Isovanillic Acid

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  • Identifiers

    CAS number
    645-08-9

    Molecular formula
    C8H8O4

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Vanilla 66.79%
    Phenolic 62.43%
    Balsamic 54.7%
    Sweet 53.64%
    Creamy 46.06%
    Odorless 40.62%
    Powdery 39.14%
    Milky 37.68%
    Spicy 34.06%
    Smoky 32.96%

     

    Flavor
    Sweet 67.45%
    Phenolic 47.96%
    Vanilla 41.26%
    Creamy 40.86%
    Powdery 37.54%
    Faint 36.02%
    Mild 35.6%
    Balsamic 34.06%
    Odorless 33.5%
    Caramel 32.04%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.4

    pKa est.
    7.15 (neutral)

    Molecular weight
    168.15 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    345°C

    Flash point

    • 160.8 ˚C est.

  • Synonyms

    • 3-HYDROXY-4-METHOXYBENZOIC ACID
    • Isovanillic acid
    • 645-08-9
    • Acide isovanillique
    • 3-Hydroxy-p-anisic acid
    • 3-Hydroxyanisic acid
    • A8D1DUX2PR
    • CHEBI:63798
    • DTXSID40214745
    • RefChem:792443
    • DTXCID70137236
    • 211-430-5
    • Benzoic acid, 3-hydroxy-4-methoxy-
    • MFCD00002507
    • p-Anisic acid, 3-hydroxy-
    • 3-Hydroxy-4-methoxy-benzoic acid
    • CHEMBL88700
    • 4-methoxy-3-oxidanyl-benzoic acid
    • 74309-78-7
    • EINECS 211-430-5
    • BRN 2208365
    • 3-Hydroxy-4-Methoxy Benzoic Acid
    • Isovanillic acid, 97%
    • UNII-A8D1DUX2PR
    • SCHEMBL180473
    • orb1301509
    • SCHEMBL29883459
    • 3-hydroxyl-4-methoxybenzoic acid
    • ALBB-013960
    • BB_NC-02259
    • HY-N6864
    • 3-hydroxy-4-(methyloxy)benzoic acid
    • BBL027386
    • BDBM50405313
    • EBC-47440
    • s5162
    • SBB058347
    • STL372962
    • AKOS000277443
    • AC-2478
    • CCG-266344
    • CS-W014300
    • FH38016
    • GS-3245
    • SY001558
    • DB-054678
    • I0295
    • NS00014856
    • ST45022148
    • EN300-99197
    • F079455
    • Q1674563
    • Z381356676
    • InChI=1/C8H8O4/c1-12-7-3-2-5(8(10)11)4-6(7)9/h2-4,9H,1H3,(H,10,11
    • L6X
    • 645-08-9

