3-Hydroxyacetaminophen

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  • Identifiers

    CAS number
    37519-14-5

    Molecular formula
    C8H9NO3

    SMILES
    CC(=O)NC1=CC(=C(C=C1)O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 59.94%
    Savory 31.36%
    Meaty 30.26%
    Burnt 30.22%
    Phenolic 25.37%
    Milky 22.03%
    Bitter 21.9%
    Cooked 21.37%
    Fruity 19.85%
    Vanilla 18.66%

     

    Flavor
    Odorless 46.61%
    Mild 46.14%
    Phenolic 34.64%
    Bitter 28.79%
    Fruity 24.69%
    Nutty 23.37%
    Very mild 22.64%
    Sour 22.42%
    Milky 22.33%
    Bland 22.22%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.2

    pKa est.
    9.95 (weak base)

    Molecular weight
    167.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    409°C

    Flash point

    • 182.72 ˚C est.

  • Synonyms

    • 3-Hydroxyacetaminophen
    • 37519-14-5
    • N-(3,4-Dihydroxyphenyl)acetamide
    • Acetaminophen metabolite 3-hydroxy-acetaminophen
    • Acetamide, N-(3,4-dihydroxyphenyl)-
    • 4-Acetylaminopyrocatechol
    • UNII-IX22A3NJLN
    • IX22A3NJLN
    • DTXSID50190960
    • ACETANILIDE, 3',4'-DIHYDROXY-
    • N-(3,4-Dihdyroxyphenyl)acetamide
    • MFCD00871145
    • 3-hydroxy-paracetamol
    • SCHEMBL3192352
    • DTXCID90113451
    • HY-G0004
    • N-(3,4-Dihydroxyphenyl)acetamide #
    • AKOS006273180
    • N-[3,4-bis(oxidanyl)phenyl]ethanamide
    • BS-28150
    • DA-70487
    • PD100518
    • Acetaminophenmetabolite3-hydroxy-acetaminophen
    • NS00116103
    • S10202
    • A826172
    • Q27280929

