Benzenepropanoic acid, I+/--[[(2E)-3-[(2Z)-2-[(3,4-dihydroxyphenyl)methylene]-2,3-dihydro-3-oxo-1,4-benzodioxin-6-yl]-1-oxo-2-propen-1-yl]oxy]-3,4-dihydroxy-, (I+/-R)-

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  • Identifiers

    CAS number
    153765-46-9

    Molecular formula
    C27H20O11

    SMILES
    C1=CC(=C(C=C1C[C@H](C(=O)O)OC(=O)/C=C/C2=CC3=C(C=C2)O/C(=C\C4=CC(=C(C=C4)O)O)/C(=O)O3)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 68.59%
    Balsamic 24.65%
    Burnt 23.89%
    Savory 23.87%
    Phenolic 23.31%
    Vanilla 23.18%
    Milky 21.35%
    Spicy 20.81%
    Cooked 18.2%
    Dairy 17.23%

     

    Flavor
    Bitter 81.14%
    Odorless 44.84%
    Bland 31.97%
    Very mild 24.72%
    Sweet-like 22.54%
    Mild 20.42%
    Lovage 19.81%
    Parsley 19.49%
    Nitrile 19.45%
    Cedarleaf 19.09%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.0

    pKa est.
    9.7 (weak base)

    Molecular weight
    520.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1150°C

    Flash point

    • 308.94 ˚C est.

  • Synonyms

    • DTXSID301099588
    • 153765-46-9
    • Benzenepropanoic acid, I+/--[[(2E)-3-[(2Z)-2-[(3,4-dihydroxyphenyl)methylene]-2,3-dihydro-3-oxo-1,4-benzodioxin-6-yl]-1-oxo-2-propen-1-yl]oxy]-3,4-dihydroxy-, (I+/-R)-
    • 153765-46-9

