5-Hydroxyflavone

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  • Identifiers

    CAS number
    491-78-1

    Molecular formula
    C15H10O3

    SMILES
    C1=CC=C(C=C1)C2=CC(=O)C3=C(C=CC=C3O2)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Phenolic 57.57%
    Sweet 39.26%
    Burnt 34.23%
    Balsamic 32.46%
    Medicinal 32.43%
    Odorless 30.59%
    Bitter 29.17%
    Animal 28.15%
    Spicy 27.71%
    Coumarinic 27.19%

     

    Flavor
    Bitter 91.93%
    Very strong 21.32%
    Moth ball 20.93%
    Indole 20.91%
    Naphthelene 20.63%
    Nitrile 20.41%
    Tonka 20.37%
    Lovage 20.14%
    Cedarleaf 19.94%
    Tar 19.58%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.5

    pKa est.
    8.67 (weak base)

    Molecular weight
    238.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    462°C

    Flash point

    • 171.14 ˚C est.

  • Synonyms

    • 5-Hydroxyflavone
    • 491-78-1
    • Primuletin
    • 5-hydroxy-2-phenylchromen-4-one
    • NSC-26745
    • 5-Hydroxy-2-phenyl-4-benzopyrone
    • 378AE9MHL3
    • DTXSID90197690
    • RefChem:102882
    • DTXCID50120181
    • 207-743-1
    • 5-hydroxy-2-phenyl-4H-chromen-4-one
    • 5-Hydroxy-2-phenyl-chromen-4-one
    • 5-Hydroxy-2-phenylchromone
    • MFCD00016944
    • CHEMBL16807
    • MLS002639146
    • NSC26745
    • 5-HYDROXY-2-PHENYL-4H-1-BENZOPYRAN-4-ONE
    • 4H-1-Benzopyran-4-one, 5-hydroxy-2-phenyl-
    • 5-hydroxy-flavone
    • EINECS 207-743-1
    • NSC 26745
    • HYDROXYFLAVONE, 5-
    • UNII-378AE9MHL3
    • Oprea1_688541
    • 5-Hydroxyflavone, >=97%
    • FLAVONE, 5-HYDROXY-
    • BIDD:ER0489
    • SCHEMBL158303
    • SPECTRUM1501197
    • MEGxp0_001696
    • orb1299137
    • SCHEMBL30630415
    • ACon1_001958
    • IYBLVRRCNVHZQJ-UHFFFAOYSA-
    • CHEBI:172638
    • HMS3749C13
    • 5-Hydroxy-2-phenyl chromen-4-one
    • CS-B1697
    • BDBM50049385
    • EBC-03902
    • LMPK12110099
    • SBB000768
    • AKOS015856472
    • CCG-214308
    • FH55020
    • NCGC00095329-01
    • NCGC00095329-02
    • NCGC00095329-03
    • NCGC00179967-01
    • DA-60449
    • HY-22024
    • SMR001490542
    • ST059082
    • SY050126
    • H1238
    • NS00042462
    • C13276
    • EN300-7408327
    • SR-05000002480
    • SR-05000002480-1
    • BRD-K08048246-001-01-8
    • BRD-K08048246-001-03-4
    • Q63408974
    • InChI=1/C15H10O3/c16-11-7-4-8-13-15(11)12(17)9-14(18-13)10-5-2-1-3-6-10/h1-9,16H
    • 491-78-1

