2-Oxiranecarboxylic acid, 3-bicyclo[2.2.1]hept-5-en-2-yl-3-methyl-, methyl ester

Overview IFRA Request a quote

  • Identifiers

    CAS number
    72175-33-8

    Molecular formula
    C12H16O3

    SMILES
    CC1(C(O1)C(=O)OC)C2CC3CC2C=C3

  • Odor profile

    Fragrance
    Fruity 92.18%
    Green 74.72%
    Floral 66.57%
    Jasmin 45.18%
    Woody 41.03%
    Sweet 40.01%
    Fresh 37.83%
    Rose 35.58%
    Berry 32.74%
    Herbal 32.28%

     

    Flavor
    Bitter 61.9%
    Fruity 37.45%
    Fruit 21.55%
    Cedarleaf 21.54%
    Fatty 19.92%
    Sweet-like 19.83%
    Old wood 19.67%
    Ripe apricot 19.61%
    Heather 19.46%
    Plant 19.42%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.7

    pKa est.
    6.42 (neutral)

    Molecular weight
    208.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    278°C

    Flash point

    • 100.35 ˚C est.

  • Synonyms

    • 72175-33-8
    • Methyl 3-bicyclo(2.2.1)hept-5-en-2-yl-3-methyloxirane-2-carboxylate
    • EINECS 276-437-8
    • DTXSID50868096
    • Methyl 3-methyl-3-(bicyclo(2.2.1)hept-5-en-2-yl)-2-oxiranecarboxylate
    • 2-Oxiranecarboxylic acid, 3-bicyclo(2.2.1)hept-5-en-2-yl-3-methyl-, methyl ester
    • Oxiranecarboxylic acid, 3-bicyclo(2.2.1)hept-5-en-2-yl-3-methyl-, methyl ester
    • Oxiranecarboxylic acid, 3-bicyclo[2.2.1]hept-5-en-2-yl-3-methyl-, methyl ester
    • methyl 3-(2-bicyclo[2.2.1]hept-5-enyl)-3-methyloxirane-2-carboxylate
    • METHYL 3-BICYCLO[2.2.1]HEPT-5-EN-2-YL-3-METHYLOXIRANE-2-CARBOXYLATE
    • 2-Oxiranecarboxylic acid, 3-bicyclo[2.2.1]hept-5-en-2-yl-3-methyl-, methyl ester
    • SCHEMBL11149575
    • DTXCID70816236
    • PDYPVRXNANFCNW-UHFFFAOYSA-N
    • NS00012855
    • 276-437-8

