4'-Hydroxychalcone

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  • Identifiers

    CAS number
    2657-25-2

    Molecular formula
    C15H12O2

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Balsamic 70.25%
    Spicy 56.24%
    Sweet 52.83%
    Floral 45.88%
    Cinnamon 39.07%
    Phenolic 36.15%
    Honey 35.75%
    Vanilla 35.6%
    Powdery 34.91%
    Herbal 34.38%

     

    Flavor
    Bitter 69.11%
    Balsam 40.3%
    Honey 30.44%
    Cinnamon 23.53%
    Nitrile 22.83%
    Odorless 22.38%
    Balsamic 21.68%
    Urine 21.68%
    Sweet 21.6%
    Red hots 20.99%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.7

    pKa est.
    8.92 (weak base)

    Molecular weight
    224.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    431°C

    Flash point

    • 187.6 ˚C est.

  • Synonyms

    • 4'-Hydroxychalcone
    • 2657-25-2
    • Chalcone, 4'-hydroxy-
    • p-Cinnamoylphenol
    • 2-Propen-1-one, 1-(4-hydroxyphenyl)-3-phenyl-
    • trans-4'-Hydroxychalcone
    • 4'-Hydroxychalcone, (E)-
    • NSC-170285
    • 2K338K8UOA
    • J402.938K
    • 2-Propen-1-one, 1-(4-hydroxyphenyl)-3-phenyl-, (E)-
    • NSC-242264
    • (2E)-1-(4-Hydroxyphenyl)-3-phenyl-2-propen-1-one
    • (E)-1-(4-hydroxyphenyl)-3-phenyl-prop-2-en-1-one
    • 2-Propen-1-one, 1-(4-hydroxyphenyl)-3-phenyl-, (2E)-
    • CHEBI:34360
    • (E)-1-(4-hydroxyphenyl)-3-phenyl-2-propen-1-one
    • DTXSID8022458
    • RefChem:506146
    • DTXCID90809847
    • 680-015-2
    • 38239-52-0
    • 4-Cinnamoylphenol
    • 1-(4-hydroxyphenyl)-3-phenylprop-2-en-1-one
    • (E)-1-(4-hydroxyphenyl)-3-phenylprop-2-en-1-one
    • (E)-4'-Hydroxychalcone
    • (2E)-1-(4-hydroxyphenyl)-3-phenylprop-2-en-1-one
    • 2-Benzal-4'-hydroxyacetophenone
    • MFCD00016484
    • CHEMBL276473
    • 2-Benzal-4-Hydroxyacetophenone
    • 1-(4-Hydroxyphenyl)-3-phenyl-2-propen-1-one
    • 2-Benzylidene-4'-hydroxyacetophenone
    • NSC 242264
    • 4/'-Hydroxychalcone
    • CCRIS 2229
    • Spectrum5_000333
    • UNII-2K338K8UOA
    • BSPBio_001669
    • SPECTRUM200407
    • 4-Hydroxyphenyl styryl ketone
    • BIDD:ER0083
    • orb1299386
    • SCHEMBL1373907
    • 4'-hydroxychalcone, AldrichCPR
    • SCHEMBL25188660
    • SCHEMBL25221507
    • DTXSID40859756
    • HY-N7056
    • BDBM50042986
    • CCG-38409
    • NSC170285
    • NSC242264
    • s4937
    • SBB061941
    • AKOS002234858
    • 1-(4-Hydroxyphenyl)-3-phenylpropenone
    • EBC-611832
    • EBC-616911
    • FH36595
    • SDCCGMLS-0066376.P001
    • NCGC00095473-01
    • NCGC00095473-02
    • NCGC00095473-03
    • MS-10593
    • ST095788
    • 1-(4-Hydroxy-phenyl)-3-phenyl-propenone
    • 1-(4-Hydroxyphenyl)-3-phenyl-2-propenal
    • CS-0038129
    • H0945
    • NS00116309
    • (E)-1-(4-Hydroxy-phenyl)-3-phenyl-propenone
    • S10951
    • F003112
    • SR-05000002471
    • SR-05000002471-1
    • BRD-K85068298-001-02-7
    • BRD-K85068298-001-03-5
    • Q27116016
    • Z46032324
    • (2E)-1-(4-Hydroxyphenyl)-3-phenyl-2-propen-1-one #
    • 2657-25-2

