Crenulatin coumarin

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  • Identifiers

    CAS number
    4444-74-0

    Molecular formula
    C11H8O4

    SMILES
    COC1=C(C=C2C=CC(=O)OC2=C1)C=O

    Safety labels

  • Odor profile

    Fragrance
    Sweet 78.96%
    Vanilla 49.33%
    Coumarinic 49.02%
    Caramellic 45.65%
    Almond 41.91%
    Spicy 41.48%
    Nutty 40.11%
    Hay 37.13%
    Coconut 36.9%
    Powdery 35.93%

     

    Flavor
    Bitter 62.6%
    Sweet 51.93%
    Balsam 31.83%
    Vanilla 31.61%
    Tonka 29.88%
    Almond 28.51%
    Powdery 25.11%
    Creamy 24.82%
    Balsamic 24.81%
    Woody 24.75%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.3

    pKa est.
    6.02 (neutral)

    Molecular weight
    204.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    395°C

    Flash point

    • 165.3 ˚C est.

  • Synonyms

    • Crenulatin coumarin
    • 7-Methoxy-2-oxo-2H-1-benzopyran-6-carboxaldehyde
    • angelical coumarin
    • coumarin crenulatin
    • RefChem:919180
    • 6-Formyl-7-methoxycoumarin
    • Angelical
    • 4444-74-0
    • 7-methoxy-2-oxo-2H-chromene-6-carbaldehyde
    • 7-methoxy-2-oxochromene-6-carbaldehyde
    • 2H-1-Benzopyran-6-carboxaldehyde, 7-methoxy-2-oxo-
    • C11H8O4
    • 7-Methoxy-2-oxo-2H-1-benzopyran-6-carbaldehyde
    • DTXSID60963228
    • 4444-74-0

