2',4'-Dihydroxyacetophenone

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  • Identifiers

    CAS number
    89-84-9

    Molecular formula
    C8H8O3

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

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Phenolic 70.59%
    Sweet 68.1%
    Vanilla 44.74%
    Medicinal 41.61%
    Balsamic 41.03%
    Woody 40.34%
    Spicy 38.66%
    Nutty 37.87%
    Bitter 37.23%
    Burnt 36.31%

     

    Flavor
    Phenolic 56.71%
    Sweet 38.88%
    Nutty 37.52%
    Bitter 37.12%
    Mild 35.24%
    Hawthorn 26.47%
    Odorless 26.44%
    Musty 26.14%
    Tobacco 25.5%
    Powdery 24.61%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.7

    pKa est.
    9.26 (weak base)

    Molecular weight
    152.15 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    322°C

    Melting point expt.

    • 147 °C

    Flash point

    • 165.12 ˚C est.

  • Synonyms

    • 89-84-9
    • 2',4'-DIHYDROXYACETOPHENONE
    • 2,4-Dihydroxyacetophenone
    • 1-(2,4-Dihydroxyphenyl)ethanone
    • Resacetophenone
    • 4-Acetylresorcinol
    • Resoacetophenone
    • Ethanone, 1-(2,4-dihydroxyphenyl)-
    • 1-(2,4-dihydroxyphenyl)ethan-1-one
    • UC3V356VZC
    • NSC-10883
    • DTXSID4058998
    • CHEBI:18414
    • RefChem:47128
    • DTXCID7048667
    • 201-945-3
    • 1-Acetyl-2,4-dihydroxybenzene
    • MFCD00002279
    • Resorcinol, 4-acetyl-
    • Acetophenone, 2',4'-dihydroxy-
    • 1-(2,4-dihydroxy-phenyl)-ethanone
    • NSC 10883
    • .beta.-Resacetophenone
    • 2,4-dihyroxyacetophenone
    • 1-Acetylbenzene-2,4-diol
    • 4-Acetyl-1,3-benzenediol
    • 2',4'-Dihydroxy-acetophenone
    • CHEMBL243374
    • WLN: QR CQ DV1
    • EINECS 201-945-3
    • UNII-UC3V356VZC
    • BRN 1282505
    • AI3-00866
    • beta-Resacetophenone
    • 4-Acetyl-Resorcinol
    • 2,4-dihydroxy actophenone
    • 2'4'-dihydroxyacetophenone
    • 2,4,-dihydroxyacetophenone
    • 2,4-Dihydroxy Acetophenone
    • RESACETOPHENONE [MI]
    • SCHEMBL26357
    • 4-08-00-01792 (Beilstein Handbook Reference)
    • BIDD:ER0659
    • 2',4'-dihydroxy acetophenone
    • acetophenone, 2,4-dihydroxy-
    • 1,3-Dihydroxy-4-acetylbenzene
    • orb1303800
    • SCHEMBL7406901
    • 2'',4''-dihydroxyacetophenone
    • 2\',4\'-dihydroxyacetophenone
    • SCHEMBL10839514
    • SCHEMBL29443437
    • SCHEMBL29443438
    • 1-(2,4-Dihydroxyphenyl)-ethanone
    • BB_SC-06691
    • HY-Y0694
    • NSC10883
    • NSC37559
    • STR03384
    • 2',4'-Dihydroxyacetophenone, 99%
    • BBL012128
    • BDBM50241221
    • MSK001884
    • NSC-37559
    • s4762
    • SBB040836
    • STK084318
    • AKOS000119522
    • AC-1105
    • CCG-259076
    • CS-W008599
    • EBC-152336
    • FD22096
    • FS-3456
    • 1-(2,4-Dihydroxyphenyl)ethanone, 9CI
    • MSK001884-1000B
    • ST053782
    • SY004020
    • D0561
    • NS00039344
    • EN300-18418
    • C03663
    • S12324
    • AK-087/40177797
    • F209091
    • Q27103063
    • Resacetophenone,1-?(2,?4-?Dihydroxyphenyl)?ethanone
    • Z57101026
    • F1995-0239
    • 2',4'-Dihydroxyacetophenone Solution in Acetone, 1000ug/mL
    • 2 inverted exclamation mark ,4 inverted exclamation mark -Dihydroxyacetophenone
    • InChI=1/C8H8O3/c1-5(9)7-3-2-6(10)4-8(7)11/h2-4,10-11H,1H
    • 89-84-9

