
    2-ethylhexyl acetate 125.15
    1,2,4-trichlorobenzene 318.87
    4-methylpyridine 359.72
    dibutyl ether 118.53
    2,6-dimethyl-4-heptanol 92.4
    DEF 236.11
    dimethyl isosorbide 305.81
    tetrachloroethylene 454.51
    eugenol 249.43
    triacetin 227.47
    span 80 209.03
    1,4-butanediol 182.73
    1,1-dichloroethane 539.2
    2-methyl-1-pentanol 199.09
    methyl formate 281.69
    2-methyl-1-butanol 228.05
    n-decane 30.93
    butyronitrile 288.42
    3,7-dimethyl-1-octanol 158.98
    1-chlorooctane 110.66
    1-chlorotetradecane 51.54
    n-nonane 29.28
    undecane 24.85
    tert-butylcyclohexane 35.48
    cyclooctane 17.49
    cyclopentanol 268.04
    tetrahydropyran 288.31
    tert-amyl methyl ether 143.35
    2,5,8-trioxanonane 338.17
    1-hexene 82.7
    2-isopropoxyethanol 242.42
    2,2,2-trifluoroethanol 214.86
    methyl butyrate 212.36

    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