2-Hydroxy-3,4-dimethoxybenzoic acid

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  • Identifiers

    CAS number
    5653-46-3

    Molecular formula
    C9H10O5

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Phenolic 58.0%
    Vanilla 56.89%
    Sweet 54.69%
    Balsamic 48.63%
    Spicy 40.37%
    Smoky 36.61%
    Odorless 36.39%
    Powdery 35.52%
    Creamy 33.54%
    Woody 32.96%

     

    Flavor
    Sweet 40.5%
    Phenolic 38.89%
    Odorless 33.72%
    Mild 30.97%
    Woody 30.36%
    Powdery 29.36%
    Vanilla 28.08%
    Faint 27.98%
    Smoky 27.92%
    Creamy 27.57%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.9

    pKa est.
    7.43 (neutral)

    Molecular weight
    198.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    363°C

    Flash point

    • 157.78 ˚C est.

  • Synonyms

    • 2-Hydroxy-3,4-dimethoxybenzoic acid
    • 5653-46-3
    • 3,4-Dimethoxysalicylic acid
    • NSC-37414
    • 4GXH7ZBU3C
    • DTXSID50205088
    • RefChem:1063335
    • DTXCID50127579
    • 227-096-9
    • Benzoic acid, 2-hydroxy-3,4-dimethoxy-
    • MFCD00016498
    • VERATRIC ACID, 2-HYDROXY-
    • 3,4-dimethoxy-2-hydroxybenzoic acid
    • 2-Hydroxy-3,4-dimethoxybenzoicacid
    • EINECS 227-096-9
    • Spectrum_001290
    • Spectrum2_001921
    • Spectrum3_001124
    • Spectrum4_001968
    • Spectrum5_000841
    • BSPBio_002587
    • KBioGR_002440
    • KBioSS_001770
    • SCHEMBL419244
    • SPECTRUM1400164
    • SPBio_001921
    • orb1710772
    • CHEMBL1487905
    • KBio2_001770
    • KBio2_004338
    • KBio2_006906
    • KBio3_002087
    • CHEBI:184501
    • ALBB-025280
    • NSC37414
    • CCG-38488
    • NSC 37414
    • SBB072468
    • 2-hydroxy-3,4-dimethoxy-benzoic acid
    • AKOS000278042
    • DS-6113
    • EBC-617438
    • FD70162
    • NCGC00095870-01
    • NCGC00095870-02
    • PD002500
    • SY110466
    • CS-0036288
    • NS00033538
    • ST45028286
    • W11087
    • F240193
    • SR-05000002439
    • SR-05000002439-1
    • 6-(dihydroxymethylidene)-2,3-dimethoxycyclohexa-2,4-dien-1-one
    • 5653-46-3