  • Applications

    2-Oxiranecarboxylic acid, 3-bicyclo[2.2.1]hept-5-en-2-yl-3-methyl-, methyl ester (CAS 72175-33-8) is typically employed as an epoxy-functional monomer for advanced polymer systems, enabling ROMP- or epoxy-chemistry routes to norbornene-containing polymers and resins; it can serve as a crosslinking or curing component in coatings and adhesives, as well as a reactive epoxy-functional moiety in epoxy resin formulations; the combination of an epoxy group and a norbornene framework supports applications in high-performance composites and specialty coatings, and it may be used in electronics-related materials such as photoresists or dielectric polymers under appropriate formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 343.75
    methanol 384.31
    isopropanol 292.24
    water 1.54
    ethyl acetate 284.18
    n-propanol 251.91
    acetone 329.38
    n-butanol 233.18
    acetonitrile 228.5
    DMF 280.96
    toluene 130.85
    isobutanol 188.37
    1,4-dioxane 493.82
    methyl acetate 263.07
    THF 567.69
    2-butanone 231.36
    n-pentanol 113.7
    sec-butanol 188.93
    n-hexane 4.71
    ethylene glycol 145.68
    NMP 156.63
    cyclohexane 16.02
    DMSO 202.98
    n-butyl acetate 114.28
    n-octanol 52.07
    chloroform 667.04
    n-propyl acetate 125.67
    acetic acid 305.91
    dichloromethane 493.75
    cyclohexanone 250.37
    propylene glycol 150.19
    isopropyl acetate 196.23
    DMAc 197.19
    2-ethoxyethanol 274.73
    isopentanol 198.1
    n-heptane 4.73
    ethyl formate 170.23
    1,2-dichloroethane 304.71
    n-hexanol 116.16
    2-methoxyethanol 586.53
    isobutyl acetate 96.4
    tetrachloromethane 65.07
    n-pentyl acetate 72.26
    transcutol 597.36
    n-heptanol 59.74
    ethylbenzene 53.58
    MIBK 166.24
    2-propoxyethanol 298.07
    tert-butanol 246.01
    MTBE 184.79
    2-butoxyethanol 149.24
    propionic acid 172.95
    o-xylene 72.35
    formic acid 194.11
    diethyl ether 220.62
    m-xylene 95.45
    p-xylene 68.01
    chlorobenzene 160.84
    dimethyl carbonate 140.59
    n-octane 3.03
    formamide 287.41
    cyclopentanone 288.51
    2-pentanone 218.54
    anisole 139.5
    cyclopentyl methyl ether 199.08
    gamma-butyrolactone 314.53
    1-methoxy-2-propanol 402.29
    pyridine 274.94
    3-pentanone 143.92
    furfural 289.04
    n-dodecane 3.87
    diethylene glycol 353.14
    diisopropyl ether 63.04
    tert-amyl alcohol 161.73
    acetylacetone 263.88
    n-hexadecane 4.48
    acetophenone 117.47
    methyl propionate 204.3
    isopentyl acetate 118.66
    trichloroethylene 558.06
    n-nonanol 49.33
    cyclohexanol 167.61
    benzyl alcohol 127.48
    2-ethylhexanol 57.82
    isooctanol 53.59
    dipropyl ether 53.26
    1,2-dichlorobenzene 140.24
    ethyl lactate 92.63
    propylene carbonate 185.39
    n-methylformamide 217.74
    2-pentanol 150.59
    n-pentane 8.65
    1-propoxy-2-propanol 163.17
    1-methoxy-2-propyl acetate 183.05
    2-(2-methoxypropoxy) propanol 133.86
    mesitylene 52.3
    ε-caprolactone 217.39
    p-cymene 34.22
    epichlorohydrin 461.26
    1,1,1-trichloroethane 232.98
    2-aminoethanol 208.35
    morpholine-4-carbaldehyde 280.95
    sulfolane 226.52
    2,2,4-trimethylpentane 8.66
    2-methyltetrahydrofuran 297.99
    n-hexyl acetate 99.68
    isooctane 8.4
    2-(2-butoxyethoxy)ethanol 193.95
    sec-butyl acetate 103.83
    tert-butyl acetate 175.23
    decalin 9.71
    glycerin 234.61
    diglyme 314.68
    acrylic acid 170.73
    isopropyl myristate 42.15
    n-butyric acid 246.11
    acetyl acetate 193.52
    di(2-ethylhexyl) phthalate 51.5
    ethyl propionate 118.83
    nitromethane 398.76
    1,2-diethoxyethane 142.37
    benzonitrile 145.83
    trioctyl phosphate 36.53
    1-bromopropane 143.35
    gamma-valerolactone 373.11
    n-decanol 37.54
    triethyl phosphate 49.72
    4-methyl-2-pentanol 103.36
    propionitrile 183.36
    vinylene carbonate 204.6
    1,1,2-trichlorotrifluoroethane 315.11
    DMS 136.23
    cumene 39.23
    2-octanol 40.19
    2-hexanone 111.12
    octyl acetate 51.27
    limonene 40.44
    1,2-dimethoxyethane 325.5
    ethyl orthosilicate 48.45
    tributyl phosphate 42.35
    diacetone alcohol 213.99
    N,N-dimethylaniline 75.93
    acrylonitrile 220.27
    aniline 172.83
    1,3-propanediol 336.6
    bromobenzene 150.8
    dibromomethane 296.36
    1,1,2,2-tetrachloroethane 401.17
    2-methyl-cyclohexyl acetate 75.52
    tetrabutyl urea 47.88
    diisobutyl methanol 44.48
    2-phenylethanol 124.25
    styrene 63.09
    dioctyl adipate 57.19
    dimethyl sulfate 138.77
    ethyl butyrate 82.95
    methyl lactate 154.64
    butyl lactate 76.8
    diethyl carbonate 68.3
    propanediol butyl ether 130.34
    triethyl orthoformate 66.55
    p-tert-butyltoluene 33.48
    methyl 4-tert-butylbenzoate 99.44
    morpholine 494.03
    tert-butylamine 129.03
    n-dodecanol 29.23
    dimethoxymethane 349.38
    ethylene carbonate 180.22
    cyrene 123.72
    2-ethoxyethyl acetate 144.27
    2-ethylhexyl acetate 87.62
    1,2,4-trichlorobenzene 161.52
    4-methylpyridine 231.47
    dibutyl ether 45.2
    2,6-dimethyl-4-heptanol 44.48
    DEF 159.28
    dimethyl isosorbide 177.01
    tetrachloroethylene 259.89
    eugenol 100.68
    triacetin 121.9
    span 80 97.87
    1,4-butanediol 107.46
    1,1-dichloroethane 306.54
    2-methyl-1-pentanol 107.04
    methyl formate 187.2
    2-methyl-1-butanol 163.01
    n-decane 5.49
    butyronitrile 175.58
    3,7-dimethyl-1-octanol 60.92
    1-chlorooctane 29.31
    1-chlorotetradecane 13.48
    n-nonane 4.37
    undecane 4.51
    tert-butylcyclohexane 9.06
    cyclooctane 6.12
    cyclopentanol 168.5
    tetrahydropyran 315.36
    tert-amyl methyl ether 116.58
    2,5,8-trioxanonane 204.05
    1-hexene 24.59
    2-isopropoxyethanol 179.13
    2,2,2-trifluoroethanol 148.47
    methyl butyrate 136.47

    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