  • Applications

    4'-Hydroxychalcone is primarily used as a synthetic intermediate in medicinal chemistry, enabling the preparation of flavonoid-like scaffolds and related compounds for drug discovery research. It also serves as a building block for chromophore-containing dyes and pigments used in coatings and inks. Additionally, the compound is used as a precursor in polymer and materials chemistry to develop functional components for industrial-scale applications. Overall, it functions as a versatile intermediate in chemical synthesis and process development within manufacturing settings.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 19.4
    methanol 29.47
    isopropanol 8.73
    water 0.04
    ethyl acetate 58.38
    n-propanol 14.88
    acetone 9.75
    n-butanol 11.4
    acetonitrile 29.22
    DMF 19.32
    toluene 9.9
    isobutanol 5.95
    1,4-dioxane 80.78
    methyl acetate 49.11
    THF 91.46
    2-butanone 37.06
    n-pentanol 11.59
    sec-butanol 13.37
    n-hexane 0.19
    ethylene glycol 7.96
    NMP 12.99
    cyclohexane 0.16
    DMSO 65.45
    n-butyl acetate 28.43
    n-octanol 4.36
    chloroform 21.82
    n-propyl acetate 29.32
    acetic acid 30.57
    dichloromethane 20.37
    cyclohexanone 24.8
    propylene glycol 17.05
    isopropyl acetate 34.84
    DMAc 72.28
    2-ethoxyethanol 46.36
    isopentanol 11.92
    n-heptane 0.44
    ethyl formate 16.3
    1,2-dichloroethane 27.66
    n-hexanol 10.09
    2-methoxyethanol 65.91
    isobutyl acetate 20.09
    tetrachloromethane 1.26
    n-pentyl acetate 13.44
    transcutol 497.22
    n-heptanol 5.63
    ethylbenzene 8.24
    MIBK 26.24
    2-propoxyethanol 44.6
    tert-butanol 15.98
    MTBE 26.02
    2-butoxyethanol 24.93
    propionic acid 24.93
    o-xylene 7.22
    formic acid 14.35
    diethyl ether 29.53
    m-xylene 6.36
    p-xylene 6.94
    chlorobenzene 9.09
    dimethyl carbonate 27.01
    n-octane 0.2
    formamide 49.49
    cyclopentanone 28.72
    2-pentanone 22.25
    anisole 45.44
    cyclopentyl methyl ether 17.3
    gamma-butyrolactone 51.01
    1-methoxy-2-propanol 53.3
    pyridine 51.47
    3-pentanone 24.15
    furfural 58.08
    n-dodecane 0.36
    diethylene glycol 41.48
    diisopropyl ether 8.48
    tert-amyl alcohol 20.37
    acetylacetone 64.89
    n-hexadecane 0.43
    acetophenone 36.6
    methyl propionate 40.07
    isopentyl acetate 33.34
    trichloroethylene 65.78
    n-nonanol 5.34
    cyclohexanol 6.49
    benzyl alcohol 22.99
    2-ethylhexanol 9.28
    isooctanol 6.11
    dipropyl ether 19.19
    1,2-dichlorobenzene 13.68
    ethyl lactate 20.0
    propylene carbonate 31.93
    n-methylformamide 19.09
    2-pentanol 9.23
    n-pentane 0.12
    1-propoxy-2-propanol 35.62
    1-methoxy-2-propyl acetate 62.61
    2-(2-methoxypropoxy) propanol 66.12
    mesitylene 4.9
