Benzoic acid, 2,4-dihydroxy-3-methyl-, methyl ester

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  • Identifiers

    CAS number
    33662-58-7

    Molecular formula
    C9H10O4

    SMILES
    CC1=C(C=CC(=C1O)C(=O)OC)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Phenolic 69.59%
    Sweet 67.41%
    Medicinal 40.5%
    Spicy 39.69%
    Vanilla 36.07%
    Woody 35.72%
    Smoky 35.13%
    Aromatic 30.39%
    Burnt 30.38%
    Bitter 28.81%

     

    Flavor
    Bitter 57.36%
    Odorless 32.14%
    Phenolic 28.76%
    Mild 27.25%
    Bland 22.9%
    Ethyl benzoate 21.48%
    Parsley 21.36%
    Orange flower 21.22%
    Eugenol 21.15%
    Lovage 20.8%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.0

    pKa est.
    8.93 (weak base)

    Molecular weight
    182.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    393°C

    Flash point

    • 151.91 ˚C est.

  • Synonyms

    • Methyl 2,4-dihydroxy-3-methylbenzoate
    • 33662-58-7
    • Methyl 3-methylresorcylate
    • Benzoic acid, 2,4-dihydroxy-3-methyl-, methyl ester
    • UNII-JFF48NPZ44
    • JFF48NPZ44
    • SEAMOSS
    • EINECS 251-618-4
    • DTXSID3067782
    • Benzoic acid, (2,4-dihydroxy-3-methyl)-, methyl ester
    • 2,4-Dihydroxy-3-methylbenzoic acid, methyl ester
    • .BETA.-RESORCYLIC ACID, 3-METHYL-, METHYL ESTER
    • 3-METHYL-2,4-DIHYDROXYBENZOIC ACID METHYL ESTER
    • sea resorcylate
    • Methyl 2,4-dihydroxy-m-toluate
    • Methyl 3-methyl-beta-resorcylate
    • methyl 3-methyl-resorcylate
    • 2,4-dihydroxy-3-methylbenzoic acid methyl ester
    • SCHEMBL2590792
    • CHEMBL4161014
    • DTXCID3038723
    • ALBB-010084
    • BBL028038
    • STK506191
    • AKOS005172357
    • Methyl 2,4-dihydroxy-3-methyl-benzoate
    • METHYL 3-METHYLRESORCYLATE [INCI]
    • VS-08651
    • METHYL 3-METHYL-.BETA.-RESORCYLATE
    • CS-0318059
    • NS00012928
    • BETA-RESORCYLIC ACID, 3-METHYL-, METHYL ESTER
    • Q27281488
    • 251-618-4

