2-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)acetic acid

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  • Identifiers

    CAS number
    3695-24-7

    Molecular formula
    C9H10O5

    SMILES
    COC1=C(C=C(C=C1)C(C(=O)O)O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Vanilla 65.13%
    Sweet 61.48%
    Creamy 47.72%
    Odorless 41.01%
    Milky 40.59%
    Balsamic 38.28%
    Caramellic 37.84%
    Phenolic 35.91%
    Powdery 33.96%
    Dairy 31.55%

     

    Flavor
    Odorless 54.45%
    Mild 33.13%
    Very mild 31.3%
    Bland 30.2%
    Faint 23.41%
    Sour 23.32%
    Sweet-like 23.21%
    Phenolic 20.32%
    Cadaverous 20.11%
    Creamy 20.1%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.4

    pKa est.
    6.73 (neutral)

    Molecular weight
    198.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    378°C

    Flash point

    • 191.35 ˚C est.

  • Synonyms

    • 3695-24-7
    • 2-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)acetic acid
    • EINECS 223-017-7
    • RefChem:473050
    • 223-017-7
    • 3-Hydroxy-4-methoxymandelic acid
    • Hydroxy(3-hydroxy-4-methoxyphenyl)acetic acid
    • dl-3-Hydroxy-4-methoxymandelic acid
    • MFCD00004230
    • (2S)-2-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)acetate
    • Adrenaline Impurity 40
    • alpha,3-Dihydroxy-4-methoxybenzeneacetic Acid
    • Oprea1_658039
    • SCHEMBL352960
    • 2-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)acetic acid
    • SCHEMBL10085812
    • DTXSID70914009
    • PXMUSCHKJYFZFD-UHFFFAOYSA-N
    • 3-hydroxy-4-methoxy-mandelic acid
    • STL570290
    • AKOS003382259
    • AKOS016845795
    • FH59086
    • SB84958
    • 3-Hydroxy-4-methoxymandelic acid, 98%
    • ST086988
    • CS-0072520
    • NS00047272
    • Benzeneacetic acid, a,3-dihydroxy-4-methoxy-
    • D73864
    • EN300-235639
    • Hydroxy(3-hydroxy-4-methoxyphenyl)acetic acid #
    • 2-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)aceticacid
    • F9995-0480
    • 3695-24-7