  • Applications

    2',4'-Dihydroxyacetophenone is primarily used as an intermediate in fragrance chemistry, serving as a precursor to phenolic fragrance compounds used in perfumery and cosmetics. It also functions as a building block in organic synthesis to access polyphenolic derivatives that serve as colorant precursors for coatings, paints, and inks. In the polymer and materials space, it can be employed as a starting material for polyphenol-based stabilizers and functional monomers for specialty polymers. Additionally, it is regarded as a synthetic precursor in pharmaceutical chemistry for the preparation of bioactive or medicinally relevant compounds. Other potential uses include research and development of dye systems and antioxidant formulations in materials and coatings.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 255.67
    methanol 380.98
    isopropanol 212.33
    water 9.02
    ethyl acetate 199.78
    n-propanol 184.57
    acetone 444.45
    n-butanol 153.63
    acetonitrile 232.46
    DMF 702.24
    toluene 3.74
    isobutanol 114.71
    1,4-dioxane 655.37
    methyl acetate 232.82
    THF 932.3
    2-butanone 171.97
    n-pentanol 102.1
    sec-butanol 105.59
    n-hexane 2.13
    ethylene glycol 130.49
    NMP 437.68
    cyclohexane 1.26
    DMSO 667.44
    n-butyl acetate 68.08
    n-octanol 79.55
    chloroform 11.53
    n-propyl acetate 126.27
    acetic acid 293.1
    dichloromethane 30.27
    cyclohexanone 169.21
    propylene glycol 134.78
    isopropyl acetate 107.49
    DMAc 337.6
    2-ethoxyethanol 292.79
    isopentanol 104.39
    n-heptane 4.48
    ethyl formate 179.57
    1,2-dichloroethane 35.67
    n-hexanol 82.44
    2-methoxyethanol 563.22
    isobutyl acetate 60.72
    tetrachloromethane 2.96
    n-pentyl acetate 62.53
    transcutol 635.99
    n-heptanol 48.63
    ethylbenzene 5.05
    MIBK 99.5
    2-propoxyethanol 263.46
    tert-butanol 223.74
    MTBE 94.56
    2-butoxyethanol 131.87
    propionic acid 171.66
    o-xylene 6.52
    formic acid 201.58
    diethyl ether 130.32
    m-xylene 7.8
    p-xylene 7.58
    chlorobenzene 9.79
    dimethyl carbonate 151.47
    n-octane 2.47
    formamide 372.88
    cyclopentanone 354.22
    2-pentanone 171.4
    anisole 53.62
    cyclopentyl methyl ether 156.03
    gamma-butyrolactone 587.33
    1-methoxy-2-propanol 387.03
    pyridine 46.46
    3-pentanone 86.5
    furfural 266.19
    n-dodecane 3.83
    diethylene glycol 291.51
    diisopropyl ether 30.88
    tert-amyl alcohol 108.34
    acetylacetone 262.25
    n-hexadecane 4.23
    acetophenone 54.5
    methyl propionate 181.48
    isopentyl acetate 53.69
    trichloroethylene 42.37
    n-nonanol 71.94
    cyclohexanol 76.02
    benzyl alcohol 46.59
    2-ethylhexanol 41.34
    isooctanol 38.51
    dipropyl ether 68.89
    1,2-dichlorobenzene 13.65
    ethyl lactate 90.25
    propylene carbonate 233.67
    n-methylformamide 414.91
    2-pentanol 86.6
    n-pentane 2.27
    1-propoxy-2-propanol 158.14
