5-Cycloundecene-1-carboxylic acid, 1,5-dimethyl-9-methylene-2-((2-oxo-2H-1-benzopyran-7-yl)oxy)-

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  • Identifiers

    CAS number
    21800-49-7

    Molecular formula
    C24H28O5

    SMILES
    C/C/1=C/CCC(=C)CCC(C(CC1)OC2=CC3=C(C=C2)C=CC(=O)O3)(C)C(=O)O

    Safety labels

  • Odor profile

    Fragrance
    Sweet 37.03%
    Coumarinic 35.42%
    Herbal 35.09%
    Animal 33.34%
    Coconut 32.37%
    Spicy 31.57%
    Hay 30.38%
    Floral 29.89%
    Balsamic 28.08%
    Mint 27.97%

     

    Flavor
    Sweet 41.84%
    Minty 33.93%
    Bitter 33.53%
    Herbal 32.72%
    Balsam 30.27%
    Floral 28.31%
    Spicy 26.74%
    Spice 26.34%
    Tonka 25.78%
    Woody 25.65%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.6

    pKa est.
    6.05 (neutral)

    Molecular weight
    396.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    535°C

    Flash point

    • 212.96 ˚C est.

  • Synonyms

    • 5-Cycloundecene-1-carboxylic acid, 1,5-dimethyl-9-methylene-2-((2-oxo-2H-1-benzopyran-7-yl)oxy)-
    • RefChem:1072829
    • (5Z)-1,5-dimethyl-9-methylidene-2-(2-oxochromen-7-yl)oxycycloundec-5-ene-1-carboxylic acid
    • 21800-49-7
    • Caratavinkovic acid
    • (+-)-Karatavic acid
    • BRN 4579293
    • (1alpha,2beta,6beta)-1,3-Dimethyl-6-(1-methylethyenyl)-2-(((2-oxo-2H-1-benzopyran-7-yl)oxy)methyl)-3-cyclohexene-1-propanoic acid
    • 1,3-Dimethyl-6-(1-methylethenyl)-2-(((2-oxo-2H-1-benzopyran-7-yl)oxy)methyl)-3-cyclohexene-1-propanoic acid (1alpha,2beta,6beta)-
    • 3-Cyclohexene-1-propanoic acid, 1,3-dimethyl-6-(1-methylethenyl)-2-(((2-oxo-2H-1-benzopyran-7-yl)oxy)methyl)-, (1alpha,2beta,6beta)-
    • 5-18-01-00407 (Beilstein Handbook Reference)
    • 21800-49-7

