2-Hydroxychalcone

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  • Identifiers

    CAS number
    644-78-0

    Molecular formula
    C15H12O2

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Balsamic 61.85%
    Spicy 58.09%
    Sweet 41.77%
    Herbal 37.28%
    Phenolic 36.23%
    Vanilla 36.03%
    Cinnamon 34.19%
    Warm 31.52%
    Bitter 29.66%
    Aromatic 29.53%

     

    Flavor
    Bitter 71.23%
    Balsam 33.67%
    Honey 27.11%
    Odorless 23.81%
    Nitrile 23.06%
    Urine 21.94%
    Lovage 21.03%
    Very strong 20.97%
    Indole 20.63%
    Naphthelene 20.61%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.3

    pKa est.
    8.67 (weak base)

    Molecular weight
    224.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    406°C

    Flash point

    • 182.75 ˚C est.

  • Synonyms

    • 2-Hydroxychalcone
    • 644-78-0
    • 42224-53-3
    • (E)-3-(2-hydroxyphenyl)-1-phenylprop-2-en-1-one
    • 2-Propen-1-one, 3-(2-hydroxyphenyl)-1-phenyl-
    • 2-Hydroxybenzylidene acetophenone
    • EINECS 211-422-1
    • NSC 640539
    • AI3-00855
    • RefChem:87504
    • 211-422-1
    • 624-468-6
    • 3-(2-hydroxyphenyl)-1-phenylprop-2-en-1-one
    • (2E)-3-(2-hydroxyphenyl)-1-phenylprop-2-en-1-one
    • (E)-2-Hydroxychalcone
    • Salicylalacetophenone
    • 2-(2-Hydroxybenzal)acetophenone
    • MFCD00016449
    • MLS002608038
    • 3-(2-hydroxyphenyl)-1-phenyl-2-propen-1-one
    • NSC640539
    • (E)-3-(2-hydroxyphenyl)-1-phenyl-prop-2-en-1-one
    • Chalcone, 1
    • 2-Hydroxychalcone, 95%
    • SCHEMBL626785
    • CHEMBL147067
    • orb1299329
    • BDBM86002
    • DTXSID001316272
    • HMS3078L22
    • NSC37432
    • 2-(2-Hydroxybenzylidene)acetophenone
    • NSC-37432
    • NSC170281
    • SBB061939
    • STK093271
    • AKOS000486194
    • AKOS025309995
    • EBC-470055
    • FH43279
    • NSC-170281
    • NSC-640539
    • 6-[(1Z,2Z)-3-Hydroxy-3-phenyl-2-propene-1-ylidene]-2,4-cyclohexadiene-1-one
    • MS-10592
    • SMR001526790
    • SY057044
    • SY113882
    • HY-119931
    • CS-0078796
    • CS-0311212
    • H0234
    • NS00042209
    • ST45033206
    • D90823
    • AB-016/30005051
    • F003115
    • F996570
    • SR-01000078236
    • SR-01000078236-1
    • trans-3-(O-Hydroxyphenyl)-1-phenyl-2-propen-1-one
    • (2E)-3-(2-Hydroxyphenyl)-1-phenyl-2-propen-1-one #
    • 644-78-0