  • Applications

    For Benzenepropanoic acid, I+/--[[(2E)-3-[(2Z)-2-[(3,4-dihydroxyphenyl)methylene]-2,3-dihydro-3-oxo-1,4-benzodioxin-6-yl]-1-oxo-2-propen-1-yl]oxy]-3,4-dihydroxy-, (I+/-R)-, CAS 153765-46-9, the compound is typically used as an advanced intermediate in organic synthesis for pharmaceuticals and specialty chemicals. Its catechol-like dihydroxyphenyl moiety can impart antioxidant character, making it a potential stabilizer or antioxidant additive in polymers and coatings. In perfumery and cosmetics, it may be evaluated as a fragment for fragrance materials or as a functional polyphenol derivative in personal care formulations, subject to regulatory limits. It also serves as a research reagent or building block for chiral synthesis and structure-activity studies in chemical development. Additionally, it can function as a precursor in agrochemical and polymer-chemistry workflows, depending on specific synthetic routes.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 181.35
    methanol 126.71
    isopropanol 150.42
    water 0.72
    ethyl acetate 67.78
    n-propanol 161.37
    acetone 626.68
    n-butanol 74.47
    acetonitrile 53.23
    DMF 542.62
    toluene 9.52
    isobutanol 50.89
    1,4-dioxane 470.49
    methyl acetate 132.49
    THF 1844.39
    2-butanone 316.18
    n-pentanol 42.33
    sec-butanol 101.22
    n-hexane 0.39
    ethylene glycol 72.65
    NMP 201.0
    cyclohexane 1.24
    DMSO 2227.51
    n-butyl acetate 8.49
    n-octanol 18.36
    chloroform 11.45
    n-propyl acetate 20.03
    acetic acid 234.76
    dichloromethane 18.08
    cyclohexanone 160.93
    propylene glycol 99.74
    isopropyl acetate 31.28
    DMAc 566.52
    2-ethoxyethanol 338.52
    isopentanol 29.16
    n-heptane 0.63
    ethyl formate 59.0
    1,2-dichloroethane 27.49
    n-hexanol 10.61
    2-methoxyethanol 688.3
    isobutyl acetate 4.24
    tetrachloromethane 1.08
    n-pentyl acetate 16.45
    transcutol 183.66
    n-heptanol 12.44
    ethylbenzene 2.18
    MIBK 27.53
    2-propoxyethanol 109.88
    tert-butanol 104.86
    MTBE 56.24
    2-butoxyethanol 57.15
    propionic acid 90.25
    o-xylene 4.28
    formic acid 114.8
    diethyl ether 84.22
    m-xylene 2.9
    p-xylene 2.3
    chlorobenzene 3.24
    dimethyl carbonate 51.0
    n-octane 0.57
    formamide 252.64
    cyclopentanone 434.73
    2-pentanone 130.32
    anisole 18.5
    cyclopentyl methyl ether 88.69
    gamma-butyrolactone 314.26
    1-methoxy-2-propanol 324.46
    pyridine 143.81
    3-pentanone 69.91
    furfural 94.08
    n-dodecane 0.63
    diethylene glycol 84.61
    diisopropyl ether 5.83
    tert-amyl alcohol 66.97
    acetylacetone 170.48
    n-hexadecane 0.71
    acetophenone 15.08
    methyl propionate 88.27
    isopentyl acetate 4.92
    trichloroethylene 34.39
    n-nonanol 19.03
    cyclohexanol 44.58
    benzyl alcohol 24.96
    2-ethylhexanol 3.33
    isooctanol 6.94
    dipropyl ether 20.59
    1,2-dichlorobenzene 1.36
    ethyl lactate 13.73
    propylene carbonate 27.2
    n-methylformamide 258.44
    2-pentanol 33.1
    n-pentane 0.96
    1-propoxy-2-propanol 53.75
    1-methoxy-2-propyl acetate 21.55
    2-(2-methoxypropoxy) propanol 36.77
    mesitylene 1.25
    ε-caprolactone 98.6
    p-cymene 0.77
    epichlorohydrin 341.07
    1,1,1-trichloroethane 7.84
    2-aminoethanol 125.16
    morpholine-4-carbaldehyde 272.49
    sulfolane 329.21
    2,2,4-trimethylpentane 0.22
    2-methyltetrahydrofuran 282.8
    n-hexyl acetate 19.68
    isooctane 0.09
    2-(2-butoxyethoxy)ethanol 78.61
    sec-butyl acetate 8.66
    tert-butyl acetate 26.7
    decalin 0.18
    glycerin 144.61
    diglyme 150.9
    acrylic acid 77.15
    isopropyl myristate 8.01
    n-butyric acid 66.44
    acetyl acetate 22.12
    di(2-ethylhexyl) phthalate 4.0
    ethyl propionate 17.41
    nitromethane 461.62
    1,2-diethoxyethane 64.32
    benzonitrile 7.23
    trioctyl phosphate 4.84
    1-bromopropane 11.6
    gamma-valerolactone 546.42
    n-decanol 13.69
    triethyl phosphate 2.69
    4-methyl-2-pentanol 7.73
    propionitrile 30.07
    vinylene carbonate 20.66
    1,1,2-trichlorotrifluoroethane 93.96
    DMS 10.98
    cumene 0.87
    2-octanol 9.98
    2-hexanone 40.13
    octyl acetate 14.3
    limonene 1.63
    1,2-dimethoxyethane 356.69
    ethyl orthosilicate 3.09
    tributyl phosphate 3.97
    diacetone alcohol 74.75
    N,N-dimethylaniline 7.79
    acrylonitrile 42.8
    aniline 31.17
    1,3-propanediol 211.1
    bromobenzene 1.78
    dibromomethane 8.05
    1,1,2,2-tetrachloroethane 30.3
    2-methyl-cyclohexyl acetate 3.48
    tetrabutyl urea 12.09
    diisobutyl methanol 2.32
    2-phenylethanol 7.93
    styrene 3.01
    dioctyl adipate 11.41
    dimethyl sulfate 60.31
    ethyl butyrate 8.0
    methyl lactate 56.6
    butyl lactate 12.25
    diethyl carbonate 3.31
    propanediol butyl ether 46.0
    triethyl orthoformate 7.51
    p-tert-butyltoluene 0.9
    methyl 4-tert-butylbenzoate 12.3
    morpholine 610.72
    tert-butylamine 21.33
    n-dodecanol 9.81
    dimethoxymethane 485.32
    ethylene carbonate 22.27
    cyrene 34.7
    2-ethoxyethyl acetate 37.41
    2-ethylhexyl acetate 2.75
    1,2,4-trichlorobenzene 2.92
    4-methylpyridine 58.35
    dibutyl ether 21.49
    2,6-dimethyl-4-heptanol 2.32
    DEF 108.56
    dimethyl isosorbide 30.39
    tetrachloroethylene 13.03
    eugenol 11.36
    triacetin 17.54
    span 80 31.28
    1,4-butanediol 66.83
    1,1-dichloroethane 18.31
    2-methyl-1-pentanol 15.26
    methyl formate 194.03
    2-methyl-1-butanol 31.69
    n-decane 1.17
    butyronitrile 23.75
    3,7-dimethyl-1-octanol 7.47
    1-chlorooctane 4.48
    1-chlorotetradecane 1.85
    n-nonane 0.96
    undecane 0.83
    tert-butylcyclohexane 0.12
    cyclooctane 0.37
    cyclopentanol 122.79
    tetrahydropyran 278.79
    tert-amyl methyl ether 34.97
    2,5,8-trioxanonane 95.71
    1-hexene 2.84
    2-isopropoxyethanol 115.94
    2,2,2-trifluoroethanol 52.59
    methyl butyrate 25.11

    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