4-Hydroxychalcone

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  • Identifiers

    CAS number
    20426-12-4

    Molecular formula
    C15H12O2

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Balsamic 68.09%
    Spicy 55.07%
    Sweet 47.47%
    Floral 45.63%
    Herbal 37.84%
    Phenolic 37.35%
    Cinnamon 36.65%
    Vanilla 33.45%
    Fruity 33.13%
    Honey 32.53%

     

    Flavor
    Bitter 66.92%
    Balsam 42.06%
    Honey 31.32%
    Cinnamon 23.92%
    Nitrile 23.39%
    Balsamic 23.12%
    Powdery 22.52%
    Urine 22.46%
    Sweet 22.37%
    Odorless 22.09%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.7

    pKa est.
    9.44 (weak base)

    Molecular weight
    224.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    426°C

    Flash point

    • 186.12 ˚C est.

  • Synonyms

    • 4-Hydroxychalcone
    • 20426-12-4
    • (2E)-3-(4-hydroxyphenyl)-1-phenylprop-2-en-1-one
    • (E)-3-(4-hydroxyphenyl)-1-phenyl-prop-2-en-1-one
    • 2-Propen-1-one, 3-(4-hydroxyphenyl)-1-phenyl-
    • JO97Q47VBU
    • DTXSID3022453
    • NSC-170282
    • CHEBI:34423
    • NSC-60593
    • RefChem:524024
    • DTXCID702453
    • 622-377-6
    • 38239-55-3
    • 4-hydroxy chalcone
    • (E)-3-(4-hydroxyphenyl)-1-phenylprop-2-en-1-one
    • 4-hydroxy-chalcone
    • 3-(4-hydroxyphenyl)-1-phenyl-2-propen-1-one
    • 2-(4-Hydroxybenzal)acetophenone
    • 4-Hydroxybenzylidene acetophenone
    • Chalcone, 4-hydroxy-
    • (E)-4-Hydroxychalcone
    • MFCD00016488
    • (4-Hydroxybenzal)acetophenone
    • TRANS-4-HYDROXYCHALCONE
    • 2-(4-Hydroxybenzylidene)acetophenone
    • UNII-JO97Q47VBU
    • CCRIS 2228
    • Chalcone 2
    • Chalcone, 3
    • NSC 60593
    • YISI
    • (E)-3-(4-Hydroxy-phenyl)-1-phenyl-propenone
    • starbld0019043
    • 3-(4-hydroxy-phenyl)-1-phenyl-prop-2-en-1-one
    • CHEMBL7747
    • p-Hydroxyphenyl styryl ketone
    • MLS000777850
    • BIDD:ER0068
    • 4-Hydroxystyryl phenyll ketone
    • orb1304630
    • SCHEMBL1375837
    • SCHEMBL25193721
    • SCHEMBL25223319
    • BDBM86004
    • HMS2766F17
    • (4-Hydroxybenzylidene) acetophenone
    • NSC170282
    • SBB061940
    • STL561451
    • AKOS001325512
    • CCG-214736
    • EBC-180758
    • FH70053
    • NSC 170282
    • NCGC00246413-01
    • (4-HYDROXYBENZYLIDENE)ACETOPHENONE
    • LS-14375
    • MS-11494
    • SMR000414187
    • SY465808
    • DB-267089
    • HY-107818
    • CS-0030695
    • CS-0369633
    • H0955
    • NS00116308
    • S4763
    • ST45150397
    • 1-phenyl-3-(4-hydroxyphenyl)-2-propen-1-one
    • D90982
    • AE-641/00204063
    • F003114
    • (E)-3-(4-hydroxyphenyl)-1-phenyl-2-propen-1-one
    • T5763121
    • Q27116057
    • Z46028347
    • (2E)-3-(4-Hydroxyphenyl)-1-phenyl-2-propen-1-one #
    • 2-Propen-1-one, 3-(4-hydroxyphenyl)-1-phenyl-, (2E)-
    • 2-PROPEN-1-ONE, 3-(4-HYDROXYPHENYL)-1-PHENYL-, (E)-
    • IPJ
    • 20426-12-4