  • Applications

    Isovanillic Acid (CAS 645-08-9) is an aromatic carboxylic acid bearing hydroxy and methoxy substituents and is primarily used as an intermediate in organic synthesis. In fragrance and flavor applications, it is viewed as a building block for aromatic compounds used in perfumery and flavor formulations. In pharmaceutical synthesis, it commonly serves as a starting material for the preparation of more complex organic molecules. In polymer and coatings technology, it can be converted to phenolic derivatives and monomeric precursors used in plastics, resins, and coating systems. In broader industrial synthesis, it plays a role as an intermediate in various synthetic routes for phenolic compounds and related research products.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 61.96
    methanol 89.5
    isopropanol 42.3
    water 4.55
    ethyl acetate 15.08
    n-propanol 37.83
    acetone 30.35
    n-butanol 26.97
    acetonitrile 5.7
    DMF 272.62
    toluene 1.48
    isobutanol 19.66
    1,4-dioxane 33.0
    methyl acetate 20.19
    THF 109.32
    2-butanone 22.48
    n-pentanol 17.0
    sec-butanol 33.07
    n-hexane 0.61
    ethylene glycol 51.95
    NMP 172.3
    cyclohexane 0.5
    DMSO 399.79
    n-butyl acetate 11.47
    n-octanol 7.69
    chloroform 1.79
    n-propyl acetate 10.04
    acetic acid 35.39
    dichloromethane 3.99
    cyclohexanone 15.61
    propylene glycol 36.98
    isopropyl acetate 11.29
    DMAc 190.2
    2-ethoxyethanol 97.65
    isopentanol 24.63
    n-heptane 0.87
    ethyl formate 13.0
    1,2-dichloroethane 6.71
    n-hexanol 15.72
    2-methoxyethanol 170.18
    isobutyl acetate 2.82
    tetrachloromethane 1.32
    n-pentyl acetate 8.01
    transcutol 174.34
    n-heptanol 9.17
    ethylbenzene 1.87
    MIBK 15.4
    2-propoxyethanol 61.73
    tert-butanol 79.68
    MTBE 33.44
    2-butoxyethanol 28.98
    propionic acid 23.5
    o-xylene 3.18
    formic acid 97.04
    diethyl ether 22.06
    m-xylene 2.23
    p-xylene 1.63
    chlorobenzene 1.55
    dimethyl carbonate 23.65
    n-octane 0.29
    formamide 207.73
    cyclopentanone 37.45
    2-pentanone 20.68
    anisole 17.41
    cyclopentyl methyl ether 30.85
    gamma-butyrolactone 54.15
    1-methoxy-2-propanol 125.21
    pyridine 11.09
    3-pentanone 14.02
    furfural 54.14
    n-dodecane 0.22
    diethylene glycol 81.62
    diisopropyl ether 6.96
    tert-amyl alcohol 63.18
    acetylacetone 25.44
    n-hexadecane 0.24
    acetophenone 17.93
    methyl propionate 22.71
    isopentyl acetate 10.54
    trichloroethylene 7.7
    n-nonanol 7.09
    cyclohexanol 12.34
    benzyl alcohol 14.98
    2-ethylhexanol 8.65
    isooctanol 7.26
    dipropyl ether 11.11
    1,2-dichlorobenzene 3.06
    ethyl lactate 17.06
    propylene carbonate 19.63
    n-methylformamide 101.89
    2-pentanol 21.59
    n-pentane 0.92
    1-propoxy-2-propanol 40.97
    1-methoxy-2-propyl acetate 28.61
    2-(2-methoxypropoxy) propanol 44.07
    mesitylene 2.13
    ε-caprolactone 21.88
    p-cymene 3.18
    epichlorohydrin 54.09
    1,1,1-trichloroethane 2.37
    2-aminoethanol 72.31
    morpholine-4-carbaldehyde 117.84
    sulfolane 120.52
    2,2,4-trimethylpentane 1.05
    2-methyltetrahydrofuran 46.82
    n-hexyl acetate 11.25
    isooctane 0.62
    2-(2-butoxyethoxy)ethanol 51.81
    sec-butyl acetate 6.8
    tert-butyl acetate 25.73
    decalin 0.56
    glycerin 87.1
    diglyme 105.1
    acrylic acid 27.82
    isopropyl myristate 5.03
    n-butyric acid 17.81
    acetyl acetate 8.12
    di(2-ethylhexyl) phthalate 7.53
    ethyl propionate 11.81
    nitromethane 70.06
    1,2-diethoxyethane 25.08
    benzonitrile 5.12
    trioctyl phosphate 5.52
    1-bromopropane 2.95
    gamma-valerolactone 56.43
    n-decanol 4.99
    triethyl phosphate 10.8
    4-methyl-2-pentanol 13.4
    propionitrile 5.47
    vinylene carbonate 13.08
    1,1,2-trichlorotrifluoroethane 50.7
    DMS 13.74
    cumene 2.06
    2-octanol 5.49
    2-hexanone 10.56
    octyl acetate 6.79
    limonene 4.77
    1,2-dimethoxyethane 95.79
    ethyl orthosilicate 9.73
    tributyl phosphate 6.73
    diacetone alcohol 56.52
    N,N-dimethylaniline 18.35
    acrylonitrile 9.52
    aniline 8.04
    1,3-propanediol 67.71
    bromobenzene 1.05
    dibromomethane 2.28
    1,1,2,2-tetrachloroethane 7.65
    2-methyl-cyclohexyl acetate 10.66
    tetrabutyl urea 11.55
    diisobutyl methanol 6.99
    2-phenylethanol 13.77
    styrene 2.01
    dioctyl adipate 9.89
    dimethyl sulfate 63.48
    ethyl butyrate 11.52
    methyl lactate 36.34
    butyl lactate 13.22
    diethyl carbonate 9.59
    propanediol butyl ether 31.47
    triethyl orthoformate 11.83
    p-tert-butyltoluene 3.61
    methyl 4-tert-butylbenzoate 24.92
    morpholine 59.3
    tert-butylamine 30.25
    n-dodecanol 3.41
    dimethoxymethane 120.25
    ethylene carbonate 9.67
    cyrene 49.5
    2-ethoxyethyl acetate 17.64
    2-ethylhexyl acetate 7.44
    1,2,4-trichlorobenzene 4.62
    4-methylpyridine 10.78
    dibutyl ether 6.21
    2,6-dimethyl-4-heptanol 6.99
    DEF 48.99
    dimethyl isosorbide 70.16
    tetrachloroethylene 7.79
    eugenol 25.89
    triacetin 19.14
    span 80 23.08
    1,4-butanediol 29.28
    1,1-dichloroethane 2.23
    2-methyl-1-pentanol 15.91
    methyl formate 52.25
    2-methyl-1-butanol 22.76
    n-decane 0.41
    butyronitrile 5.15
    3,7-dimethyl-1-octanol 8.32
    1-chlorooctane 2.03
    1-chlorotetradecane 0.77
    n-nonane 0.37
    undecane 0.29
    tert-butylcyclohexane 0.68
    cyclooctane 0.32
    cyclopentanol 22.19
    tetrahydropyran 14.18
    tert-amyl methyl ether 34.72
    2,5,8-trioxanonane 77.6
    1-hexene 2.04
    2-isopropoxyethanol 48.47
    2,2,2-trifluoroethanol 24.57
    methyl butyrate 15.22

    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