    ε-caprolactone 34.14
    p-cymene 6.84
    epichlorohydrin 98.45
    1,1,1-trichloroethane 13.16
    2-aminoethanol 19.05
    morpholine-4-carbaldehyde 56.42
    sulfolane 53.03
    2,2,4-trimethylpentane 0.76
    2-methyltetrahydrofuran 29.97
    n-hexyl acetate 18.33
    isooctane 0.56
    2-(2-butoxyethoxy)ethanol 81.51
    sec-butyl acetate 29.56
    tert-butyl acetate 53.29
    decalin 0.84
    glycerin 30.3
    diglyme 179.58
    acrylic acid 23.64
    isopropyl myristate 12.18
    n-butyric acid 25.58
    acetyl acetate 41.95
    di(2-ethylhexyl) phthalate 12.49
    ethyl propionate 33.82
    nitromethane 85.16
    1,2-diethoxyethane 96.0
    benzonitrile 20.18
    trioctyl phosphate 6.76
    1-bromopropane 6.32
    gamma-valerolactone 62.84
    n-decanol 4.39
    triethyl phosphate 21.51
    4-methyl-2-pentanol 8.78
    propionitrile 21.23
    vinylene carbonate 31.0
    1,1,2-trichlorotrifluoroethane 62.1
    DMS 39.46
    cumene 6.55
    2-octanol 3.25
    2-hexanone 25.35
    octyl acetate 11.55
    limonene 7.91
    1,2-dimethoxyethane 88.21
    ethyl orthosilicate 20.83
    tributyl phosphate 11.07
    diacetone alcohol 55.73
    N,N-dimethylaniline 24.35
    acrylonitrile 33.93
    aniline 16.33
    1,3-propanediol 24.11
    bromobenzene 8.3
    dibromomethane 8.18
    1,1,2,2-tetrachloroethane 51.54
    2-methyl-cyclohexyl acetate 27.51
    tetrabutyl urea 14.63
    diisobutyl methanol 10.04
    2-phenylethanol 21.71
    styrene 10.01
    dioctyl adipate 25.47
    dimethyl sulfate 42.62
    ethyl butyrate 33.04
    methyl lactate 27.89
    butyl lactate 17.52
    diethyl carbonate 27.39
    propanediol butyl ether 26.23
    triethyl orthoformate 29.85
    p-tert-butyltoluene 7.13
    methyl 4-tert-butylbenzoate 35.11
    morpholine 69.74
    tert-butylamine 7.04
    n-dodecanol 3.64
    dimethoxymethane 58.3
    ethylene carbonate 21.54
    cyrene 38.29
    2-ethoxyethyl acetate 44.12
    2-ethylhexyl acetate 24.1
    1,2,4-trichlorobenzene 21.71
    4-methylpyridine 22.39
    dibutyl ether 15.04
    2,6-dimethyl-4-heptanol 10.04
    DEF 28.17
    dimethyl isosorbide 104.66
    tetrachloroethylene 24.16
    eugenol 35.95
    triacetin 48.46
    span 80 32.97
    1,4-butanediol 8.12
    1,1-dichloroethane 9.42
    2-methyl-1-pentanol 15.54
    methyl formate 15.39
    2-methyl-1-butanol 11.08
    n-decane 0.47
    butyronitrile 13.85
    3,7-dimethyl-1-octanol 8.82
    1-chlorooctane 3.0
    1-chlorotetradecane 1.87
    n-nonane 0.33
    undecane 0.42
    tert-butylcyclohexane 1.16
    cyclooctane 0.12
    cyclopentanol 5.43
    tetrahydropyran 26.08
    tert-amyl methyl ether 25.94
    2,5,8-trioxanonane 132.94
    1-hexene 1.92
    2-isopropoxyethanol 32.56
    2,2,2-trifluoroethanol 10.48
    methyl butyrate 31.36

    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