2',4,4',6'-Tetrahydroxychalcone

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  • Identifiers

    CAS number
    73692-50-9

    Molecular formula
    C15H12O5

    SMILES
    C1=CC(=CC=C1/C=C/C(=O)C2=C(C=C(C=C2O)O)O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 55.41%
    Phenolic 49.11%
    Spicy 32.0%
    Balsamic 31.67%
    Burnt 27.83%
    Bitter 26.63%
    Medicinal 23.6%
    Savory 22.26%
    Vanilla 21.75%
    Nutty 21.24%

     

    Flavor
    Bitter 91.94%
    Odorless 34.66%
    Nitrile 21.75%
    Mild 20.98%
    Bland 20.55%
    Cedarleaf 20.5%
    Sweet-like 20.43%
    Very strong 20.38%
    Lovage 20.29%
    Indole 19.95%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.8

    pKa est.
    10.22 (weak base)

    Molecular weight
    272.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    532°C

    Melting point expt.

    • 184 °C

    Flash point

    • 242.54 ˚C est.

  • Synonyms

    • naringenin chalcone
    • Chalconaringenin
    • 73692-50-9
    • Isosalipurpol
    • 25515-46-2
    • 2',4,4',6'-Tetrahydroxychalcone
    • trans-2',4,4',6'-Tetrahydroxychalcone
    • YCF6Z24AS2
    • 2'4'6'4-Tetrahydroxychalcone
    • CHEBI:15413
    • 3-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-2-propen-1-one
    • (2E)-3-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-2-propen-1-one
    • DTXSID201025574
    • RefChem:832073
    • DTXCID701526072
    • 860-137-4
    • Chalcononaringenin
    • (2E)-3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one
    • (E)-3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one
    • MFCD00016762
    • 2,4,4,6-tetrahydroxychalcone
    • CHEMBL338066
    • 4,2,4,6-Tetrahydroxychalcone
    • 3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one
    • Chalcone, 2,4,4,6-tetrahydroxy-
    • 4,2',4',6'-TETRAHYDROXYCHALCONE
    • 2',4',6',4-tetrahydroxychalcone
    • (2E)- 3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-2-Propen-1-one
    • 2-Propen-1-one, 3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-, (2E)-
    • Naringenin chalcon
    • (E)-Naringenin chalcone
    • UNII-YCF6Z24AS2
    • MLS000863595
    • SCHEMBL443275
    • MEGxp0_001759
    • orb1304643
    • orb1685439
    • ACon1_001222
    • DTXSID101043553
    • HMS2269F17
    • HY-N3007
    • BDBM50042993
    • LMPK12120264
    • AKOS037515150
    • CCG-267176
    • EBC-470050
    • FN76317
    • 2'',4,4'',6''-tetrahydroxychalcone
    • NCGC00142554-01
    • NCGC00142554-02
    • AC-34933
    • MS-23851
    • SMR000440735
    • ST057656
    • CS-0022919
    • S9440
    • C06561
    • Q25098661
    • (2E)a3a(4aHydroxyphenyl)a1a(2,4,6atrihydroxyphenyl)propa2aena1aone
    • 3-(4-hydroxyphemyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one
    • 3-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-2-propen-1-one, 9CI
    • 5071-40-9
    • 73692-50-9

