2,3-Dimethoxy-2'-hydroxychalcone

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  • Identifiers

    CAS number
    42220-80-4

    Molecular formula
    C17H16O4

    SMILES
    COC1=CC=CC(=C1OC)/C=C/C(=O)C2=CC=CC=C2O

    Safety labels

  • Odor profile

    Fragrance
    Sweet 69.74%
    Spicy 60.22%
    Vanilla 57.62%
    Balsamic 53.76%
    Floral 38.65%
    Powdery 37.76%
    Warm 35.25%
    Clove 33.72%
    Phenolic 33.46%
    Creamy 32.59%

     

    Flavor
    Bitter 78.35%
    Odorless 26.16%
    Lovage 20.83%
    Parsley 20.12%
    Ethyl benzoate 19.59%
    Broom 19.59%
    Bland 19.45%
    Nitrile 19.34%
    Heather 19.27%
    Genet 19.17%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.8

    pKa est.
    8.87 (weak base)

    Molecular weight
    284.31 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    462°C

    Flash point

    • 180.33 ˚C est.

  • Synonyms

    • 2,3-dimethoxy-2'-hydroxychalcone
    • (E)-3-(2,3-dimethoxyphenyl)-1-(2-hydroxyphenyl)prop-2-en-1-one
    • 2-Propen-1-one, 3-(2,3-dimethoxyphenyl)-1-(2-hydroxyphenyl)-
    • RefChem:81787
    • HKKXNGSRSNONCJ-ZHACJKMWSA-N
    • 42220-80-4
    • 2'-HYDROXY-2,3-DIMETHOXYCHALCONE
    • 34000-33-4
    • 2-Propen-1-one, 3-(2,3-dimethoxyphenyl)-1-(2-hydroxyphenyl)-, (2E)-
    • MFCD00016444
    • CHEMBL492959
    • (2E)-3-(2,3-dimethoxyphenyl)-1-(2-hydroxyphenyl)prop-2-en-1-one
    • (2E)-3-(2,3-Dimethoxyphenyl)-1-(2-hydroxyphenyl)-2-propen-1-one
    • 3-(2,3-dimethoxyphenyl)-1-(2-hydroxyphenyl)prop-2-en-1-one
    • VJF3CDH5PW
    • 3-(2,3-Dimethoxyphenyl)-1-(2-hydroxyphenyl)-2-propen-1-one
    • SCHEMBL5084423
    • 2Hydroxy-2,3-dimethoxychalcone
    • DTXSID001369257
    • 2,3-dimethoxy-2''-hydroxychalcone
    • BDBM50257725
    • SBB057846
    • AKOS024287245
    • Chalcone, 2'-hydroxy-2,3-dimethoxy-
    • FD67160
    • PD180134
    • 2,3-Dimethoxy-2'-hydroxychalcone, AldrichCPR
    • Chalcone, 2'-hydroxy-2,3-dimethoxy-, (E)-
    • 42220-80-4