  • Applications

    3-Hydroxyacetaminophen is primarily used as a pharmaceutical intermediate derived from the acetaminophen scaffold; it is commonly used as a starting material and precursor in the synthesis of related analgesic APIs and in medicinal chemistry research. It also serves as a versatile building block in organic synthesis, enabling functionalization at the phenolic or amide sites to access novel compounds. In the chemical and dye industries, it can be used as a precursor for dye and pigment intermediates and related specialty chemicals. In research and quality-control settings, it may be used as an analytical reference standard or for method development in chromatographic analyses. Any cosmetic or formulation use would be subject to regulatory approval and formulation limits, and local regulations apply.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 67.46
    methanol 138.74
    isopropanol 43.43
    water 28.95
    ethyl acetate 7.87
    n-propanol 37.7
    acetone 38.16
    n-butanol 25.58
    acetonitrile 8.97
    DMF 202.58
    toluene 0.43
    isobutanol 21.26
    1,4-dioxane 15.57
    methyl acetate 12.54
    THF 89.91
    2-butanone 20.05
    n-pentanol 16.63
    sec-butanol 30.78
    n-hexane 0.37
    ethylene glycol 65.45
    NMP 189.17
    cyclohexane 0.17
    DMSO 362.1
    n-butyl acetate 9.48
    n-octanol 8.15
    chloroform 0.3
    n-propyl acetate 8.85
    acetic acid 56.25
    dichloromethane 0.54
    cyclohexanone 18.5
    propylene glycol 62.35
    isopropyl acetate 6.58
    DMAc 238.11
    2-ethoxyethanol 75.47
    isopentanol 23.61
    n-heptane 0.51
    ethyl formate 15.38
    1,2-dichloroethane 0.86
    n-hexanol 12.59
    2-methoxyethanol 131.5
    isobutyl acetate 3.53
    tetrachloromethane 0.47
    n-pentyl acetate 5.68
    transcutol 96.44
    n-heptanol 7.43
    ethylbenzene 0.81
    MIBK 11.81
    2-propoxyethanol 46.73
    tert-butanol 63.08
    MTBE 13.06
    2-butoxyethanol 22.7
    propionic acid 31.38
    o-xylene 1.3
    formic acid 129.42
    diethyl ether 5.94
    m-xylene 0.98
    p-xylene 1.12
    chlorobenzene 0.47
    dimethyl carbonate 12.31
    n-octane 0.19
    formamide 163.56
    cyclopentanone 41.38
    2-pentanone 14.68
    anisole 7.13
    cyclopentyl methyl ether 13.81
    gamma-butyrolactone 58.95
    1-methoxy-2-propanol 80.3
    pyridine 4.27
    3-pentanone 8.13
    furfural 46.36
    n-dodecane 0.17
    diethylene glycol 71.47
    diisopropyl ether 2.19
    tert-amyl alcohol 48.27
    acetylacetone 20.6
    n-hexadecane 0.19
    acetophenone 10.59
    methyl propionate 12.51
    isopentyl acetate 9.72
    trichloroethylene 1.32
    n-nonanol 6.97
    cyclohexanol 10.53
    benzyl alcohol 9.39
    2-ethylhexanol 7.21
    isooctanol 6.24
    dipropyl ether 5.85
    1,2-dichlorobenzene 1.05
    ethyl lactate 17.2
    propylene carbonate 25.77
    n-methylformamide 86.28
    2-pentanol 13.46
    n-pentane 0.29
    1-propoxy-2-propanol 30.47
    1-methoxy-2-propyl acetate 18.36
    2-(2-methoxypropoxy) propanol 36.65
    mesitylene 0.97
    ε-caprolactone 22.34
    p-cymene 1.95
    epichlorohydrin 26.48
    1,1,1-trichloroethane 0.77
    2-aminoethanol 84.78
    morpholine-4-carbaldehyde 94.05
    sulfolane 117.66
    2,2,4-trimethylpentane 0.42
    2-methyltetrahydrofuran 28.35
    n-hexyl acetate 9.96
    isooctane 0.25
    2-(2-butoxyethoxy)ethanol 39.18
    sec-butyl acetate 5.22
    tert-butyl acetate 12.29
    decalin 0.27
    glycerin 106.21
    diglyme 61.69
    acrylic acid 32.94
    isopropyl myristate 3.93
    n-butyric acid 21.48
    acetyl acetate 6.34
    di(2-ethylhexyl) phthalate 8.02
    ethyl propionate 8.47
    nitromethane 76.69
    1,2-diethoxyethane 11.06
    benzonitrile 4.71
    trioctyl phosphate 5.8
    1-bromopropane 0.6
    gamma-valerolactone 59.11
    n-decanol 4.95
    triethyl phosphate 8.81
    4-methyl-2-pentanol 8.96
    propionitrile 6.47
    vinylene carbonate 16.33
    1,1,2-trichlorotrifluoroethane 38.36
    DMS 9.86
    cumene 1.16
    2-octanol 4.71
    2-hexanone 10.84
    octyl acetate 6.0
    limonene 2.76
    1,2-dimethoxyethane 76.58
    ethyl orthosilicate 7.4
    tributyl phosphate 6.97
    diacetone alcohol 38.2
    N,N-dimethylaniline 7.86
    acrylonitrile 9.75
    aniline 3.06
    1,3-propanediol 73.72
    bromobenzene 0.28
    dibromomethane 0.36
    1,1,2,2-tetrachloroethane 1.52
    2-methyl-cyclohexyl acetate 9.75
    tetrabutyl urea 11.87
    diisobutyl methanol 5.14
    2-phenylethanol 9.34
    styrene 0.61
    dioctyl adipate 8.38
    dimethyl sulfate 36.6
    ethyl butyrate 9.22
    methyl lactate 30.07
    butyl lactate 13.17
    diethyl carbonate 7.6
    propanediol butyl ether 34.06
    triethyl orthoformate 8.66
    p-tert-butyltoluene 1.86
    methyl 4-tert-butylbenzoate 17.57
    morpholine 34.4
    tert-butylamine 16.75
    n-dodecanol 3.42
    dimethoxymethane 50.27
    ethylene carbonate 12.51
    cyrene 43.38
    2-ethoxyethyl acetate 10.85
    2-ethylhexyl acetate 7.07
    1,2,4-trichlorobenzene 1.59
    4-methylpyridine 5.75
    dibutyl ether 4.11
    2,6-dimethyl-4-heptanol 5.14
    DEF 28.92
    dimethyl isosorbide 47.01
    tetrachloroethylene 1.5
    eugenol 19.67
    triacetin 15.11
    span 80 21.55
    1,4-butanediol 35.3
    1,1-dichloroethane 0.44
    2-methyl-1-pentanol 15.16
    methyl formate 54.46
    2-methyl-1-butanol 22.62
    n-decane 0.3
    butyronitrile 6.77
    3,7-dimethyl-1-octanol 7.53
    1-chlorooctane 1.2
    1-chlorotetradecane 0.52
    n-nonane 0.27
    undecane 0.22
    tert-butylcyclohexane 0.35
    cyclooctane 0.13
    cyclopentanol 20.96
    tetrahydropyran 7.56
    tert-amyl methyl ether 13.81
    2,5,8-trioxanonane 48.11
    1-hexene 1.18
    2-isopropoxyethanol 37.73
    2,2,2-trifluoroethanol 31.23
    methyl butyrate 13.9

    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