    1-methoxy-2-propyl acetate 128.61
    2-(2-methoxypropoxy) propanol 149.0
    mesitylene 7.28
    ε-caprolactone 190.28
    p-cymene 10.01
    epichlorohydrin 425.96
    1,1,1-trichloroethane 20.38
    2-aminoethanol 185.73
    morpholine-4-carbaldehyde 509.34
    sulfolane 488.03
    2,2,4-trimethylpentane 2.44
    2-methyltetrahydrofuran 321.02
    n-hexyl acetate 116.23
    isooctane 2.66
    2-(2-butoxyethoxy)ethanol 246.42
    sec-butyl acetate 64.78
    tert-butyl acetate 115.57
    decalin 2.53
    glycerin 218.37
    diglyme 405.04
    acrylic acid 152.37
    isopropyl myristate 48.33
    n-butyric acid 178.36
    acetyl acetate 138.24
    di(2-ethylhexyl) phthalate 41.61
    ethyl propionate 113.44
    nitromethane 725.74
    1,2-diethoxyethane 152.96
    benzonitrile 42.08
    trioctyl phosphate 39.98
    1-bromopropane 14.65
    gamma-valerolactone 520.9
    n-decanol 56.66
    triethyl phosphate 42.43
    4-methyl-2-pentanol 50.73
    propionitrile 112.24
    vinylene carbonate 161.77
    1,1,2-trichlorotrifluoroethane 168.31
    DMS 104.15
    cumene 7.07
    2-octanol 37.99
    2-hexanone 104.05
    octyl acetate 67.98
    limonene 16.69
    1,2-dimethoxyethane 421.32
    ethyl orthosilicate 38.41
    tributyl phosphate 44.45
    diacetone alcohol 179.85
    N,N-dimethylaniline 35.3
    acrylonitrile 133.01
    aniline 23.34
    1,3-propanediol 269.97
    bromobenzene 5.71
    dibromomethane 11.64
    1,1,2,2-tetrachloroethane 32.01
    2-methyl-cyclohexyl acetate 53.03
    tetrabutyl urea 58.72
    diisobutyl methanol 32.37
    2-phenylethanol 48.05
    styrene 5.03
    dioctyl adipate 71.44
    dimethyl sulfate 199.86
    ethyl butyrate 71.43
    methyl lactate 148.56
    butyl lactate 69.2
    diethyl carbonate 54.95
    propanediol butyl ether 155.18
    triethyl orthoformate 56.96
    p-tert-butyltoluene 10.3
    methyl 4-tert-butylbenzoate 84.59
    morpholine 564.85
    tert-butylamine 79.71
    n-dodecanol 43.0
    dimethoxymethane 504.04
    ethylene carbonate 159.95
    cyrene 150.8
    2-ethoxyethyl acetate 119.17
    2-ethylhexyl acetate 38.4
    1,2,4-trichlorobenzene 18.82
    4-methylpyridine 51.55
    dibutyl ether 70.7
    2,6-dimethyl-4-heptanol 32.37
    DEF 179.17
    dimethyl isosorbide 247.76
    tetrachloroethylene 15.41
    eugenol 88.5
    triacetin 124.58
    span 80 111.55
    1,4-butanediol 103.61
    1,1-dichloroethane 23.97
    2-methyl-1-pentanol 61.9
    methyl formate 426.42
    2-methyl-1-butanol 85.32
    n-decane 6.09
    butyronitrile 109.9
    3,7-dimethyl-1-octanol 59.74
    1-chlorooctane 26.94
    1-chlorotetradecane 12.7
    n-nonane 5.17
    undecane 4.83
    tert-butylcyclohexane 3.13
    cyclooctane 0.95
    cyclopentanol 150.11
    tetrahydropyran 223.21
    tert-amyl methyl ether 66.15
    2,5,8-trioxanonane 286.85
    1-hexene 9.86
    2-isopropoxyethanol 169.4
    2,2,2-trifluoroethanol 135.17
    methyl butyrate 136.85

    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