  • Applications

    2,3-Dimethoxy-2'-hydroxychalcone, CAS 42220-80-4, is primarily used as an organic synthesis intermediate and building block for chalcone and flavonoid derivatives. In pharmaceutical research it is evaluated as a scaffold for medicinal chemistry and for the preparation of more complex bioactive compounds. In fragrance and flavor chemistry it can serve as a fragrance precursor or specialty aroma ingredient. In polymers and coatings it is studied as a chromophore-containing monomer or additive for dye formulations and UV-curable systems. In cosmetics and personal care it is explored as a phenolic intermediate for formulation components, subject to formulation limits and local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 11.19
    methanol 11.1
    isopropanol 9.74
    water 0.02
    ethyl acetate 71.42
    n-propanol 12.4
    acetone 133.65
    n-butanol 10.51
    acetonitrile 51.43
    DMF 161.56
    toluene 22.5
    isobutanol 9.41
    1,4-dioxane 136.1
    methyl acetate 75.41
    THF 402.06
    2-butanone 79.77
    n-pentanol 14.33
    sec-butanol 13.54
    n-hexane 4.36
    ethylene glycol 8.41
    NMP 111.58
    cyclohexane 6.31
    DMSO 454.67
    n-butyl acetate 45.88
    n-octanol 9.79
    chloroform 201.77
    n-propyl acetate 52.75
    acetic acid 48.31
    dichloromethane 250.32
    cyclohexanone 116.84
    propylene glycol 9.43
    isopropyl acetate 48.87
    DMAc 142.5
    2-ethoxyethanol 55.15
    isopentanol 12.71
    n-heptane 4.13
    ethyl formate 34.67
    1,2-dichloroethane 191.67
    n-hexanol 17.74
    2-methoxyethanol 67.16
    isobutyl acetate 32.72
    tetrachloromethane 20.3
    n-pentyl acetate 30.07
    transcutol 132.05
    n-heptanol 11.26
    ethylbenzene 18.1
    MIBK 46.77
    2-propoxyethanol 60.52
    tert-butanol 27.52
    MTBE 38.48
    2-butoxyethanol 31.69
    propionic acid 30.24
    o-xylene 17.93
    formic acid 15.31
    diethyl ether 60.78
    m-xylene 15.92
    p-xylene 20.38
    chlorobenzene 42.11
    dimethyl carbonate 68.69
    n-octane 2.38
    formamide 48.01
    cyclopentanone 230.96
    2-pentanone 66.51
    anisole 50.18
    cyclopentyl methyl ether 84.82
    gamma-butyrolactone 228.38
    1-methoxy-2-propanol 55.18
    pyridine 79.22
    3-pentanone 69.56
    furfural 136.54
    n-dodecane 2.02
    diethylene glycol 53.22
    diisopropyl ether 19.09
    tert-amyl alcohol 24.18
    acetylacetone 131.32
    n-hexadecane 2.38
    acetophenone 54.11
    methyl propionate 71.74
    isopentyl acetate 42.88
    trichloroethylene 285.58
    n-nonanol 11.43
    cyclohexanol 21.14
    benzyl alcohol 31.35
    2-ethylhexanol 16.91
    isooctanol 11.44
    dipropyl ether 36.39
    1,2-dichlorobenzene 48.25
    ethyl lactate 33.55
    propylene carbonate 78.8
    n-methylformamide 53.59
    2-pentanol 11.43
    n-pentane 2.61
    1-propoxy-2-propanol 47.03
    1-methoxy-2-propyl acetate 74.84
    2-(2-methoxypropoxy) propanol 44.45
    mesitylene 12.21
    ε-caprolactone 85.94
    p-cymene 13.82
    epichlorohydrin 294.04
    1,1,1-trichloroethane 108.95
    2-aminoethanol 11.91
    morpholine-4-carbaldehyde 123.58
    sulfolane 334.2
    2,2,4-trimethylpentane 2.69
    2-methyltetrahydrofuran 108.52
    n-hexyl acetate 34.32
    isooctane 2.04
    2-(2-butoxyethoxy)ethanol 51.87
    sec-butyl acetate 36.83
    tert-butyl acetate 66.97
    decalin 5.14
    glycerin 25.46
    diglyme 128.33
    acrylic acid 39.77
    isopropyl myristate 19.07
    n-butyric acid 34.75
    acetyl acetate 61.05
    di(2-ethylhexyl) phthalate 17.56
    ethyl propionate 55.25
    nitromethane 184.03
    1,2-diethoxyethane 64.49
    benzonitrile 37.54
    trioctyl phosphate 13.47
    1-bromopropane 54.61
    gamma-valerolactone 181.34
    n-decanol 9.76
    triethyl phosphate 36.55
    4-methyl-2-pentanol 10.42
    propionitrile 39.12
    vinylene carbonate 71.38
    1,1,2-trichlorotrifluoroethane 137.33
    DMS 63.34
    cumene 13.63
    2-octanol 8.85
    2-hexanone 52.66
    octyl acetate 22.18
    limonene 19.58
    1,2-dimethoxyethane 127.72
    ethyl orthosilicate 31.85
    tributyl phosphate 19.11
    diacetone alcohol 63.7
    N,N-dimethylaniline 33.9
    acrylonitrile 63.03
    aniline 30.05
    1,3-propanediol 18.56
    bromobenzene 44.85
    dibromomethane 146.27
    1,1,2,2-tetrachloroethane 200.21
    2-methyl-cyclohexyl acetate 39.96
    tetrabutyl urea 26.94
    diisobutyl methanol 14.21
    2-phenylethanol 32.76
    styrene 21.6
    dioctyl adipate 31.86
    dimethyl sulfate 138.52
    ethyl butyrate 45.29
    methyl lactate 46.44
    butyl lactate 25.01
    diethyl carbonate 37.22
    propanediol butyl ether 22.77
    triethyl orthoformate 40.08
    p-tert-butyltoluene 13.21
    methyl 4-tert-butylbenzoate 46.43
    morpholine 117.0
    tert-butylamine 14.44
    n-dodecanol 8.36
    dimethoxymethane 148.95
    ethylene carbonate 59.41
    cyrene 56.1
    2-ethoxyethyl acetate 55.53
    2-ethylhexyl acetate 34.53
    1,2,4-trichlorobenzene 58.08
    4-methylpyridine 53.05
    dibutyl ether 24.45
    2,6-dimethyl-4-heptanol 14.21
    DEF 73.44
    dimethyl isosorbide 97.16
    tetrachloroethylene 121.22
    eugenol 41.76
    triacetin 54.92
    span 80 29.96
    1,4-butanediol 11.3
    1,1-dichloroethane 101.76
    2-methyl-1-pentanol 16.19
    methyl formate 59.82
    2-methyl-1-butanol 11.93
    n-decane 3.23
    butyronitrile 27.56
    3,7-dimethyl-1-octanol 12.34
    1-chlorooctane 12.44
    1-chlorotetradecane 6.31
    n-nonane 2.94
    undecane 2.46
    tert-butylcyclohexane 4.33
    cyclooctane 2.99
    cyclopentanol 29.0
    tetrahydropyran 96.05
    tert-amyl methyl ether 35.24
    2,5,8-trioxanonane 90.26
    1-hexene 13.57
    2-isopropoxyethanol 41.88
    2,2,2-trifluoroethanol 35.34
    methyl butyrate 58.9

    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