  • Applications

    5-Hydroxyflavone (CAS 491-78-1) is primarily used as an organic synthesis intermediate, providing a flavone scaffold for building complex flavonoid and pharmaceutical-related compounds; it is also employed as a fluorescent probe in analytical chemistry, notably as an ESIPT-based fluorophore for sensing and spectroscopic applications; in materials science and electronics, it serves as a chromophore scaffold for sensing devices, fluorescent materials, and optically active polymers and coatings; additionally, in route development, it can function as a building block for preparing flavone derivatives used in industrial chemical synthesis.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 4.4
    methanol 2.91
    isopropanol 2.9
    water 0.0
    ethyl acetate 5.34
    n-propanol 3.63
    acetone 19.04
    n-butanol 3.38
    acetonitrile 5.66
    DMF 82.56
    toluene 3.52
    isobutanol 3.05
    1,4-dioxane 36.32
    methyl acetate 11.92
    THF 132.3
    2-butanone 17.28
    n-pentanol 3.69
    sec-butanol 2.7
    n-hexane 0.01
    ethylene glycol 4.2
    NMP 71.71
    cyclohexane 0.04
    DMSO 257.25
    n-butyl acetate 10.26
    n-octanol 2.05
    chloroform 2.23
    n-propyl acetate 9.77
    acetic acid 12.46
    dichloromethane 4.37
    cyclohexanone 30.06
    propylene glycol 4.92
    isopropyl acetate 6.87
    DMAc 89.16
    2-ethoxyethanol 17.0
    isopentanol 5.0
    n-heptane 0.06
    ethyl formate 5.72
    1,2-dichloroethane 11.8
    n-hexanol 3.65
    2-methoxyethanol 41.71
    isobutyl acetate 7.75
    tetrachloromethane 0.14
    n-pentyl acetate 6.53
    transcutol 198.61
    n-heptanol 2.66
    ethylbenzene 1.74
    MIBK 10.6
    2-propoxyethanol 24.94
    tert-butanol 5.47
    MTBE 3.96
    2-butoxyethanol 13.38
    propionic acid 7.47
    o-xylene 1.9
    formic acid 4.28
    diethyl ether 2.29
    m-xylene 1.9
    p-xylene 2.59
    chlorobenzene 4.71
    dimethyl carbonate 9.8
    n-octane 0.03
    formamide 13.63
    cyclopentanone 65.05
    2-pentanone 9.89
    anisole 11.32
    cyclopentyl methyl ether 16.07
    gamma-butyrolactone 62.5
    1-methoxy-2-propanol 28.33
    pyridine 35.78
    3-pentanone 5.85
    furfural 59.06
    n-dodecane 0.12
    diethylene glycol 30.18
    diisopropyl ether 1.03
    tert-amyl alcohol 4.52
    acetylacetone 28.22
    n-hexadecane 0.15
    acetophenone 15.0
    methyl propionate 8.19
    isopentyl acetate 12.47
    trichloroethylene 24.89
    n-nonanol 2.6
    cyclohexanol 4.86
    benzyl alcohol 11.67
    2-ethylhexanol 3.78
    isooctanol 3.06
    dipropyl ether 4.29
    1,2-dichlorobenzene 4.77
    ethyl lactate 9.4
    propylene carbonate 22.28
    n-methylformamide 16.68
    2-pentanol 1.91
    n-pentane 0.01
    1-propoxy-2-propanol 17.64
    1-methoxy-2-propyl acetate 24.58
    2-(2-methoxypropoxy) propanol 27.12
    mesitylene 1.12
    ε-caprolactone 27.64
    p-cymene 2.46
    epichlorohydrin 102.62
    1,1,1-trichloroethane 2.83
    2-aminoethanol 6.22
    morpholine-4-carbaldehyde 74.13
    sulfolane 118.41
    2,2,4-trimethylpentane 0.11
    2-methyltetrahydrofuran 29.68
    n-hexyl acetate 8.5
    isooctane 0.08
    2-(2-butoxyethoxy)ethanol 35.18
    sec-butyl acetate 7.33
    tert-butyl acetate 11.58
    decalin 0.16
    glycerin 16.38
    diglyme 82.08
    acrylic acid 11.0
    isopropyl myristate 4.8
    n-butyric acid 8.53
    acetyl acetate 7.42
    di(2-ethylhexyl) phthalate 7.06
    ethyl propionate 7.74
    nitromethane 37.91
    1,2-diethoxyethane 25.18
    benzonitrile 12.62
    trioctyl phosphate 4.09
    1-bromopropane 1.63
    gamma-valerolactone 93.38
    n-decanol 2.22
    triethyl phosphate 7.66
    4-methyl-2-pentanol 2.76
    propionitrile 4.8
    vinylene carbonate 19.25
    1,1,2-trichlorotrifluoroethane 47.13
    DMS 18.04
    cumene 1.64
    2-octanol 1.65
    2-hexanone 11.87
    octyl acetate 5.43
    limonene 3.02
    1,2-dimethoxyethane 44.02
    ethyl orthosilicate 6.75
    tributyl phosphate 6.08
    diacetone alcohol 25.04
    N,N-dimethylaniline 7.29
    acrylonitrile 11.14
    aniline 9.73
    1,3-propanediol 12.05
    bromobenzene 3.44
    dibromomethane 1.73
    1,1,2,2-tetrachloroethane 17.3
    2-methyl-cyclohexyl acetate 10.88
    tetrabutyl urea 9.32
    diisobutyl methanol 3.66
    2-phenylethanol 11.34
    styrene 2.39
    dioctyl adipate 10.51
    dimethyl sulfate 27.42
    ethyl butyrate 8.58
    methyl lactate 14.26
    butyl lactate 10.04
    diethyl carbonate 6.8
    propanediol butyl ether 13.95
    triethyl orthoformate 9.07
    p-tert-butyltoluene 2.24
    methyl 4-tert-butylbenzoate 14.87
    morpholine 46.39
    tert-butylamine 1.94
    n-dodecanol 1.89
    dimethoxymethane 33.73
    ethylene carbonate 12.92
    cyrene 24.6
    2-ethoxyethyl acetate 17.23
    2-ethylhexyl acetate 9.05
    1,2,4-trichlorobenzene 9.25
    4-methylpyridine 24.24
    dibutyl ether 5.01
    2,6-dimethyl-4-heptanol 3.66
    DEF 17.12
    dimethyl isosorbide 50.64
    tetrachloroethylene 6.54
    eugenol 17.55
    triacetin 18.32
    span 80 16.67
    1,4-butanediol 3.72
    1,1-dichloroethane 2.51
    2-methyl-1-pentanol 5.5
    methyl formate 14.36
    2-methyl-1-butanol 3.92
    n-decane 0.15
    butyronitrile 4.59
    3,7-dimethyl-1-octanol 3.79
    1-chlorooctane 1.2
    1-chlorotetradecane 0.73
    n-nonane 0.09
    undecane 0.14
    tert-butylcyclohexane 0.18
    cyclooctane 0.02
    cyclopentanol 8.05
    tetrahydropyran 16.11
    tert-amyl methyl ether 4.17
    2,5,8-trioxanonane 57.51
    1-hexene 0.28
    2-isopropoxyethanol 12.66
    2,2,2-trifluoroethanol 4.68
    methyl butyrate 11.84

    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