Methyl dihydroxybenzoate

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    2150-46-1

    Molecular formula
    C8H8O4

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

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Phenolic 65.93%
    Sweet 43.5%
    Odorless 42.64%
    Vanilla 36.96%
    Medicinal 33.12%
    Aromatic 32.47%
    Balsamic 30.48%
    Spicy 29.82%
    Smoky 28.45%
    Burnt 28.05%

    Scent© AI

  • Properties

    XLogP3-AA
    2.6

    Molecular weight
    168.15 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    311°C

    Flash point est.
    148.84 ˚C

  • Synonyms

    • Methyl 2,5-dihydroxybenzoate
    • 2150-46-1
    • Methyl gentisate
    • methyl dihydroxybenzoate
    • 2,5-Dihydroxybenzoic acid methyl ester
    • Benzoic acid, 2,5-dihydroxy-, methyl ester
    • Gentisic acid, methyl ester
    • LS28B004KM
    • METIL GENTISATO
    • ORISTAR MDHB25
    • MFCD00016464
    • NSC-618316
    • CHEMBL1978880
    • METHOXYCARBONYLHYDROQUINONE
    • DTXSID80175841
    • METHYL GENTISATE [WHO-DD]
    • EINECS 218-427-8
    • 2-METHOXYCARBONYL-1,4-BENZENEDIOL
    • methyl2,5-dihydroxybenzoate
    • AI3-61026
    • Gentisic Acid Methyl Ester
    • Methyl 2,?5-?Dihydroxybenzoate
    • Methyl-2,5-dihydroxybenzoate
    • UNII-LS28B004KM
    • SCHEMBL38890
    • DTXCID6098332
    • CHEBI:191966
    • BBL013231
    • BDBM50428375
    • Methyl 2,5-dihydroxybenzoate, 99%
    • NSC618316
    • STK424580
    • AKOS003268039
    • CCG-357000
    • CS-W013234
    • HY-W012518
    • METHYL DIHYDROXYBENZOATE [INCI]
    • NSC 618316
    • 2,5-dihydroxy-benzoic acid methyl ester
    • AC-11755
    • Benzoic acid, 2,5dihydroxy, methyl ester
    • DS-13898
    • NCI60_005545
    • SY015102
    • DB-045602
    • M2006
    • NS00026884
    • EN300-295104
    • O11858
    • Q27283153
    • Z275165842
    • 2,5-Dihydroxybenzoic Acid Methyl Ester; 2-Methoxycarbonyl-1,4-Benzenediol;
    • Methoxycarbonylhydroquinone; Methyl 2,5-dihydroxybenzoate; Methyl Gentisate;
    • InChI=1/C8H8O4/c1-12-8(11)6-4-5(9)2-3-7(6)10/h2-4,9-10H,1H
    • 218-427-8