  • Applications

    2-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)acetic acid is primarily used as an intermediate in pharmaceutical and specialty chemical synthesis; it may also serve as a starting material for the preparation of bioactive compounds. In cosmetics and personal care, it can be evaluated as a fragrance intermediate and as a precursor for antioxidant components. In the fragrance and flavor sectors, it may function as a scent-building block or aroma precursor. In polymers and coatings, it can act as a functional building block or additive for specialty polymers and coatings. In cleaning formulations, it may serve as a chelating agent or stabilizer.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 66.47
    methanol 149.17
    isopropanol 31.0
    water 9.28
    ethyl acetate 8.36
    n-propanol 32.88
    acetone 15.66
    n-butanol 19.79
    acetonitrile 2.41
    DMF 324.28
    toluene 1.12
    isobutanol 11.85
    1,4-dioxane 28.34
    methyl acetate 9.67
    THF 68.4
    2-butanone 10.74
    n-pentanol 8.17
    sec-butanol 20.21
    n-hexane 0.27
    ethylene glycol 173.94
    NMP 174.46
    cyclohexane 0.59
    DMSO 626.64
    n-butyl acetate 3.24
    n-octanol 7.27
    chloroform 0.38
    n-propyl acetate 3.76
    acetic acid 37.89
    dichloromethane 0.79
    cyclohexanone 10.78
    propylene glycol 83.59
    isopropyl acetate 5.52
    DMAc 217.68
    2-ethoxyethanol 127.01
    isopentanol 15.1
    n-heptane 1.02
    ethyl formate 7.39
    1,2-dichloroethane 2.03
    n-hexanol 10.69
    2-methoxyethanol 310.78
    isobutyl acetate 0.98
    tetrachloromethane 0.38
    n-pentyl acetate 4.25
    transcutol 111.91
    n-heptanol 9.55
    ethylbenzene 0.89
    MIBK 9.52
    2-propoxyethanol 59.15
    tert-butanol 75.07
    MTBE 12.22
    2-butoxyethanol 27.57
    propionic acid 19.57
    o-xylene 2.45
    formic acid 240.11
    diethyl ether 9.76
    m-xylene 1.96
    p-xylene 0.82
    chlorobenzene 0.47
    dimethyl carbonate 19.62
    n-octane 0.48
    formamide 371.85
    cyclopentanone 23.9
    2-pentanone 13.05
    anisole 6.58
    cyclopentyl methyl ether 19.62
    gamma-butyrolactone 40.92
    1-methoxy-2-propanol 159.17
    pyridine 6.53
    3-pentanone 7.52
    furfural 33.99
    n-dodecane 0.35
    diethylene glycol 124.3
    diisopropyl ether 3.26
    tert-amyl alcohol 40.82
    acetylacetone 22.22
    n-hexadecane 0.38
    acetophenone 8.23
    methyl propionate 18.9
    isopentyl acetate 3.46
    trichloroethylene 2.21
    n-nonanol 7.34
    cyclohexanol 12.47
    benzyl alcohol 9.26
    2-ethylhexanol 5.13
    isooctanol 7.09
    dipropyl ether 6.82
    1,2-dichlorobenzene 0.99
    ethyl lactate 15.39
    propylene carbonate 10.01
    n-methylformamide 141.19
    2-pentanol 14.38
    n-pentane 0.53
    1-propoxy-2-propanol 32.56
    1-methoxy-2-propyl acetate 15.4
    2-(2-methoxypropoxy) propanol 33.48
    mesitylene 1.95
    ε-caprolactone 14.09
    p-cymene 1.87
    epichlorohydrin 27.25
    1,1,1-trichloroethane 0.56
    2-aminoethanol 165.16
    morpholine-4-carbaldehyde 125.36
    sulfolane 119.69
    2,2,4-trimethylpentane 0.47
    2-methyltetrahydrofuran 20.92
    n-hexyl acetate 6.78
    isooctane 0.39
    2-(2-butoxyethoxy)ethanol 44.73
    sec-butyl acetate 2.29
    tert-butyl acetate 12.99
    decalin 0.35
    glycerin 219.38
    diglyme 73.1
    acrylic acid 26.18
    isopropyl myristate 3.44
    n-butyric acid 14.43
    acetyl acetate 4.34
    di(2-ethylhexyl) phthalate 5.46
    ethyl propionate 5.9
    nitromethane 65.1
    1,2-diethoxyethane 12.76
    benzonitrile 2.1
    trioctyl phosphate 4.73
    1-bromopropane 0.82
    gamma-valerolactone 51.14
    n-decanol 5.82
    triethyl phosphate 5.76
    4-methyl-2-pentanol 8.29
    propionitrile 2.7
    vinylene carbonate 7.3
    1,1,2-trichlorotrifluoroethane 52.98
    DMS 8.2
    cumene 1.04
    2-octanol 5.38
    2-hexanone 4.12
    octyl acetate 5.05
    limonene 3.0
    1,2-dimethoxyethane 82.27
    ethyl orthosilicate 5.2
    tributyl phosphate 4.07
    diacetone alcohol 52.07
    N,N-dimethylaniline 8.67
    acrylonitrile 5.49
    aniline 5.24
    1,3-propanediol 128.27
    bromobenzene 0.32
    dibromomethane 0.48
    1,1,2,2-tetrachloroethane 2.84
    2-methyl-cyclohexyl acetate 4.96
    tetrabutyl urea 9.01
    diisobutyl methanol 5.23
    2-phenylethanol 8.15
    styrene 0.82
    dioctyl adipate 6.67
    dimethyl sulfate 58.92
    ethyl butyrate 4.45
    methyl lactate 45.54
    butyl lactate 9.01
    diethyl carbonate 3.56
    propanediol butyl ether 29.81
    triethyl orthoformate 5.79
    p-tert-butyltoluene 2.33
    methyl 4-tert-butylbenzoate 17.83
    morpholine 57.19
    tert-butylamine 19.99
    n-dodecanol 4.32
    dimethoxymethane 143.87
    ethylene carbonate 5.28
    cyrene 43.28
    2-ethoxyethyl acetate 10.67
    2-ethylhexyl acetate 2.21
    1,2,4-trichlorobenzene 1.61
    4-methylpyridine 4.88
    dibutyl ether 3.79
    2,6-dimethyl-4-heptanol 5.23
    DEF 39.33
    dimethyl isosorbide 46.18
    tetrachloroethylene 3.0
    eugenol 18.94
    triacetin 12.63
    span 80 22.13
    1,4-butanediol 42.71
    1,1-dichloroethane 0.45
    2-methyl-1-pentanol 6.77
    methyl formate 70.15
    2-methyl-1-butanol 12.86
    n-decane 0.57
    butyronitrile 2.2
    3,7-dimethyl-1-octanol 6.13
    1-chlorooctane 1.64
    1-chlorotetradecane 0.84
    n-nonane 0.53
    undecane 0.44
    tert-butylcyclohexane 0.33
    cyclooctane 0.46
    cyclopentanol 18.83
    tetrahydropyran 8.84
    tert-amyl methyl ether 14.66
    2,5,8-trioxanonane 63.33
    1-hexene 0.69
    2-isopropoxyethanol 44.98
    2,2,2-trifluoroethanol 26.42
    methyl butyrate 7.03

    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