(2S)-2,3-Dihydro-5,7-dihydroxy-2-(4-((3-methyl-2-buten-1-yl)oxy)phenyl)-4H-1-benzopyran-4-one

Overview IFRA Request a quote

  • Identifiers

    CAS number
    14117-54-5

    Molecular formula
    C20H20O5

    SMILES
    CC(=CCOC1=CC=C(C=C1)[C@@H]2CC(=O)C3=C(C=C(C=C3O2)O)O)C

    Safety labels

  • Odor profile

    Fragrance
    Sweet 56.79%
    Spicy 42.73%
    Phenolic 39.84%
    Balsamic 32.79%
    Herbal 32.11%
    Vanilla 31.95%
    Floral 29.9%
    Woody 28.17%
    Aromatic 24.91%
    Powdery 24.63%

     

    Flavor
    Bitter 83.88%
    Lovage 20.38%
    Parsley 20.23%
    Cedarleaf 19.33%
    Ethyl benzoate 19.06%
    Ripe apricot 18.63%
    Herbal 18.6%
    Leaves 18.44%
    Heather 18.43%
    Red fruit 18.33%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.2

    pKa est.
    10.02 (weak base)

    Molecular weight
    340.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    628°C

    Flash point

    • 219.44 ˚C est.

  • Synonyms

    • Archangelenone
    • AG84U27TWU
    • 14117-54-5
    • DTXSID00161584
    • (2S)-5,7-dihydroxy-2-(4-(3-methylbut-2-enoxy)phenyl)-2,3-dihydrochromen-4-one
    • (2S)-5,7-dihydroxy-2-[4-(3-methylbut-2-enoxy)phenyl]-2,3-dihydrochromen-4-one
    • RefChem:934757
    • GlyTouCan:G96589PP
    • DTXCID9084075
    • G96589PP
    • (2S)-2,3-Dihydro-5,7-dihydroxy-2-(4-((3-methyl-2-buten-1-yl)oxy)phenyl)-4H-1-benzopyran-4-one
    • UNII-AG84U27TWU
    • archangelone
    • 4'-O-prenylnaringenin
    • 5,7-dihydroxy-4'-prenyloxyflavanone
    • ARCHENGELENONE
    • Q27135053
    • FLAVANONE, 5,7-DIHYDROXY-4'-((3-METHYL-2-BUTENYL)OXY)-, (-)-
    • (2S)-5,7-Dihydroxy-2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}-2,3-dihydro-4H-1-benzopyran-4-one
    • (2S)-5,7-dihydroxy-2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}-2,3-dihydro-4H-chromen-4-one
    • 4H-1-BENZOPYRAN-4-ONE, 2,3-DIHYDRO-5,7-DIHYDROXY-2-(4-((3-METHYL-2-BUTEN-1-YL)OXY)PHENYL)-, (2S)-
    • 4H-1-BENZOPYRAN-4-ONE, 2,3-DIHYDRO-5,7-DIHYDROXY-2-(4-((3-METHYL-2-BUTENYL)OXY)PHENYL)-, (S)-
    • 14117-54-5

