9-(Ethoxymethyl)-4-formyl-3,8-dihydroxy-1,6-dimethyl-11-oxo-11H-dibenzo(b,e)(1,4)dioxepin-7-carboxylic acid

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  • Identifiers

    CAS number
    489-49-6

    Molecular formula
    C20H18O9

    SMILES
    CCOCC1=C(C(=C(C2=C1OC(=O)C3=C(O2)C(=C(C=C3C)O)C=O)C)C(=O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 50.16%
    Phenolic 38.39%
    Sweet 35.32%
    Vanilla 26.71%
    Spicy 26.44%
    Balsamic 23.84%
    Powdery 23.68%
    Dry 23.46%
    Burnt 23.37%
    Woody 22.2%

     

    Flavor
    Bitter 72.62%
    Odorless 34.16%
    Bland 26.77%
    Parsley 21.13%
    Sweet-like 20.8%
    Lovage 20.41%
    Cedarleaf 20.4%
    Mild 20.35%
    Ethyl benzoate 19.83%
    Seedy 19.74%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.1

    pKa est.
    7.07 (neutral)

    Molecular weight
    402.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1065°C

    Flash point

    • 264.59 ˚C est.

  • Synonyms

    • Cetraric acid
    • 489-49-6
    • 38E6XBV79E
    • DTXSID10197632
    • 4-(ethoxymethyl)-10-formyl-3,9-dihydroxy-1,7-dimethyl-6-oxobenzo[b][1,4]benzodioxepine-2-carboxylic acid
    • 4-(ethoxymethyl)-10-formyl-3,9-dihydroxy-1,7-dimethyl-6-oxobenzo(b)(1,4)benzodioxepine-2-carboxylic acid
    • RefChem:1074913
    • DTXCID70120123
    • 207-697-2
    • 9-(Ethoxymethyl)-4-formyl-3,8-dihydroxy-1,6-dimethyl-11-oxo-11H-dibenzo(b,e)(1,4)dioxepin-7-carboxylic acid
    • Cetrarin
    • 9-Ethoxymethyl-4-formyl-3,8-dihydroxy-1,6-dimethyl-11-oxodibenzo(b,e)(1,4)dioxepin-7-carboxylic acid
    • EINECS 207-697-2
    • UNII-38E6XBV79E
    • STICTIN
    • CETRARIC ACID [MI]
    • SCHEMBL2115376
    • CHEBI:144134
    • SPLUKWYWJOQKMJ-UHFFFAOYSA-N
    • NS00022227
    • Q27256777
    • 11H-DIBENZO(B,E)(1,4)DIOXEPIN-7-CARBOXYLIC ACID, 9-(ETHOXYMETHYL)-4-FORMYL-3,8-DIHYDROXY-1,6-DIMETHYL-11-OXO-
    • 9-(Ethoxymethyl)-4-formyl-3,8-dihydroxy-1,6-dimethyl-11-oxo-11H-dibenzo[b,e][1,4]dioxepine-7-carboxylic acid
    • ISOPHTHALALDEHYDIC ACID, 2-((3-CARBOXY-.ALPHA.5-ETHOXY-4,6-DIHYDROXY-2,5-XYLYL)OXY)-4-HYDROXY-6-METHYL-, .EPSILON.-LACTONE
    • 489-49-6