  • Applications

    5-Cycloundecene-1-carboxylic acid, 1,5-dimethyl-9-methylene-2-((2-oxo-2H-1-benzopyran-7-yl)oxy)- (CAS 21800-49-7) is a multifunctional intermediate featuring a coumarin chromophore linked by an ether to a cycloundecene carboxylate, commonly explored in polymer and materials chemistry. Real-world applications include: (1) as a monomer or crosslinking agent for UV-curable coatings and adhesives, leveraging the coumarin unit for photochemical reactivity and the pendant cycloundecene alkene for polymerization; (2) as a precursor in polymer synthesis (ROMP or radical polymerization); (3) as a fragrance intermediate or additive in perfumery due to the coumarin moiety; (4) as a fluorophore precursor for optoelectronic materials or fluorescence tagging in research; (5) as a synthetic building block for functionalized polymers and advanced materials, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 36.14
    methanol 59.33
    isopropanol 21.47
    water 0.01
    ethyl acetate 15.35
    n-propanol 37.92
    acetone 33.8
    n-butanol 26.54
    acetonitrile 7.03
    DMF 86.95
    toluene 17.37
    isobutanol 22.44
    1,4-dioxane 78.68
    methyl acetate 20.61
    THF 220.5
    2-butanone 48.59
    n-pentanol 23.88
    sec-butanol 26.32
    n-hexane 0.12
    ethylene glycol 2.95
    NMP 52.23
    cyclohexane 0.21
    DMSO 105.42
    n-butyl acetate 10.08
    n-octanol 6.05
    chloroform 60.26
    n-propyl acetate 11.83
    acetic acid 35.8
    dichloromethane 73.68
    cyclohexanone 57.45
    propylene glycol 13.16
    isopropyl acetate 12.29
    DMAc 145.3
    2-ethoxyethanol 73.14
    isopentanol 23.82
    n-heptane 0.12
    ethyl formate 10.46
    1,2-dichloroethane 34.99
    n-hexanol 11.35
    2-methoxyethanol 118.72
    isobutyl acetate 9.16
    tetrachloromethane 1.61
    n-pentyl acetate 14.2
    transcutol 286.74
    n-heptanol 9.01
    ethylbenzene 5.27
    MIBK 17.42
    2-propoxyethanol 70.39
    tert-butanol 18.76
    MTBE 12.79
    2-butoxyethanol 39.31
    propionic acid 20.09
    o-xylene 7.13
    formic acid 14.24
    diethyl ether 10.33
    m-xylene 7.93
    p-xylene 6.84
    chlorobenzene 13.81
    dimethyl carbonate 12.67
    n-octane 0.08
    formamide 26.55
    cyclopentanone 71.81
    2-pentanone 24.76
    anisole 24.11
    cyclopentyl methyl ether 26.34
    gamma-butyrolactone 54.81
    1-methoxy-2-propanol 90.67
    pyridine 81.06
    3-pentanone 16.46
    furfural 53.49
    n-dodecane 0.09
    diethylene glycol 38.16
    diisopropyl ether 1.82
    tert-amyl alcohol 21.05
    acetylacetone 33.51
    n-hexadecane 0.11
    acetophenone 23.31
    methyl propionate 20.08
    isopentyl acetate 14.25
    trichloroethylene 89.7
    n-nonanol 6.9
    cyclohexanol 17.7
    benzyl alcohol 32.47
    2-ethylhexanol 5.95
    isooctanol 7.85
    dipropyl ether 5.28
    1,2-dichlorobenzene 11.09
    ethyl lactate 10.4
    propylene carbonate 19.28
    n-methylformamide 30.84
    2-pentanol 11.93
    n-pentane 0.11
    1-propoxy-2-propanol 38.72
    1-methoxy-2-propyl acetate 29.96
    2-(2-methoxypropoxy) propanol 43.11
    mesitylene 3.3
    ε-caprolactone 45.68
    p-cymene 2.59
    epichlorohydrin 145.28
    1,1,1-trichloroethane 10.68
    2-aminoethanol 16.62
    morpholine-4-carbaldehyde 93.1
    sulfolane 70.66
    2,2,4-trimethylpentane 0.19
    2-methyltetrahydrofuran 54.06
    n-hexyl acetate 16.42
    isooctane 0.13
    2-(2-butoxyethoxy)ethanol 67.43
    sec-butyl acetate 9.04
    tert-butyl acetate 16.81
    decalin 0.27
    glycerin 20.82
    diglyme 121.8
    acrylic acid 18.66
    isopropyl myristate 5.28
    n-butyric acid 29.97
    acetyl acetate 9.77
    di(2-ethylhexyl) phthalate 10.72
    ethyl propionate 9.45
    nitromethane 51.16
    1,2-diethoxyethane 38.96
    benzonitrile 15.06
    trioctyl phosphate 5.15
    1-bromopropane 9.79
    gamma-valerolactone 146.12
    n-decanol 4.4
    triethyl phosphate 6.33
    4-methyl-2-pentanol 8.01
    propionitrile 10.03
    vinylene carbonate 20.34
    1,1,2-trichlorotrifluoroethane 68.23
    DMS 15.63
    cumene 3.34
    2-octanol 4.71
    2-hexanone 20.41
    octyl acetate 7.54
    limonene 3.08
    1,2-dimethoxyethane 96.11
    ethyl orthosilicate 6.84
    tributyl phosphate 6.05
    diacetone alcohol 40.4
    N,N-dimethylaniline 15.58
    acrylonitrile 15.37
    aniline 29.95
    1,3-propanediol 37.21
    bromobenzene 12.35
    dibromomethane 23.68
    1,1,2,2-tetrachloroethane 66.27
    2-methyl-cyclohexyl acetate 12.52
    tetrabutyl urea 10.61
    diisobutyl methanol 3.67
    2-phenylethanol 23.39
    styrene 6.88
    dioctyl adipate 11.65
    dimethyl sulfate 18.82
    ethyl butyrate 8.11
    methyl lactate 19.03
    butyl lactate 18.18
    diethyl carbonate 5.24
    propanediol butyl ether 37.55
    triethyl orthoformate 9.43
    p-tert-butyltoluene 2.54
    methyl 4-tert-butylbenzoate 25.41
    morpholine 123.93
    tert-butylamine 5.22
    n-dodecanol 2.72
    dimethoxymethane 81.18
    ethylene carbonate 14.9
    cyrene 44.08
    2-ethoxyethyl acetate 33.77
    2-ethylhexyl acetate 9.57
    1,2,4-trichlorobenzene 18.48
    4-methylpyridine 53.72
    dibutyl ether 6.24
    2,6-dimethyl-4-heptanol 3.67
    DEF 28.3
    dimethyl isosorbide 71.38
    tetrachloroethylene 30.91
    eugenol 31.13
    triacetin 25.1
    span 80 31.38
    1,4-butanediol 12.68
    1,1-dichloroethane 18.47
    2-methyl-1-pentanol 22.7
    methyl formate 20.88
    2-methyl-1-butanol 24.64
    n-decane 0.17
    butyronitrile 10.3
    3,7-dimethyl-1-octanol 7.11
    1-chlorooctane 1.85
    1-chlorotetradecane 0.64
    n-nonane 0.12
    undecane 0.12
    tert-butylcyclohexane 0.25
    cyclooctane 0.08
    cyclopentanol 20.32
    tetrahydropyran 47.26
    tert-amyl methyl ether 10.96
    2,5,8-trioxanonane 79.15
    1-hexene 1.47
    2-isopropoxyethanol 42.71
    2,2,2-trifluoroethanol 6.19
    methyl butyrate 15.35

    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