Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid

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  • Identifiers

    CAS number
    120-74-1

    Molecular formula
    C8H10O2

    SMILES
    C1C2CC(C1C=C2)C(=O)O

    Safety labels

    Corrosive
    Corrosive

  • Odor profile

    Fragrance
    Green 81.81%
    Fruity 81.49%
    Herbal 32.24%
    Tropical 27.81%
    Woody 26.23%
    Balsamic 26.02%
    Spicy 23.52%
    Fresh 22.81%
    Leafy 22.21%
    Melon 19.18%

     

    Flavor
    Bitter 34.68%
    Odorless 33.61%
    Urine 20.55%
    Alkaline 20.23%
    Nitrile 20.21%
    Shrimp 20.08%
    Faint 19.79%
    Fenugreek 19.78%
    Basil 19.7%
    Cedarleaf 19.47%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.2

    pKa est.
    7.81 (neutral)

    Molecular weight
    138.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    244°C

    Flash point

    • 117.99 ˚C est.

  • Synonyms

    • 120-74-1
    • 5-Norbornene-2-carboxylic acid
    • Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid
    • Norbornenecarboxylic acid
    • 5-Norbornene-2-carboxylic acid, exo-
    • Bicyclo[2.2.1]-5-heptene-2-carboxylic acid
    • Bicyclo(2.2.1)hept-2-ene-5-carboxylic acid
    • Bicyclo[2.2.1]hept-2-ene-5-carboxylic acid
    • exo-5-Norbornene-2-carboxylic acid
    • 934-30-5
    • Bicyclo(2.2.1)hept-5-ene-2-carboxylic acid
    • Bicyclo(2.2.1)hept-5-ene-2-carboxylic acid, exo-
    • Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, exo-
    • 58001-99-3
    • exo-Bicyclo(2.2.1)hept-5-ene-2-carboxylic acid
    • MFCD00085356
    • 67999-53-5
    • exo-Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid
    • NSC 155661
    • 5-Norbornene-2-carboxylic acid (8CI)
    • BRN 3196451
    • 5-norbornen-2-carboxylic acid
    • norborn-5-ene-2-carboxylic acid
    • NSC-155661
    • EINECS 204-422-8
    • NSC 152348
    • AI3-51329
    • 5-norbornene-carboxylic acid
    • SCHEMBL75505
    • 4-09-00-00224 (Beilstein Handbook Reference)
    • 5-norbomene-2-carboxylic acid
    • 2-norbornene-5-carboxylic acid
    • 5-norbornene 2-carboxylic acid
    • CHEMBL276474
    • WLN: L55 A CUTJ FVQ
    • 2-norborn-5-ene carboxylic acid
    • DTXSID80883313
    • 5-norbornene-endo-2-carboxylic acid
    • NSC152348
    • NSC155661
    • 5-Norbornene-2-carboxylic acid 97%
    • AKOS000120886
    • AKOS016311792
    • AKOS025243184
    • AC-4854
    • CS-W016495
    • FN30801
    • NSC-152348
    • SB45385
    • SB45624
    • BP-24389
    • LS-13427
    • DB-008475
    • 5-bicyclo[2,2,1]heptene-2-carboxylic acid
    • Bicyclo[2.2.1]hept-5-ene-2-carboxylicacid
    • N0667
    • NS00041331
    • bicyclo[2,2,1]hept-5-ene-2-carboxylic acid
    • bicyclo[2.2.1]hept-2-ene-6-carboxylic acid
    • bicyclo[2.2.1]hept-5-ene-3-carboxylic acid
    • EN300-21280
    • F14856
    • F3095-4888
    • Z104495016
    • 5-Norbornene-2-carboxylic acid pound mixture of endo and exo pound(c)