  • Applications

    9-(Ethoxymethyl)-4-formyl-3,8-dihydroxy-1,6-dimethyl-11-oxo-11H-dibenzo(b,e)(1,4)dioxepin-7-carboxylic acid (CAS 489-49-6) is primarily considered an advanced intermediate in pharmaceutical synthesis and a functional building block for polycyclic lactone derivatives. In industry, it may serve as a starting material for constructing complex organic frameworks and can be used in polymer chemistry as a functional monomer or cross-linking agent after derivatization of its carboxyl and phenolic groups. It is also evaluated for use in coatings and inks as a resin modifier or precursor for fragrance components or functional cosmetic ingredients, subject to formulation limits and regulatory compliance. Other potential applications include use in electronics-related materials development and as a research chemical for method development, but such uses are exploratory and depend on safety and regulatory assessments.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 11.04
    methanol 18.37
    isopropanol 7.41
    water 0.11
    ethyl acetate 22.18
    n-propanol 11.3
    acetone 33.43
    n-butanol 8.27
    acetonitrile 13.37
    DMF 260.26
    toluene 2.02
    isobutanol 6.94
    1,4-dioxane 24.54
    methyl acetate 31.29
    THF 89.59
    2-butanone 33.29
    n-pentanol 6.0
    sec-butanol 7.23
    n-hexane 0.16
    ethylene glycol 21.73
    NMP 424.14
    cyclohexane 0.17
    DMSO 350.58
    n-butyl acetate 13.38
    n-octanol 1.6
    chloroform 21.51
    n-propyl acetate 15.57
    acetic acid 85.44
    dichloromethane 23.98
    cyclohexanone 46.26
    propylene glycol 26.68
    isopropyl acetate 12.11
    DMAc 277.74
    2-ethoxyethanol 42.16
    isopentanol 6.78
    n-heptane 0.13
    ethyl formate 18.9
    1,2-dichloroethane 21.19
    n-hexanol 3.72
    2-methoxyethanol 104.25
    isobutyl acetate 7.74
    tetrachloromethane 2.39
    n-pentyl acetate 7.76
    transcutol 57.15
    n-heptanol 2.86
    ethylbenzene 1.32
    MIBK 10.9
    2-propoxyethanol 49.91
    tert-butanol 8.77
    MTBE 4.01
    2-butoxyethanol 20.43
    propionic acid 43.34
    o-xylene 2.1
    formic acid 76.57
    diethyl ether 4.73
    m-xylene 1.75
    p-xylene 1.82
    chlorobenzene 4.54
    dimethyl carbonate 56.45
    n-octane 0.06
    formamide 103.14
    cyclopentanone 110.23
    2-pentanone 20.7
    anisole 7.21
    cyclopentyl methyl ether 17.46
    gamma-butyrolactone 206.01
    1-methoxy-2-propanol 82.6
    pyridine 27.08
    3-pentanone 19.14
    furfural 105.3
    n-dodecane 0.07
    diethylene glycol 66.05
    diisopropyl ether 1.28
    tert-amyl alcohol 8.76
    acetylacetone 41.56
    n-hexadecane 0.09
    acetophenone 18.13
    methyl propionate 49.22
    isopentyl acetate 10.85
    trichloroethylene 55.16
    n-nonanol 1.9
    cyclohexanol 8.08
    benzyl alcohol 12.87
    2-ethylhexanol 2.93
    isooctanol 2.55
    dipropyl ether 4.52
    1,2-dichlorobenzene 6.91
    ethyl lactate 25.91
    propylene carbonate 64.83
    n-methylformamide 100.36
    2-pentanol 4.68
    n-pentane 0.15
    1-propoxy-2-propanol 31.56
    1-methoxy-2-propyl acetate 37.21
    2-(2-methoxypropoxy) propanol 27.04
    mesitylene 1.01
    ε-caprolactone 58.62
    p-cymene 1.31
    epichlorohydrin 129.64
    1,1,1-trichloroethane 11.57
    2-aminoethanol 26.67
    morpholine-4-carbaldehyde 199.85
    sulfolane 365.26
    2,2,4-trimethylpentane 0.16
    2-methyltetrahydrofuran 29.84
    n-hexyl acetate 7.15
    isooctane 0.09
    2-(2-butoxyethoxy)ethanol 27.06
    sec-butyl acetate 8.67
    tert-butyl acetate 14.13
    decalin 0.21
    glycerin 90.06
    diglyme 50.29
    acrylic acid 68.36
    isopropyl myristate 3.45
    n-butyric acid 32.97
    acetyl acetate 19.55
    di(2-ethylhexyl) phthalate 8.01
    ethyl propionate 18.55
    nitromethane 194.62
    1,2-diethoxyethane 9.49
    benzonitrile 10.06
    trioctyl phosphate 5.57
    1-bromopropane 5.45
    gamma-valerolactone 179.58
    n-decanol 1.48
    triethyl phosphate 12.29
    4-methyl-2-pentanol 3.04
    propionitrile 12.83
    vinylene carbonate 58.06
    1,1,2-trichlorotrifluoroethane 148.19
    DMS 25.72
    cumene 1.09
    2-octanol 1.51
    2-hexanone 14.05
    octyl acetate 5.12
    limonene 2.01
    1,2-dimethoxyethane 49.47
    ethyl orthosilicate 9.22
    tributyl phosphate 6.9
    diacetone alcohol 36.87
    N,N-dimethylaniline 7.04
    acrylonitrile 29.54
    aniline 8.92
    1,3-propanediol 33.35
    bromobenzene 3.74
    dibromomethane 10.88
    1,1,2,2-tetrachloroethane 41.29
    2-methyl-cyclohexyl acetate 12.53
    tetrabutyl urea 11.56
    diisobutyl methanol 2.11
    2-phenylethanol 11.05
    styrene 1.55
    dioctyl adipate 9.65
    dimethyl sulfate 167.48
    ethyl butyrate 12.76
    methyl lactate 75.53
    butyl lactate 15.82
    diethyl carbonate 11.2
    propanediol butyl ether 18.71
    triethyl orthoformate 11.71
    p-tert-butyltoluene 1.33
    methyl 4-tert-butylbenzoate 19.53
    morpholine 51.16
    tert-butylamine 2.42
    n-dodecanol 1.14
    dimethoxymethane 89.79
    ethylene carbonate 40.63
    cyrene 64.18
    2-ethoxyethyl acetate 18.65
    2-ethylhexyl acetate 8.42
    1,2,4-trichlorobenzene 12.93
    4-methylpyridine 20.5
    dibutyl ether 1.89
    2,6-dimethyl-4-heptanol 2.11
    DEF 49.8
    dimethyl isosorbide 63.47
    tetrachloroethylene 22.8
    eugenol 21.36
    triacetin 23.04
    span 80 21.08
    1,4-butanediol 12.69
    1,1-dichloroethane 11.35
    2-methyl-1-pentanol 5.65
    methyl formate 74.88
    2-methyl-1-butanol 7.35
    n-decane 0.1
    butyronitrile 8.38
    3,7-dimethyl-1-octanol 2.08
    1-chlorooctane 0.66
    1-chlorotetradecane 0.36
    n-nonane 0.08
    undecane 0.09
    tert-butylcyclohexane 0.17
    cyclooctane 0.08
    cyclopentanol 17.47
    tetrahydropyran 12.19
    tert-amyl methyl ether 5.78
    2,5,8-trioxanonane 39.5
    1-hexene 0.78
    2-isopropoxyethanol 22.63
    2,2,2-trifluoroethanol 52.14
    methyl butyrate 23.43

    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