  • Applications

    Benzoic acid, 2,4-dihydroxy-3-methyl-, methyl ester (CAS 33662-58-7) is an aromatic benzoate ester bearing two hydroxy groups and a methyl ester, commonly regarded as an important intermediate in organic synthesis and a building block for derivatives used in industry. Typical real-world applications include as an intermediate for compounds in coatings/inks and polymers, a precursor in fragrance chemistry and personal care formulations, and a synthetic precursor for pharmaceutical or related compounds. It is also evaluated as a platform for esterification and other functionalization reactions. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 105.48
    methanol 135.39
    isopropanol 99.03
    water 0.49
    ethyl acetate 71.46
    n-propanol 77.55
    acetone 155.54
    n-butanol 65.56
    acetonitrile 63.96
    DMF 488.06
    toluene 8.93
    isobutanol 47.94
    1,4-dioxane 210.41
    methyl acetate 99.46
    THF 390.48
    2-butanone 108.18
    n-pentanol 57.97
    sec-butanol 70.11
    n-hexane 1.33
    ethylene glycol 51.27
    NMP 187.91
    cyclohexane 1.31
    DMSO 567.42
    n-butyl acetate 31.27
    n-octanol 25.59
    chloroform 27.91
    n-propyl acetate 45.53
    acetic acid 55.84
    dichloromethane 45.95
    cyclohexanone 90.66
    propylene glycol 44.41
    isopropyl acetate 36.75
    DMAc 234.03
    2-ethoxyethanol 148.76
    isopentanol 61.65
    n-heptane 1.61
    ethyl formate 63.26
    1,2-dichloroethane 47.68
    n-hexanol 48.04
    2-methoxyethanol 265.37
    isobutyl acetate 18.85
    tetrachloromethane 6.26
    n-pentyl acetate 23.75
    transcutol 116.67
    n-heptanol 28.8
    ethylbenzene 9.2
    MIBK 54.51
    2-propoxyethanol 112.87
    tert-butanol 175.23
    MTBE 67.22
    2-butoxyethanol 58.04
    propionic acid 49.0
    o-xylene 12.2
    formic acid 68.83
    diethyl ether 54.55
    m-xylene 12.08
    p-xylene 12.65
    chlorobenzene 13.73
    dimethyl carbonate 55.64
    n-octane 0.9
    formamide 199.32
    cyclopentanone 170.83
    2-pentanone 90.3
    anisole 46.2
    cyclopentyl methyl ether 74.37
    gamma-butyrolactone 208.59
    1-methoxy-2-propanol 172.62
    pyridine 53.42
    3-pentanone 51.19
    furfural 136.82
    n-dodecane 1.04
    diethylene glycol 119.91
    diisopropyl ether 13.01
    tert-amyl alcohol 106.25
    acetylacetone 98.49
    n-hexadecane 1.21
    acetophenone 45.46
    methyl propionate 81.5
    isopentyl acetate 28.46
    trichloroethylene 67.63
    n-nonanol 23.67
    cyclohexanol 42.29
    benzyl alcohol 44.35
    2-ethylhexanol 23.01
    isooctanol 23.29
    dipropyl ether 22.36
    1,2-dichlorobenzene 17.49
    ethyl lactate 36.51
    propylene carbonate 67.86
    n-methylformamide 225.73
    2-pentanol 45.29
    n-pentane 1.13
    1-propoxy-2-propanol 65.08
    1-methoxy-2-propyl acetate 51.42
    2-(2-methoxypropoxy) propanol 49.85
    mesitylene 9.49
    ε-caprolactone 76.26
    p-cymene 9.03
    epichlorohydrin 213.89
    1,1,1-trichloroethane 24.92
    2-aminoethanol 75.22
    morpholine-4-carbaldehyde 183.55
    sulfolane 260.25
    2,2,4-trimethylpentane 1.72
    2-methyltetrahydrofuran 139.84
    n-hexyl acetate 34.15
    isooctane 1.45
    2-(2-butoxyethoxy)ethanol 66.65
    sec-butyl acetate 24.37
    tert-butyl acetate 53.93
    decalin 1.85
    glycerin 88.14
    diglyme 127.94
    acrylic acid 45.63
    isopropyl myristate 14.27
    n-butyric acid 52.24
    acetyl acetate 31.76
    di(2-ethylhexyl) phthalate 17.59
    ethyl propionate 42.92
    nitromethane 195.97
    1,2-diethoxyethane 38.6
    benzonitrile 32.15
    trioctyl phosphate 15.06
    1-bromopropane 18.22
    gamma-valerolactone 190.76
    n-decanol 17.58
    triethyl phosphate 21.57
    4-methyl-2-pentanol 28.49
    propionitrile 47.0
    vinylene carbonate 58.48
    1,1,2-trichlorotrifluoroethane 115.1
    DMS 33.18
    cumene 8.89
    2-octanol 19.84
    2-hexanone 54.74
    octyl acetate 19.86
    limonene 12.71
    1,2-dimethoxyethane 208.54
    ethyl orthosilicate 18.55
    tributyl phosphate 14.85
    diacetone alcohol 104.26
    N,N-dimethylaniline 33.83
    acrylonitrile 67.85
    aniline 30.78
    1,3-propanediol 113.79
    bromobenzene 9.54
    dibromomethane 23.27
    1,1,2,2-tetrachloroethane 56.36
    2-methyl-cyclohexyl acetate 26.42
    tetrabutyl urea 23.23
    diisobutyl methanol 16.8
    2-phenylethanol 39.95
    styrene 9.12
    dioctyl adipate 22.33
    dimethyl sulfate 101.73
    ethyl butyrate 27.82
    methyl lactate 61.25
    butyl lactate 24.52
    diethyl carbonate 21.55
    propanediol butyl ether 49.01
    triethyl orthoformate 21.8
    p-tert-butyltoluene 9.43
    methyl 4-tert-butylbenzoate 44.5
    morpholine 225.59
    tert-butylamine 57.97
    n-dodecanol 12.41
    dimethoxymethane 252.14
    ethylene carbonate 46.59
    cyrene 69.01
    2-ethoxyethyl acetate 37.94
    2-ethylhexyl acetate 20.62
    1,2,4-trichlorobenzene 22.76
    4-methylpyridine 55.0
    dibutyl ether 16.07
    2,6-dimethyl-4-heptanol 16.8
    DEF 100.7
    dimethyl isosorbide 84.25
    tetrachloroethylene 35.18
    eugenol 44.91
    triacetin 34.71
    span 80 36.0
    1,4-butanediol 43.75
    1,1-dichloroethane 31.56
    2-methyl-1-pentanol 45.3
    methyl formate 174.59
    2-methyl-1-butanol 48.13
    n-decane 1.7
    butyronitrile 48.01
    3,7-dimethyl-1-octanol 21.73
    1-chlorooctane 8.81
    1-chlorotetradecane 3.69
    n-nonane 1.36
    undecane 1.33
    tert-butylcyclohexane 2.05
    cyclooctane 0.72
    cyclopentanol 68.69
    tetrahydropyran 94.63
    tert-amyl methyl ether 49.71
    2,5,8-trioxanonane 90.7
    1-hexene 7.06
    2-isopropoxyethanol 82.34
    2,2,2-trifluoroethanol 38.39
    methyl butyrate 58.64

    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