  • Applications

    4-Hydroxychalcone (CAS 20426-12-4) is primarily used as an organic synthesis intermediate, enabling the preparation of flavonoid-type scaffolds and related heterocycles for pharmaceutical research. In industry, it serves as a building block for functional polymers and photo-crosslinkable materials, contributing to UV-curable coatings, adhesives, and specialty inks. It is also a precursor for chalcone-based dyes and pigment intermediates used in coatings and textile applications. In R&D settings, it supports exploration of structure–activity relationships in flavonoid chemistry and serves as a model compound in photochemical studies. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 26.24
    methanol 35.5
    isopropanol 12.17
    water 0.04
    ethyl acetate 50.21
    n-propanol 16.71
    acetone 4.69
    n-butanol 11.38
    acetonitrile 28.58
    DMF 9.24
    toluene 6.39
    isobutanol 6.51
    1,4-dioxane 81.41
    methyl acetate 37.16
    THF 71.56
    2-butanone 21.22
    n-pentanol 12.56
    sec-butanol 12.96
    n-hexane 0.15
    ethylene glycol 9.22
    NMP 4.04
    cyclohexane 0.17
    DMSO 39.36
    n-butyl acetate 22.66
    n-octanol 6.86
    chloroform 19.24
    n-propyl acetate 22.76
    acetic acid 25.39
    dichloromethane 16.55
    cyclohexanone 12.41
    propylene glycol 19.76
    isopropyl acetate 28.73
    DMAc 37.36
    2-ethoxyethanol 48.34
    isopentanol 11.23
    n-heptane 0.58
    ethyl formate 14.56
    1,2-dichloroethane 18.78
    n-hexanol 11.42
    2-methoxyethanol 65.21
    isobutyl acetate 16.76
    tetrachloromethane 1.18
    n-pentyl acetate 13.59
    transcutol 394.31
    n-heptanol 7.63
    ethylbenzene 7.63
    MIBK 21.02
    2-propoxyethanol 43.35
    tert-butanol 18.9
    MTBE 18.64
    2-butoxyethanol 26.71
    propionic acid 18.76
    o-xylene 5.49
    formic acid 10.92
    diethyl ether 19.44
    m-xylene 5.13
    p-xylene 6.64
    chlorobenzene 5.85
    dimethyl carbonate 17.67
    n-octane 0.39
    formamide 32.85
    cyclopentanone 12.79
    2-pentanone 13.03
    anisole 37.18
    cyclopentyl methyl ether 10.28
    gamma-butyrolactone 23.74
    1-methoxy-2-propanol 54.74
    pyridine 34.66
    3-pentanone 13.02
    furfural 33.53
    n-dodecane 0.81
    diethylene glycol 41.4
    diisopropyl ether 6.93
    tert-amyl alcohol 18.4
    acetylacetone 39.92
    n-hexadecane 0.92
    acetophenone 26.89
    methyl propionate 25.55
    isopentyl acetate 28.1
    trichloroethylene 42.3
    n-nonanol 8.43
    cyclohexanol 5.49
    benzyl alcohol 20.02
    2-ethylhexanol 9.66
    isooctanol 8.02
    dipropyl ether 17.62
    1,2-dichlorobenzene 9.61
    ethyl lactate 17.15
    propylene carbonate 19.27
    n-methylformamide 11.04
    2-pentanol 9.18
    n-pentane 0.11
    1-propoxy-2-propanol 33.6
    1-methoxy-2-propyl acetate 48.54
    2-(2-methoxypropoxy) propanol 63.34
    mesitylene 4.42
    ε-caprolactone 19.84
    p-cymene 7.19
    epichlorohydrin 60.99
    1,1,1-trichloroethane 10.5
    2-aminoethanol 20.34
    morpholine-4-carbaldehyde 29.42
    sulfolane 22.23
    2,2,4-trimethylpentane 0.6
    2-methyltetrahydrofuran 18.92
    n-hexyl acetate 18.88
    isooctane 0.56
    2-(2-butoxyethoxy)ethanol 80.62
    sec-butyl acetate 23.9
    tert-butyl acetate 42.79
    decalin 0.88
    glycerin 29.52
    diglyme 159.22
    acrylic acid 15.91
    isopropyl myristate 14.79
    n-butyric acid 21.52
    acetyl acetate 33.72
    di(2-ethylhexyl) phthalate 13.06
    ethyl propionate 26.47
    nitromethane 49.26
    1,2-diethoxyethane 86.76
    benzonitrile 16.48
    trioctyl phosphate 7.54
    1-bromopropane 4.94
    gamma-valerolactone 33.14
    n-decanol 7.26
    triethyl phosphate 16.74
    4-methyl-2-pentanol 8.86
    propionitrile 22.27
    vinylene carbonate 20.59
    1,1,2-trichlorotrifluoroethane 42.51
    DMS 29.73
    cumene 7.17
    2-octanol 4.93
    2-hexanone 19.75
    octyl acetate 13.96
    limonene 7.39
    1,2-dimethoxyethane 76.44
    ethyl orthosilicate 17.12
    tributyl phosphate 11.43
    diacetone alcohol 48.09
    N,N-dimethylaniline 20.44
    acrylonitrile 28.36
    aniline 10.79
    1,3-propanediol 27.7
    bromobenzene 5.36
    dibromomethane 7.03
    1,1,2,2-tetrachloroethane 35.3
    2-methyl-cyclohexyl acetate 22.65
    tetrabutyl urea 15.35
    diisobutyl methanol 11.74
    2-phenylethanol 22.02
    styrene 8.72
    dioctyl adipate 26.15
    dimethyl sulfate 21.47
    ethyl butyrate 26.37
    methyl lactate 22.12
    butyl lactate 16.85
    diethyl carbonate 22.52
    propanediol butyl ether 28.13
    triethyl orthoformate 23.66
    p-tert-butyltoluene 7.58
    methyl 4-tert-butylbenzoate 34.23
    morpholine 61.6
    tert-butylamine 8.06
    n-dodecanol 6.29
    dimethoxymethane 40.52
    ethylene carbonate 15.2
    cyrene 29.05
    2-ethoxyethyl acetate 39.82
    2-ethylhexyl acetate 19.63
    1,2,4-trichlorobenzene 14.72
    4-methylpyridine 12.42
    dibutyl ether 18.79
    2,6-dimethyl-4-heptanol 11.74
    DEF 15.41
    dimethyl isosorbide 89.78
    tetrachloroethylene 16.86
    eugenol 35.43
    triacetin 39.98
    span 80 32.14
    1,4-butanediol 9.57
    1,1-dichloroethane 7.51
    2-methyl-1-pentanol 14.05
    methyl formate 9.51
    2-methyl-1-butanol 9.1
    n-decane 1.04
    butyronitrile 13.53
    3,7-dimethyl-1-octanol 11.94
    1-chlorooctane 4.69
    1-chlorotetradecane 3.05
    n-nonane 0.71
    undecane 0.92
    tert-butylcyclohexane 1.28
    cyclooctane 0.13
    cyclopentanol 4.41
    tetrahydropyran 22.72
    tert-amyl methyl ether 17.57
    2,5,8-trioxanonane 128.48
    1-hexene 1.65
    2-isopropoxyethanol 32.33
    2,2,2-trifluoroethanol 7.29
    methyl butyrate 23.88

    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