  • Applications

    2-Hydroxy-3,4-dimethoxybenzoic acid (CAS 5653-46-3) is primarily used as an organic synthesis intermediate across several industries, notably as a building block for fragrance and flavor compounds and as a basis for the preparation of small-molecule pharmaceutical intermediates. It serves as a versatile starting material for aromatic derivatives, enabling further functionalization to yield more complex actives or specialty chemicals. In cosmetics and personal care, it is commonly evaluated as a precursor for aroma ingredients and scent components. In coatings, inks, and plastics, the compound can be transformed into monomers or functionalized intermediates used in specialty coatings and polymer formulations. Its use is subject to local regulations and formulation limits, and it is typically handled as a specialized intermediate in synthetic workflows.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 41.0
    methanol 59.71
    isopropanol 22.31
    water 0.61
    ethyl acetate 32.18
    n-propanol 27.72
    acetone 52.95
    n-butanol 22.63
    acetonitrile 20.25
    DMF 336.65
    toluene 2.4
    isobutanol 13.61
    1,4-dioxane 36.48
    methyl acetate 31.52
    THF 171.99
    2-butanone 37.54
    n-pentanol 18.51
    sec-butanol 20.92
    n-hexane 1.2
    ethylene glycol 56.63
    NMP 273.43
    cyclohexane 0.86
    DMSO 879.35
    n-butyl acetate 30.77
    n-octanol 12.82
    chloroform 16.17
    n-propyl acetate 25.61
    acetic acid 50.59
    dichloromethane 36.12
    cyclohexanone 53.94
    propylene glycol 31.53
    isopropyl acetate 21.79
    DMAc 161.8
    2-ethoxyethanol 81.24
    isopentanol 17.79
    n-heptane 2.0
    ethyl formate 30.53
    1,2-dichloroethane 42.65
    n-hexanol 24.28
    2-methoxyethanol 169.49
    isobutyl acetate 9.45
    tetrachloromethane 5.14
    n-pentyl acetate 16.96
    transcutol 99.93
    n-heptanol 14.71
    ethylbenzene 3.9
    MIBK 25.16
    2-propoxyethanol 77.84
    tert-butanol 39.56
    MTBE 17.83
    2-butoxyethanol 36.57
    propionic acid 36.61
    o-xylene 4.89
    formic acid 81.06
    diethyl ether 20.95
    m-xylene 4.59
    p-xylene 3.99
    chlorobenzene 6.44
    dimethyl carbonate 45.72
    n-octane 0.74
    formamide 179.96
    cyclopentanone 115.15
    2-pentanone 39.13
    anisole 19.66
    cyclopentyl methyl ether 46.8
    gamma-butyrolactone 195.67
    1-methoxy-2-propanol 110.23
    pyridine 20.27
    3-pentanone 27.45
    furfural 121.4
    n-dodecane 0.66
    diethylene glycol 103.13
    diisopropyl ether 7.02
    tert-amyl alcohol 29.97
    acetylacetone 58.97
    n-hexadecane 0.76
    acetophenone 29.92
    methyl propionate 48.85
    isopentyl acetate 23.48
    trichloroethylene 53.5
    n-nonanol 12.02
    cyclohexanol 18.05
    benzyl alcohol 20.15
    2-ethylhexanol 15.26
    isooctanol 11.52
    dipropyl ether 17.43
    1,2-dichlorobenzene 12.57
    ethyl lactate 35.66
    propylene carbonate 69.22
    n-methylformamide 154.05
    2-pentanol 17.09
    n-pentane 1.22
    1-propoxy-2-propanol 53.55
    1-methoxy-2-propyl acetate 54.77
    2-(2-methoxypropoxy) propanol 41.67
    mesitylene 4.42
    ε-caprolactone 58.12
    p-cymene 7.16
    epichlorohydrin 154.21
    1,1,1-trichloroethane 14.16
    2-aminoethanol 55.74
    morpholine-4-carbaldehyde 156.14
    sulfolane 429.28
    2,2,4-trimethylpentane 1.21
    2-methyltetrahydrofuran 60.75
    n-hexyl acetate 22.92
    isooctane 0.93
    2-(2-butoxyethoxy)ethanol 46.93
    sec-butyl acetate 14.14
    tert-butyl acetate 35.11
    decalin 1.45
    glycerin 91.26
    diglyme 96.34
    acrylic acid 45.88
    isopropyl myristate 9.55
    n-butyric acid 35.53
    acetyl acetate 20.16
    di(2-ethylhexyl) phthalate 12.38
    ethyl propionate 27.73
    nitromethane 155.56
    1,2-diethoxyethane 23.63
    benzonitrile 14.64
    trioctyl phosphate 11.68
    1-bromopropane 12.75
    gamma-valerolactone 137.81
    n-decanol 9.04
    triethyl phosphate 23.09
    4-methyl-2-pentanol 11.18
    propionitrile 17.03
    vinylene carbonate 49.31
    1,1,2-trichlorotrifluoroethane 123.61
    DMS 33.81
    cumene 4.44
    2-octanol 9.33
    2-hexanone 24.8
    octyl acetate 13.57
    limonene 10.62
    1,2-dimethoxyethane 100.46
    ethyl orthosilicate 19.01
    tributyl phosphate 13.12
    diacetone alcohol 70.5
    N,N-dimethylaniline 20.74
    acrylonitrile 31.71
    aniline 11.56
    1,3-propanediol 59.82
    bromobenzene 5.17
    dibromomethane 19.21
    1,1,2,2-tetrachloroethane 45.89
    2-methyl-cyclohexyl acetate 24.09
    tetrabutyl urea 20.62
    diisobutyl methanol 9.92
    2-phenylethanol 25.55
    styrene 3.59
    dioctyl adipate 18.42
    dimethyl sulfate 149.38
    ethyl butyrate 26.16
    methyl lactate 66.43
    butyl lactate 22.58
    diethyl carbonate 21.04
    propanediol butyl ether 33.82
    triethyl orthoformate 22.13
    p-tert-butyltoluene 7.52
    methyl 4-tert-butylbenzoate 37.79
    morpholine 65.4
    tert-butylamine 16.73
    n-dodecanol 6.58
    dimethoxymethane 145.52
    ethylene carbonate 37.94
    cyrene 62.24
    2-ethoxyethyl acetate 28.26
    2-ethylhexyl acetate 18.04
    1,2,4-trichlorobenzene 16.77
    4-methylpyridine 19.87
    dibutyl ether 9.67
    2,6-dimethyl-4-heptanol 9.92
    DEF 69.21
    dimethyl isosorbide 90.71
    tetrachloroethylene 33.03
    eugenol 34.1
    triacetin 32.54
    span 80 28.84
    1,4-butanediol 25.09
    1,1-dichloroethane 13.84
    2-methyl-1-pentanol 14.6
    methyl formate 109.24
    2-methyl-1-butanol 16.2
    n-decane 1.11
    butyronitrile 15.4
    3,7-dimethyl-1-octanol 11.74
    1-chlorooctane 5.9
    1-chlorotetradecane 2.38
    n-nonane 1.0
    undecane 0.86
    tert-butylcyclohexane 1.38
    cyclooctane 0.64
    cyclopentanol 34.79
    tetrahydropyran 23.23
    tert-amyl methyl ether 19.45
    2,5,8-trioxanonane 67.72
    1-hexene 3.98
    2-isopropoxyethanol 40.28
    2,2,2-trifluoroethanol 42.83
    methyl butyrate 35.52

    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