  • Applications

    2-Hydroxychalcone (CAS 644-78-0) is used as an intermediate in organic synthesis, serving as a precursor for the preparation of pharmaceuticals and agrochemicals; it also functions as a building block for the synthesis of dyes and pigments used in coatings, inks, and plastics. In polymer and materials science, it is employed as a building block for photoresponsive and UV-absorbing materials in coatings and electronic applications. In research settings, it serves as a scaffold for chalcone-based medicinal chemistry exploration. Additionally, it can act as a functional monomer or crosslinking component in specialty polymers, enabling tunable optical and electronic properties.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 13.13
    methanol 17.9
    isopropanol 6.63
    water 0.05
    ethyl acetate 73.77
    n-propanol 11.42
    acetone 43.27
    n-butanol 10.07
    acetonitrile 33.06
    DMF 110.79
    toluene 28.03
    isobutanol 6.26
    1,4-dioxane 95.64
    methyl acetate 79.0
    THF 172.02
    2-butanone 74.62
    n-pentanol 10.91
    sec-butanol 10.9
    n-hexane 0.77
    ethylene glycol 6.13
    NMP 75.05
    cyclohexane 0.6
    DMSO 133.27
    n-butyl acetate 51.56
    n-octanol 6.2
    chloroform 64.73
    n-propyl acetate 49.92
    acetic acid 45.21
    dichloromethane 63.17
    cyclohexanone 78.5
    propylene glycol 10.26
    isopropyl acetate 56.78
    DMAc 205.54
    2-ethoxyethanol 40.92
    isopentanol 13.09
    n-heptane 1.19
    ethyl formate 25.64
    1,2-dichloroethane 91.65
    n-hexanol 13.12
    2-methoxyethanol 60.07
    isobutyl acetate 33.24
    tetrachloromethane 3.74
    n-pentyl acetate 25.94
    transcutol 569.91
    n-heptanol 8.32
    ethylbenzene 19.29
    MIBK 45.05
    2-propoxyethanol 48.93
    tert-butanol 18.1
    MTBE 37.21
    2-butoxyethanol 31.88
    propionic acid 34.01
    o-xylene 18.34
    formic acid 17.52
    diethyl ether 42.31
    m-xylene 16.26
    p-xylene 18.19
    chlorobenzene 29.54
    dimethyl carbonate 64.38
    n-octane 0.5
    formamide 72.72
    cyclopentanone 117.55
    2-pentanone 50.45
    anisole 74.23
    cyclopentyl methyl ether 43.89
    gamma-butyrolactone 163.04
    1-methoxy-2-propanol 53.2
    pyridine 99.18
    3-pentanone 54.21
    furfural 133.76
    n-dodecane 0.66
    diethylene glycol 40.44
    diisopropyl ether 15.17
    tert-amyl alcohol 23.53
    acetylacetone 130.34
    n-hexadecane 0.79
    acetophenone 70.09
    methyl propionate 68.08
    isopentyl acetate 57.86
    trichloroethylene 192.1
    n-nonanol 7.72
    cyclohexanol 11.01
    benzyl alcohol 32.77
    2-ethylhexanol 13.35
    isooctanol 9.11
    dipropyl ether 29.06
    1,2-dichlorobenzene 39.25
    ethyl lactate 28.75
    propylene carbonate 76.1
    n-methylformamide 48.45
    2-pentanol 10.14
    n-pentane 0.37
    1-propoxy-2-propanol 41.14
    1-methoxy-2-propyl acetate 92.83
    2-(2-methoxypropoxy) propanol 77.49
    mesitylene 12.08
    ε-caprolactone 84.83
    p-cymene 12.67
    epichlorohydrin 207.53
    1,1,1-trichloroethane 44.26
    2-aminoethanol 14.12
    morpholine-4-carbaldehyde 131.04
    sulfolane 186.41
    2,2,4-trimethylpentane 1.53
    2-methyltetrahydrofuran 61.38
    n-hexyl acetate 32.98
    isooctane 1.21
    2-(2-butoxyethoxy)ethanol 95.28
    sec-butyl acetate 46.06
    tert-butyl acetate 81.15
    decalin 2.42
    glycerin 24.91
    diglyme 233.97
    acrylic acid 40.88
    isopropyl myristate 19.54
    n-butyric acid 37.32
    acetyl acetate 65.54
    di(2-ethylhexyl) phthalate 18.66
    ethyl propionate 53.53
    nitromethane 171.13
    1,2-diethoxyethane 119.87
    benzonitrile 40.13
    trioctyl phosphate 10.96
    1-bromopropane 20.07
    gamma-valerolactone 158.74
    n-decanol 6.28
    triethyl phosphate 33.99
    4-methyl-2-pentanol 11.01
    propionitrile 29.63
    vinylene carbonate 72.27
    1,1,2-trichlorotrifluoroethane 110.35
    DMS 73.61
    cumene 13.27
    2-octanol 5.19
    2-hexanone 47.16
    octyl acetate 19.5
    limonene 15.8
    1,2-dimethoxyethane 112.01
    ethyl orthosilicate 32.13
    tributyl phosphate 17.93
    diacetone alcohol 79.76
    N,N-dimethylaniline 41.38
    acrylonitrile 56.04
    aniline 32.52
    1,3-propanediol 19.34
    bromobenzene 29.27
    dibromomethane 28.32
    1,1,2,2-tetrachloroethane 144.94
    2-methyl-cyclohexyl acetate 44.02
    tetrabutyl urea 24.29
    diisobutyl methanol 14.86
    2-phenylethanol 31.99
    styrene 24.43
    dioctyl adipate 38.89
    dimethyl sulfate 115.6
    ethyl butyrate 54.46
    methyl lactate 43.01
    butyl lactate 27.82
    diethyl carbonate 42.57
    propanediol butyl ether 31.45
    triethyl orthoformate 45.78
    p-tert-butyltoluene 12.99
    methyl 4-tert-butylbenzoate 56.89
    morpholine 86.73
    tert-butylamine 9.69
    n-dodecanol 5.29
    dimethoxymethane 110.12
    ethylene carbonate 50.14
    cyrene 55.28
    2-ethoxyethyl acetate 69.68
    2-ethylhexyl acetate 42.58
    1,2,4-trichlorobenzene 57.96
    4-methylpyridine 64.5
    dibutyl ether 23.54
    2,6-dimethyl-4-heptanol 14.86
    DEF 74.86
    dimethyl isosorbide 141.81
    tetrachloroethylene 68.25
    eugenol 53.33
    triacetin 76.62
    span 80 42.88
    1,4-butanediol 7.12
    1,1-dichloroethane 33.69
    2-methyl-1-pentanol 16.27
    methyl formate 40.34
    2-methyl-1-butanol 12.28
    n-decane 0.9
    butyronitrile 19.41
    3,7-dimethyl-1-octanol 12.36
    1-chlorooctane 5.72
    1-chlorotetradecane 3.18
    n-nonane 0.66
    undecane 0.76
    tert-butylcyclohexane 2.79
    cyclooctane 0.41
    cyclopentanol 10.98
    tetrahydropyran 48.52
    tert-amyl methyl ether 37.62
    2,5,8-trioxanonane 159.89
    1-hexene 6.05
    2-isopropoxyethanol 34.11
    2,2,2-trifluoroethanol 19.91
    methyl butyrate 57.23

    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