  • Applications

    (2S)-2,3-Dihydro-5,7-dihydroxy-2-(4-((3-methyl-2-buten-1-yl)oxy)phenyl)-4H-1-benzopyran-4-one (CAS 14117-54-5) has several real-world applications across industries. It can function as an antioxidant and potential photostabilizer in cosmetics and personal care formulations, and as a stabilizer in coatings and polymer systems to improve durability. Its lipophilic aryl-oxy substituent and fragrance-like character make it a candidate fragrance ingredient or aroma compound for perfumery. It is often evaluated as a synthetic intermediate in pharmaceutical development and drug synthesis, and may be incorporated into ink or coating matrices as an antioxidant additive. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 5.27
    methanol 51.75
    isopropanol 34.22
    water 0.05
    ethyl acetate 77.35
    n-propanol 25.97
    acetone 337.38
    n-butanol 23.77
    acetonitrile 124.17
    DMF 546.39
    toluene 6.88
    isobutanol 27.19
    1,4-dioxane 211.99
    methyl acetate 129.97
    THF 546.05
    2-butanone 170.24
    n-pentanol 22.57
    sec-butanol 24.87
    n-hexane 0.11
    ethylene glycol 21.41
    NMP 228.25
    cyclohexane 0.39
    DMSO 1761.73
    n-butyl acetate 35.21
    n-octanol 12.6
    chloroform 66.35
    n-propyl acetate 48.22
    acetic acid 137.47
    dichloromethane 50.24
    cyclohexanone 147.57
    propylene glycol 79.35
    isopropyl acetate 44.36
    DMAc 632.85
    2-ethoxyethanol 140.22
    isopentanol 26.76
    n-heptane 0.26
    ethyl formate 61.01
    1,2-dichloroethane 48.49
    n-hexanol 10.63
    2-methoxyethanol 291.59
    isobutyl acetate 31.91
    tetrachloromethane 3.33
    n-pentyl acetate 23.74
    transcutol 735.64
    n-heptanol 8.85
    ethylbenzene 2.91
    MIBK 53.01
    2-propoxyethanol 134.99
    tert-butanol 65.83
    MTBE 28.76
    2-butoxyethanol 50.43
    propionic acid 70.31
    o-xylene 4.88
    formic acid 46.07
    diethyl ether 17.12
    m-xylene 5.33
    p-xylene 5.73
    chlorobenzene 15.55
    dimethyl carbonate 102.14
    n-octane 0.14
    formamide 116.09
    cyclopentanone 302.56
    2-pentanone 92.23
    anisole 33.08
    cyclopentyl methyl ether 59.43
    gamma-butyrolactone 287.79
    1-methoxy-2-propanol 260.99
    pyridine 65.19
    3-pentanone 68.46
    furfural 175.37
    n-dodecane 0.38
    diethylene glycol 156.16
    diisopropyl ether 5.39
    tert-amyl alcohol 33.98
    acetylacetone 219.36
    n-hexadecane 0.47
    acetophenone 47.16
    methyl propionate 108.34
    isopentyl acetate 36.25
    trichloroethylene 131.37
    n-nonanol 13.08
    cyclohexanol 27.53
    benzyl alcohol 37.34
    2-ethylhexanol 9.48
    isooctanol 9.09
    dipropyl ether 17.15
    1,2-dichlorobenzene 16.82
    ethyl lactate 57.68
    propylene carbonate 96.4
    n-methylformamide 189.66
    2-pentanol 15.12
    n-pentane 0.12
    1-propoxy-2-propanol 101.72
    1-methoxy-2-propyl acetate 101.57
    2-(2-methoxypropoxy) propanol 118.96
    mesitylene 3.52
    ε-caprolactone 108.21
    p-cymene 4.28
    epichlorohydrin 342.08
    1,1,1-trichloroethane 34.17
    2-aminoethanol 43.05
    morpholine-4-carbaldehyde 305.51
    sulfolane 435.21
    2,2,4-trimethylpentane 0.31
    2-methyltetrahydrofuran 98.4
    n-hexyl acetate 39.02
    isooctane 0.27
    2-(2-butoxyethoxy)ethanol 148.82
    sec-butyl acetate 28.12
    tert-butyl acetate 55.11
    decalin 0.37
    glycerin 142.08
    diglyme 328.55
    acrylic acid 73.94
    isopropyl myristate 17.95
    n-butyric acid 78.09
    acetyl acetate 68.43
    di(2-ethylhexyl) phthalate 23.43
    ethyl propionate 46.99
    nitromethane 586.03
    1,2-diethoxyethane 102.47
    benzonitrile 35.91
    trioctyl phosphate 15.11
    1-bromopropane 8.49
    gamma-valerolactone 361.28
    n-decanol 10.05
    triethyl phosphate 27.78
    4-methyl-2-pentanol 11.91
    propionitrile 59.56
    vinylene carbonate 89.01
    1,1,2-trichlorotrifluoroethane 241.4
    DMS 74.53
    cumene 2.7
    2-octanol 6.01
    2-hexanone 56.28
    octyl acetate 23.42
    limonene 5.84
    1,2-dimethoxyethane 260.96
    ethyl orthosilicate 23.63
    tributyl phosphate 23.3
    diacetone alcohol 120.13
    N,N-dimethylaniline 20.85
    acrylonitrile 99.62
    aniline 25.77
    1,3-propanediol 82.0
    bromobenzene 13.2
    dibromomethane 20.66
    1,1,2,2-tetrachloroethane 111.65
    2-methyl-cyclohexyl acetate 31.82
    tetrabutyl urea 34.18
    diisobutyl methanol 8.96
    2-phenylethanol 28.47
    styrene 4.17
    dioctyl adipate 39.27
    dimethyl sulfate 193.43
    ethyl butyrate 35.38
    methyl lactate 122.75
    butyl lactate 41.26
    diethyl carbonate 30.11
    propanediol butyl ether 82.22
    triethyl orthoformate 36.2
    p-tert-butyltoluene 4.42
    methyl 4-tert-butylbenzoate 49.44
    morpholine 254.96
    tert-butylamine 13.71
    n-dodecanol 7.65
    dimethoxymethane 327.41
    ethylene carbonate 77.05
    cyrene 99.0
    2-ethoxyethyl acetate 67.14
    2-ethylhexyl acetate 24.11
    1,2,4-trichlorobenzene 29.92
    4-methylpyridine 56.15
    dibutyl ether 19.95
    2,6-dimethyl-4-heptanol 8.96
    DEF 108.35
    dimethyl isosorbide 190.19
    tetrachloroethylene 40.67
    eugenol 50.92
    triacetin 86.2
    span 80 64.53
    1,4-butanediol 34.56
    1,1-dichloroethane 36.59
    2-methyl-1-pentanol 19.44
    methyl formate 178.31
    2-methyl-1-butanol 21.43
    n-decane 0.58
    butyronitrile 38.85
    3,7-dimethyl-1-octanol 16.34
    1-chlorooctane 4.46
    1-chlorotetradecane 2.18
    n-nonane 0.39
    undecane 0.47
    tert-butylcyclohexane 0.38
    cyclooctane 0.16
    cyclopentanol 46.99
    tetrahydropyran 74.57
    tert-amyl methyl ether 20.19
    2,5,8-trioxanonane 249.99
    1-hexene 0.77
    2-isopropoxyethanol 87.2
    2,2,2-trifluoroethanol 54.06
    methyl butyrate 63.3

    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