  • Applications

    Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (CAS 120-74-1) is commonly used as a synthetic intermediate to prepare norbornene-based monomers for ROMP, enabling high-performance polymers with rigid bicyclic backbones. It also serves as a functional building block for deriving esters, amides, and anhydrides that are employed in coatings, adhesives, and other crosslinkable polymer systems. In pharmaceutical and agrochemical research, it is used as a starting point to construct more complex bicyclic frameworks. Additionally, the carboxyl group enables conversion to a range of functionalized derivatives for specialty chemicals and advanced materials, including crosslinked polymer formulations for coatings and electronics.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 260.23
    methanol 447.87
    isopropanol 207.26
    water 27.33
    ethyl acetate 95.2
    n-propanol 177.64
    acetone 190.27
    n-butanol 121.01
    acetonitrile 91.83
    DMF 289.93
    toluene 22.13
    isobutanol 129.02
    1,4-dioxane 323.46
    methyl acetate 121.32
    THF 432.59
    2-butanone 119.65
    n-pentanol 119.06
    sec-butanol 134.86
    n-hexane 7.97
    ethylene glycol 177.21
    NMP 246.94
    cyclohexane 4.45
    DMSO 365.55
    n-butyl acetate 74.1
    n-octanol 94.98
    chloroform 152.36
    n-propyl acetate 84.08
    acetic acid 228.13
    dichloromethane 100.77
    cyclohexanone 132.61
    propylene glycol 189.8
    isopropyl acetate 77.63
    DMAc 189.75
    2-ethoxyethanol 267.96
    isopentanol 115.72
    n-heptane 6.96
    ethyl formate 72.66
    1,2-dichloroethane 78.22
    n-hexanol 153.06
    2-methoxyethanol 358.28
    isobutyl acetate 67.09
    tetrachloromethane 24.02
    n-pentyl acetate 64.47
    transcutol 529.15
    n-heptanol 105.15
    ethylbenzene 23.13
    MIBK 106.26
    2-propoxyethanol 326.69
    tert-butanol 200.73
    MTBE 93.8
    2-butoxyethanol 207.42
    propionic acid 161.06
    o-xylene 24.42
    formic acid 192.96
    diethyl ether 84.8
    m-xylene 34.94
    p-xylene 31.84
    chlorobenzene 43.29
    dimethyl carbonate 68.6
    n-octane 5.17
    formamide 193.87
    cyclopentanone 239.82
    2-pentanone 114.68
    anisole 79.68
    cyclopentyl methyl ether 127.55
    gamma-butyrolactone 285.33
    1-methoxy-2-propanol 314.23
    pyridine 92.39
    3-pentanone 69.29
    furfural 203.45
    n-dodecane 5.13
    diethylene glycol 328.09
    diisopropyl ether 36.91
    tert-amyl alcohol 131.04
    acetylacetone 140.43
    n-hexadecane 5.52
    acetophenone 79.37
    methyl propionate 94.37
    isopentyl acetate 74.66
    trichloroethylene 149.86
    n-nonanol 81.73
    cyclohexanol 78.37
    benzyl alcohol 81.24
    2-ethylhexanol 69.06
    isooctanol 84.34
    dipropyl ether 53.43
    1,2-dichlorobenzene 47.25
    ethyl lactate 84.43
    propylene carbonate 134.4
    n-methylformamide 193.02
    2-pentanol 100.05
    n-pentane 5.86
    1-propoxy-2-propanol 194.37
    1-methoxy-2-propyl acetate 116.98
    2-(2-methoxypropoxy) propanol 149.5
    mesitylene 26.91
    ε-caprolactone 125.98
    p-cymene 22.59
    epichlorohydrin 258.49
    1,1,1-trichloroethane 67.29
    2-aminoethanol 252.65
    morpholine-4-carbaldehyde 276.48
    sulfolane 314.87
    2,2,4-trimethylpentane 6.41
    2-methyltetrahydrofuran 188.04
    n-hexyl acetate 102.45
    isooctane 8.65
    2-(2-butoxyethoxy)ethanol 230.95
    sec-butyl acetate 61.18
    tert-butyl acetate 94.08
    decalin 6.69
    glycerin 250.24
    diglyme 332.59
    acrylic acid 159.96
    isopropyl myristate 44.99
    n-butyric acid 128.67
    acetyl acetate 63.29
    di(2-ethylhexyl) phthalate 53.2
    ethyl propionate 69.06
    nitromethane 260.01
    1,2-diethoxyethane 103.82
    benzonitrile 67.26
    trioctyl phosphate 45.64
    1-bromopropane 38.58
    gamma-valerolactone 278.62
    n-decanol 61.55
    triethyl phosphate 34.67
    4-methyl-2-pentanol 87.43
    propionitrile 70.22
    vinylene carbonate 119.35
    1,1,2-trichlorotrifluoroethane 201.34
    DMS 77.88
    cumene 25.99
    2-octanol 68.92
    2-hexanone 96.78
    octyl acetate 61.88
    limonene 27.47
    1,2-dimethoxyethane 257.0
    ethyl orthosilicate 33.69
    tributyl phosphate 43.45
    diacetone alcohol 163.69
    N,N-dimethylaniline 62.13
    acrylonitrile 99.69
    aniline 57.27
    1,3-propanediol 218.27
    bromobenzene 32.26
    dibromomethane 64.37
    1,1,2,2-tetrachloroethane 131.91
    2-methyl-cyclohexyl acetate 58.55
    tetrabutyl urea 58.19
    diisobutyl methanol 46.05
    2-phenylethanol 106.64
    styrene 22.55
    dioctyl adipate 58.36
    dimethyl sulfate 114.71
    ethyl butyrate 55.04
    methyl lactate 120.86
    butyl lactate 79.89
    diethyl carbonate 37.83
    propanediol butyl ether 202.48
    triethyl orthoformate 43.54
    p-tert-butyltoluene 23.18
    methyl 4-tert-butylbenzoate 99.45
    morpholine 300.81
    tert-butylamine 98.35
    n-dodecanol 45.59
    dimethoxymethane 232.86
    ethylene carbonate 94.49
    cyrene 136.91
    2-ethoxyethyl acetate 91.45
    2-ethylhexyl acetate 51.72
    1,2,4-trichlorobenzene 60.97
    4-methylpyridine 77.19
    dibutyl ether 46.22
    2,6-dimethyl-4-heptanol 46.05
    DEF 103.81
    dimethyl isosorbide 184.38
    tetrachloroethylene 85.94
    eugenol 130.44
    triacetin 94.86
    span 80 130.85
    1,4-butanediol 143.58
    1,1-dichloroethane 79.6
    2-methyl-1-pentanol 98.89
    methyl formate 152.41
    2-methyl-1-butanol 94.96
    n-decane 7.83
    butyronitrile 63.69
    3,7-dimethyl-1-octanol 75.96
    1-chlorooctane 34.11
    1-chlorotetradecane 14.54
    n-nonane 7.23
    undecane 6.13
    tert-butylcyclohexane 8.83
    cyclooctane 3.04
    cyclopentanol 140.73
    tetrahydropyran 139.3
    tert-amyl methyl ether 64.19
    2,5,8-trioxanonane 219.83
    1-hexene 27.84
    2-isopropoxyethanol 194.7
    2,2,2-trifluoroethanol 120.63
    methyl butyrate 85.85

    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