  • Applications

    Crenulatin coumarin, CAS 4444-74-0, is a coumarin derivative considered for real-world applications as a fragrance ingredient in perfumery and cosmetics, contributing a vanilla-like or sweet odor; it may be used as an odorant in fragrance formulations and can be evaluated for flavor/aroma use in related formulations; it can serve as an industrial intermediate in the synthesis of fragrance materials and other specialty chemicals; it can function as a colorant precursor or dye component for coatings and inks; it is also examined as a pharmaceutical intermediate in the synthesis of coumarin-based compounds; in addition, it is sometimes explored for polymer and coating applications as a photochemical or crosslinking additive. Subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.66
    methanol 2.52
    isopropanol 1.09
    water 0.01
    ethyl acetate 9.59
    n-propanol 1.13
    acetone 20.08
    n-butanol 1.05
    acetonitrile 13.63
    DMF 42.51
    toluene 4.58
    isobutanol 1.07
    1,4-dioxane 25.31
    methyl acetate 16.34
    THF 52.42
    2-butanone 12.41
    n-pentanol 1.16
    sec-butanol 1.01
    n-hexane 0.05
    ethylene glycol 1.83
    NMP 51.47
    cyclohexane 0.09
    DMSO 74.25
    n-butyl acetate 8.22
    n-octanol 1.03
    chloroform 6.03
    n-propyl acetate 9.06
    acetic acid 8.5
    dichloromethane 16.41
    cyclohexanone 16.84
    propylene glycol 0.72
    isopropyl acetate 6.6
    DMAc 57.63
    2-ethoxyethanol 9.3
    isopentanol 1.85
    n-heptane 0.13
    ethyl formate 6.9
    1,2-dichloroethane 16.63
    n-hexanol 1.55
    2-methoxyethanol 15.2
    isobutyl acetate 5.15
    tetrachloromethane 0.57
    n-pentyl acetate 4.09
    transcutol 57.46
    n-heptanol 1.23
    ethylbenzene 2.91
    MIBK 6.13
    2-propoxyethanol 11.29
    tert-butanol 3.07
    MTBE 2.9
    2-butoxyethanol 6.59
    propionic acid 3.55
    o-xylene 4.09
    formic acid 7.28
    diethyl ether 3.08
    m-xylene 3.42
    p-xylene 4.64
    chlorobenzene 7.11
    dimethyl carbonate 13.46
    n-octane 0.06
    formamide 21.74
    cyclopentanone 32.05
    2-pentanone 7.19
    anisole 13.62
    cyclopentyl methyl ether 9.9
    gamma-butyrolactone 45.09
    1-methoxy-2-propanol 7.9
    pyridine 24.81
    3-pentanone 7.6
    furfural 51.12
    n-dodecane 0.1
    diethylene glycol 14.48
    diisopropyl ether 1.18
    tert-amyl alcohol 2.22
    acetylacetone 23.69
    n-hexadecane 0.12
    acetophenone 15.85
    methyl propionate 10.54
    isopentyl acetate 8.8
    trichloroethylene 31.4
    n-nonanol 1.26
    cyclohexanol 1.92
    benzyl alcohol 8.23
    2-ethylhexanol 2.11
    isooctanol 1.41
    dipropyl ether 3.69
    1,2-dichlorobenzene 8.07
    ethyl lactate 5.35
    propylene carbonate 16.74
    n-methylformamide 15.19
    2-pentanol 0.72
    n-pentane 0.03
    1-propoxy-2-propanol 7.1
    1-methoxy-2-propyl acetate 15.52
    2-(2-methoxypropoxy) propanol 15.14
    mesitylene 1.93
    ε-caprolactone 15.42
    p-cymene 3.01
    epichlorohydrin 57.95
    1,1,1-trichloroethane 6.5
    2-aminoethanol 1.86
    morpholine-4-carbaldehyde 53.15
    sulfolane 58.38
    2,2,4-trimethylpentane 0.09
    2-methyltetrahydrofuran 17.68
    n-hexyl acetate 4.91
    isooctane 0.07
    2-(2-butoxyethoxy)ethanol 14.46
    sec-butyl acetate 5.75
    tert-butyl acetate 9.38
    decalin 0.26
    glycerin 3.75
    diglyme 45.27
    acrylic acid 5.98
    isopropyl myristate 2.99
    n-butyric acid 3.65
    acetyl acetate 9.7
    di(2-ethylhexyl) phthalate 5.16
    ethyl propionate 9.46
    nitromethane 48.34
    1,2-diethoxyethane 12.91
    benzonitrile 12.15
    trioctyl phosphate 2.58
    1-bromopropane 2.95
    gamma-valerolactone 47.57
    n-decanol 1.07
    triethyl phosphate 8.24
    4-methyl-2-pentanol 0.99
    propionitrile 6.71
    vinylene carbonate 17.18
    1,1,2-trichlorotrifluoroethane 24.79
    DMS 13.61
    cumene 2.39
    2-octanol 0.78
    2-hexanone 8.08
    octyl acetate 3.6
    limonene 3.28
    1,2-dimethoxyethane 34.21
    ethyl orthosilicate 6.82
    tributyl phosphate 3.86
    diacetone alcohol 11.84
    N,N-dimethylaniline 9.98
    acrylonitrile 13.86
    aniline 7.49
    1,3-propanediol 3.33
    bromobenzene 6.22
    dibromomethane 6.02
    1,1,2,2-tetrachloroethane 16.25
    2-methyl-cyclohexyl acetate 9.64
    tetrabutyl urea 6.5
    diisobutyl methanol 1.88
    2-phenylethanol 8.23
    styrene 3.51
    dioctyl adipate 6.48
    dimethyl sulfate 30.01
    ethyl butyrate 9.3
    methyl lactate 6.84
    butyl lactate 4.24
    diethyl carbonate 8.84
    propanediol butyl ether 4.5
    triethyl orthoformate 8.16
    p-tert-butyltoluene 2.63
    methyl 4-tert-butylbenzoate 12.15
    morpholine 20.22
    tert-butylamine 1.19
    n-dodecanol 0.9
    dimethoxymethane 26.11
    ethylene carbonate 12.22
    cyrene 18.0
    2-ethoxyethyl acetate 11.28
    2-ethylhexyl acetate 7.15
    1,2,4-trichlorobenzene 11.65
    4-methylpyridine 19.68
    dibutyl ether 2.66
    2,6-dimethyl-4-heptanol 1.88
    DEF 13.24
    dimethyl isosorbide 34.74
    tetrachloroethylene 9.77
    eugenol 12.55
    triacetin 11.71
    span 80 6.81
    1,4-butanediol 1.47
    1,1-dichloroethane 5.91
    2-methyl-1-pentanol 1.92
    methyl formate 19.09
    2-methyl-1-butanol 1.34
    n-decane 0.14
    butyronitrile 4.39
    3,7-dimethyl-1-octanol 1.83
    1-chlorooctane 0.85
    1-chlorotetradecane 0.5
    n-nonane 0.1
    undecane 0.11
    tert-butylcyclohexane 0.23
    cyclooctane 0.05
    cyclopentanol 2.87
    tetrahydropyran 8.27
    tert-amyl methyl ether 3.01
    2,5,8-trioxanonane 32.5
    1-hexene 0.47
    2-isopropoxyethanol 6.64
    2,2,2-trifluoroethanol 6.83
    methyl butyrate 11.29

    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