  • Applications

    Methyl dihydroxybenzoate (CAS 2150-46-1) is used as a phenolic benzoate intermediate in the synthesis of pharmaceuticals, agrochemicals, and dyes, serving as a versatile building block for ethers/esters, metal-chelating ligands, and heterocyclic scaffolds; in materials and personal care it can act as an antioxidant and UV-stabilization synergist to protect formulations, as a fragrance stabilizer, and as a polyester modifier via transesterification, and in research it is employed as an analytical reference, a platform for supramolecular motifs based on intramolecular hydrogen bonding, and a probe for bioactivity and redox mechanisms, with use subject to appropriate safety and regulatory requirements.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 134.77
    methanol 181.95
    isopropanol 103.47
    water 5.04
    ethyl acetate 45.43
    n-propanol 93.81
    acetone 183.39
    n-butanol 75.18
    acetonitrile 84.77
    DMF 434.24
    toluene 14.72
    isobutanol 57.42
    1,4-dioxane 141.87
    methyl acetate 92.53
    THF 353.86
    2-butanone 109.71
    n-pentanol 59.39
    sec-butanol 71.6
    n-hexane 1.33
    ethylene glycol 106.2
    NMP 155.38
    cyclohexane 2.09
    DMSO 651.44
    n-butyl acetate 22.54
    n-octanol 29.51
    chloroform 24.55
    n-propyl acetate 30.69
    acetic acid 43.72
    dichloromethane 51.32
    cyclohexanone 70.88
    propylene glycol 53.58
    isopropyl acetate 23.64
    DMAc 336.04
    2-ethoxyethanol 151.29
    isopentanol 62.61
    n-heptane 2.55
    ethyl formate 71.61
    1,2-dichloroethane 51.12
    n-hexanol 46.07
    2-methoxyethanol 249.68
    isobutyl acetate 13.07
    tetrachloromethane 6.14
    n-pentyl acetate 17.01
    transcutol 58.72
    n-heptanol 30.32
    ethylbenzene 15.73
    MIBK 38.12
    2-propoxyethanol 97.96
    tert-butanol 177.86
    MTBE 50.2
    2-butoxyethanol 51.4
    propionic acid 36.32
    o-xylene 18.28
    formic acid 76.48
    diethyl ether 34.65
    m-xylene 16.41
    p-xylene 18.08
    chlorobenzene 14.64
    dimethyl carbonate 47.02
    n-octane 1.69
    formamide 191.97
    cyclopentanone 153.16
    2-pentanone 68.7
    anisole 53.67
    cyclopentyl methyl ether 54.63
    gamma-butyrolactone 145.62
    1-methoxy-2-propanol 123.04
    pyridine 58.35
    3-pentanone 42.04
    furfural 103.66
    n-dodecane 2.37
    diethylene glycol 126.03
    diisopropyl ether 8.98
    tert-amyl alcohol 104.01
    acetylacetone 65.38
    n-hexadecane 2.58
    acetophenone 46.33
    methyl propionate 60.31
    isopentyl acetate 20.0
    trichloroethylene 57.54
    n-nonanol 26.97
    cyclohexanol 41.36
    benzyl alcohol 52.04
    2-ethylhexanol 25.5
    isooctanol 23.84
    dipropyl ether 21.05
    1,2-dichlorobenzene 17.03
    ethyl lactate 29.79
    propylene carbonate 48.67
    n-methylformamide 207.37
    2-pentanol 38.44
    n-pentane 1.32
    1-propoxy-2-propanol 51.26
    1-methoxy-2-propyl acetate 35.78
    2-(2-methoxypropoxy) propanol 44.09
    mesitylene 10.51
    ε-caprolactone 56.55
    p-cymene 11.34
    epichlorohydrin 181.61
    1,1,1-trichloroethane 23.17
    2-aminoethanol 119.47
    morpholine-4-carbaldehyde 147.04
    sulfolane 175.93
    2,2,4-trimethylpentane 1.7
    2-methyltetrahydrofuran 105.19
    n-hexyl acetate 24.74
    isooctane 1.34
    2-(2-butoxyethoxy)ethanol 50.44
    sec-butyl acetate 17.09
    tert-butyl acetate 32.85
    decalin 2.46
    glycerin 86.93
    diglyme 95.22
    acrylic acid 32.87
    isopropyl myristate 13.76
    n-butyric acid 38.75
    acetyl acetate 22.13
    di(2-ethylhexyl) phthalate 16.41
    ethyl propionate 30.99
    nitromethane 148.67
    1,2-diethoxyethane 26.23
    benzonitrile 35.7
    trioctyl phosphate 15.58
    1-bromopropane 21.27
    gamma-valerolactone 135.27
    n-decanol 22.71
    triethyl phosphate 19.57
    4-methyl-2-pentanol 24.92
    propionitrile 61.78
    vinylene carbonate 45.67
    1,1,2-trichlorotrifluoroethane 88.82
    DMS 22.7
    cumene 12.65
    2-octanol 18.88
    2-hexanone 45.11
    octyl acetate 20.0
    limonene 15.0
    1,2-dimethoxyethane 198.1
    ethyl orthosilicate 16.9
    tributyl phosphate 13.42
    diacetone alcohol 74.07
    N,N-dimethylaniline 43.9
    acrylonitrile 83.16
    aniline 33.48
    1,3-propanediol 130.3
    bromobenzene 11.73
    dibromomethane 26.17
    1,1,2,2-tetrachloroethane 50.89
    2-methyl-cyclohexyl acetate 22.84
    tetrabutyl urea 27.45
    diisobutyl methanol 16.46
    2-phenylethanol 42.05
    styrene 14.72
    dioctyl adipate 21.03
    dimethyl sulfate 79.28
    ethyl butyrate 24.26
    methyl lactate 48.92
    butyl lactate 17.19
    diethyl carbonate 19.67
    propanediol butyl ether 36.35
    triethyl orthoformate 17.51
    p-tert-butyltoluene 10.98
    methyl 4-tert-butylbenzoate 42.64
    morpholine 159.97
    tert-butylamine 63.08
    n-dodecanol 18.74
    dimethoxymethane 204.86
    ethylene carbonate 39.06
    cyrene 61.98
    2-ethoxyethyl acetate 24.25
    2-ethylhexyl acetate 14.95
    1,2,4-trichlorobenzene 20.18
    4-methylpyridine 61.06
    dibutyl ether 15.38
    2,6-dimethyl-4-heptanol 16.46
    DEF 87.61
    dimethyl isosorbide 73.57
    tetrachloroethylene 29.47
    eugenol 42.86
    triacetin 22.97
    span 80 31.04
    1,4-butanediol 66.92
    1,1-dichloroethane 28.64
    2-methyl-1-pentanol 44.94
    methyl formate 169.1
    2-methyl-1-butanol 53.18
    n-decane 3.16
    butyronitrile 56.1
    3,7-dimethyl-1-octanol 24.05
    1-chlorooctane 11.99
    1-chlorotetradecane 6.43
    n-nonane 2.62
    undecane 2.7
    tert-butylcyclohexane 2.45
    cyclooctane 1.23
    cyclopentanol 65.13
    tetrahydropyran 67.05
    tert-amyl methyl ether 40.4
    2,5,8-trioxanonane 77.77
    1-hexene 7.19
    2-isopropoxyethanol 78.63
    2,2,2-trifluoroethanol 36.27
    methyl butyrate 47.23

    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

Botanical

Name CAS Botanical Proportion
Wintergreen (China) 68917-75-9 Gaultheria procumbens L., fam. Ericaceae 0.05%