  • Applications

    2',4,4',6'-Tetrahydroxychalcone (CAS 73692-50-9) is primarily used as an organic-synthesis intermediate for preparing flavonoid-derived compounds and related polyphenolics, supporting medicinal chemistry research and material development. In cosmetics and personal care, it is evaluated as an antioxidant and may function as a UV-absorbing chromophore in formulations, subject to local regulations. In coatings, inks, and plastics, it can serve as a dye and chromophore precursor, supporting coloration and light stability. In industrial and pharmaceutical research, it provides a scaffold for medicinal-chemistry studies and a building block for synthetic routes. It is also explored in agricultural research as a polyphenolic framework for potential applications.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 42.35
    methanol 69.69
    isopropanol 52.08
    water 0.04
    ethyl acetate 43.16
    n-propanol 46.13
    acetone 194.15
    n-butanol 41.8
    acetonitrile 42.88
    DMF 375.52
    toluene 0.75
    isobutanol 24.47
    1,4-dioxane 50.89
    methyl acetate 54.62
    THF 752.39
    2-butanone 104.51
    n-pentanol 26.93
    sec-butanol 31.87
    n-hexane 0.07
    ethylene glycol 74.28
    NMP 160.86
    cyclohexane 0.03
    DMSO 3603.96
    n-butyl acetate 22.54
    n-octanol 6.92
    chloroform 0.23
    n-propyl acetate 27.33
    acetic acid 69.24
    dichloromethane 0.11
    cyclohexanone 47.96
    propylene glycol 180.06
    isopropyl acetate 37.09
    DMAc 325.76
    2-ethoxyethanol 152.61
    isopentanol 35.81
    n-heptane 0.11
    ethyl formate 30.64
    1,2-dichloroethane 0.94
    n-hexanol 15.3
    2-methoxyethanol 460.86
    isobutyl acetate 13.57
    tetrachloromethane 0.13
    n-pentyl acetate 9.94
    transcutol 357.71
    n-heptanol 7.55
    ethylbenzene 0.7
    MIBK 47.01
    2-propoxyethanol 161.56
    tert-butanol 86.62
    MTBE 20.64
    2-butoxyethanol 45.98
    propionic acid 46.3
    o-xylene 0.89
    formic acid 43.63
    diethyl ether 12.47
    m-xylene 1.13
    p-xylene 0.78
    chlorobenzene 0.56
    dimethyl carbonate 49.34
    n-octane 0.05
    formamide 125.36
    cyclopentanone 208.52
    2-pentanone 78.32
    anisole 10.39
    cyclopentyl methyl ether 38.86
    gamma-butyrolactone 209.53
    1-methoxy-2-propanol 412.5
    pyridine 10.57
    3-pentanone 32.15
    furfural 69.73
    n-dodecane 0.15
    diethylene glycol 197.68
    diisopropyl ether 3.94
    tert-amyl alcohol 41.85
    acetylacetone 143.05
    n-hexadecane 0.17
    acetophenone 15.98
    methyl propionate 61.43
    isopentyl acetate 21.42
    trichloroethylene 2.12
    n-nonanol 7.33
    cyclohexanol 15.2
    benzyl alcohol 12.75
    2-ethylhexanol 7.26
    isooctanol 6.8
    dipropyl ether 13.22
    1,2-dichlorobenzene 0.84
    ethyl lactate 49.19
    propylene carbonate 51.18
    n-methylformamide 159.17
    2-pentanol 23.74
    n-pentane 0.06
    1-propoxy-2-propanol 107.9
    1-methoxy-2-propyl acetate 75.26
    2-(2-methoxypropoxy) propanol 79.3
    mesitylene 0.88
    ε-caprolactone 48.13
    p-cymene 1.24
    epichlorohydrin 132.47
    1,1,1-trichloroethane 1.07
    2-aminoethanol 117.13
    morpholine-4-carbaldehyde 143.42
    sulfolane 451.46
    2,2,4-trimethylpentane 0.16
    2-methyltetrahydrofuran 78.98
    n-hexyl acetate 16.57
    isooctane 0.17
    2-(2-butoxyethoxy)ethanol 104.97
    sec-butyl acetate 18.63
    tert-butyl acetate 53.94
    decalin 0.11
    glycerin 301.6
    diglyme 155.42
    acrylic acid 44.69
    isopropyl myristate 9.68
    n-butyric acid 53.31
    acetyl acetate 26.47
    di(2-ethylhexyl) phthalate 10.45
    ethyl propionate 31.73
    nitromethane 274.8
    1,2-diethoxyethane 40.61
    benzonitrile 6.7
    trioctyl phosphate 8.95
    1-bromopropane 0.64
    gamma-valerolactone 210.48
    n-decanol 5.89
    triethyl phosphate 16.28
    4-methyl-2-pentanol 17.32
    propionitrile 28.22
    vinylene carbonate 27.06
    1,1,2-trichlorotrifluoroethane 92.23
    DMS 25.37
    cumene 0.74
    2-octanol 4.3
    2-hexanone 35.28
    octyl acetate 12.06
    limonene 1.96
    1,2-dimethoxyethane 172.96
    ethyl orthosilicate 13.63
    tributyl phosphate 12.07
    diacetone alcohol 158.42
    N,N-dimethylaniline 7.2
    acrylonitrile 41.65
    aniline 5.01
    1,3-propanediol 157.86
    bromobenzene 0.31
    dibromomethane 0.11
    1,1,2,2-tetrachloroethane 3.53
    2-methyl-cyclohexyl acetate 17.07
    tetrabutyl urea 18.91
    diisobutyl methanol 8.68
    2-phenylethanol 13.03
    styrene 0.65
    dioctyl adipate 18.65
    dimethyl sulfate 108.46
    ethyl butyrate 23.14
    methyl lactate 131.22
    butyl lactate 27.37
    diethyl carbonate 15.78
    propanediol butyl ether 59.97
    triethyl orthoformate 22.43
    p-tert-butyltoluene 1.49
    methyl 4-tert-butylbenzoate 24.93
    morpholine 122.37
    tert-butylamine 14.26
    n-dodecanol 4.57
    dimethoxymethane 237.78
    ethylene carbonate 25.24
    cyrene 72.6
    2-ethoxyethyl acetate 26.32
    2-ethylhexyl acetate 12.17
    1,2,4-trichlorobenzene 1.61
    4-methylpyridine 9.94
    dibutyl ether 8.76
    2,6-dimethyl-4-heptanol 8.68
    DEF 62.64
    dimethyl isosorbide 135.25
    tetrachloroethylene 1.28
    eugenol 28.51
    triacetin 33.05
    span 80 42.42
    1,4-butanediol 40.83
    1,1-dichloroethane 0.71
    2-methyl-1-pentanol 19.04
    methyl formate 97.09
    2-methyl-1-butanol 24.91
    n-decane 0.18
    butyronitrile 24.4
    3,7-dimethyl-1-octanol 9.29
    1-chlorooctane 1.19
    1-chlorotetradecane 0.72
    n-nonane 0.12
    undecane 0.17
    tert-butylcyclohexane 0.15
    cyclooctane 0.04
    cyclopentanol 37.31
    tetrahydropyran 24.47
    tert-amyl methyl ether 17.57
    2,5,8-trioxanonane 123.55
    1-hexene 0.53
    2-isopropoxyethanol 75.97
    2,2,2-trifluoroethanol 20.6
    methyl butyrate 38.46

    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