3,4-Methylenedioxyphenol

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  • Identifiers

    CAS number
    533-31-3

    Molecular formula
    C7H6O3

    SMILES
    C1OC2=C(O1)C=C(C=C2)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Phenolic 76.94%
    Spicy 58.12%
    Sweet 42.88%
    Vanilla 41.86%
    Smoky 40.8%
    Medicinal 36.65%
    Creamy 29.01%
    Balsamic 28.0%
    Burnt 27.58%
    Woody 25.8%

     

    Flavor
    Bitter 77.34%
    Sweet 35.28%
    Coconut 29.57%
    Tonka 29.52%
    Vanilla 27.47%
    Woody 25.52%
    Phenolic 24.73%
    Creamy 24.66%
    Eugenol 23.21%
    Powdery 23.11%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.2

    pKa est.
    8.95 (weak base)

    Molecular weight
    138.12 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Melting point expt.

    • 64.9 °C
    • 65.8 °C

    Boiling point

    • 272.00 to 274.00 °C. @ 760.00 mm Hg

    Flash point

    • 128.9 ˚C est.

    Solubility expt.

    • slightly

  • Synonyms

    • Sesamol
    • 533-31-3
    • 1,3-Benzodioxol-5-ol
    • 3,4-Methylenedioxyphenol
    • 5-Hydroxy-1,3-benzodioxole
    • 3,4-(Methylenedioxy)phenol
    • Methylene ether of oxyhydroquinone
    • 3,4-Methylendioxyphenol
    • Phenol, 3,4-(methylenedioxy)-
    • 5-Benzodioxolol
    • 2H-1,3-Benzodioxol-5-Ol
    • benzo[d][1,3]dioxol-5-ol
    • MFCD00005827
    • CCRIS 1386
    • benzodioxol-5-ol
    • EINECS 208-561-5
    • UNII-94IEA0NV89
    • NSC 59256
    • BRN 0127405
    • 94IEA0NV89
    • DTXSID9021267
    • ORISTAR MDP
    • AI3-17298
    • NSC-59256
    • CHEBI:9126
    • DTXCID101267
    • HSDB 8495
    • 1,3-Benzodioxol-5-ol (Sesamol)
    • 5-19-02-00532 (Beilstein Handbook Reference)
    • 4-hydroxy-1,2-methylenedioxybenzene
    • sesamol lithium
    • sesamol sodium
    • sesamol, ion (1+)
    • sesamol titanium (+4)
    • BZX
    • 1,2,4-Benzenetriol methylene ether
    • Sesamol (Standard)
    • Sesamol, 98%
    • 3ao1
    • 1,3-dioxaindan-5-ol
    • 4,5-methylenedioxyphenol
    • 3,4-methylendioxy-phenol
    • benzo[1,3]dioxol-5-ol
    • 3,4-methylenedioxy phenol
    • 3,4-methylenedioxy-phenol
    • 1, 3-Benzodioxol-5-ol
    • 3,4 Methylenedioxy Phenol
    • (3,4-methylenedioxy)phenol
    • Sesamol, analytical standard
    • Phenol,4-(methylenedioxy)-
    • SCHEMBL20959
    • 5-Hydroxybenzo[1,3]dioxole
    • 3,4-(Methylenedioxy)-Phenol
    • 5-hydroxy-1,3-benzodioxolane
    • 5-hydroxy-benzo[1.3]dioxole
    • 5-Hydroxy-1, 3-benzodioxole
    • 5-hydroxylbenzo[1,3]dioxolane
    • 1,3-Benzodioxol-5-ol, 9CI
    • CHEMBL1517998
    • BDBM36291
    • HY-N1417R
    • WLN: T56 BO DO CHJ GQ
    • BCP14043
    • HY-N1417
    • NSC59256
    • YLB93205
    • Tox21_201211
    • 3,4-(Methylenedioxy)phenol; 1,3-Benzodioxol-5-ol; 5-Benzodioxolol
    • BBL027539
    • s3626
    • STK568334
    • Sesamol, purum, >=98.0% (GC)
    • AKOS005493905
    • CCG-266144
    • FS38157
    • GF-0128
    • SDCCGMLS-0066221.P001
    • NCGC00091628-01
    • NCGC00091628-02
    • NCGC00258763-01
    • AC-11668
    • AC-35089
    • CAS-533-31-3
    • Sesamol, Vetec(TM) reagent grade, 98%
    • SY015819
    • DB-021955
    • CS-0016841
    • NS00013864
    • S0418
    • EN300-19382
    • A25062
    • Q418080
    • SR-01000944738
    • SR-01000944738-1
    • F0001-1376
    • Z104473678
    • InChI=1/C7H6O3/c8-5-1-2-6-7(3-5)10-4-9-6/h1-3,8H,4H
    • 208-561-5
    • 5-Hydroxy-1,3-benzodioxole;5-Benzodioxolol;3,4-Methylendioxyphenol;3,4-methylenedioxyphenoL;3,4-(Methylenedioxy)phenol, sesamoL;1,3-Benzodioxol-5-ol

  • Applications

    3,4-Methylenedioxyphenol (CAS 533-31-3) is a reactive phenolic building block used as an intermediate in organic synthesis. In fragrance and flavor chemistry, it can serve as a precursor to benzodioxole-containing aroma compounds. In polymers and coatings, it provides a benzodioxole-based scaffold that can be transformed into dyes, pigments, or specialty polymers and can act as a source of phenolic antioxidants for coatings and plastics. In pharmaceutical and agrochemical development, it is evaluated as a starting material for various intermediates. It may also be used in cosmetics/personal care ingredient synthesis as part of fragrance- or flavor-related formulations, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 135.66
    methanol 187.18
    isopropanol 128.2
    water 26.19
    ethyl acetate 90.71
    n-propanol 107.0
    acetone 200.72
    n-butanol 74.79
    acetonitrile 139.97
    DMF 586.64
    toluene 8.86
    isobutanol 78.61
    1,4-dioxane 242.34
    methyl acetate 139.12
    THF 268.85
    2-butanone 117.38
    n-pentanol 66.02
    sec-butanol 90.88
    n-hexane 2.22
    ethylene glycol 225.86
    NMP 180.16
    cyclohexane 1.47
    DMSO 710.68
    n-butyl acetate 36.99
    n-octanol 44.8
    chloroform 83.58
    n-propyl acetate 63.37
    acetic acid 103.64
    dichloromethane 92.25
    cyclohexanone 79.61
    propylene glycol 137.53
    isopropyl acetate 56.04
    DMAc 378.52
    2-ethoxyethanol 275.46
    isopentanol 64.79
    n-heptane 4.27
    ethyl formate 89.28
    1,2-dichloroethane 73.47
    n-hexanol 57.15
    2-methoxyethanol 405.2
    isobutyl acetate 39.31
    tetrachloromethane 21.5
    n-pentyl acetate 32.12
    transcutol 265.0
    n-heptanol 38.37
    ethylbenzene 10.41
    MIBK 65.55
    2-propoxyethanol 193.4
    tert-butanol 154.42
    MTBE 66.54
    2-butoxyethanol 97.9
    propionic acid 85.91
    o-xylene 12.71
    formic acid 155.99
    diethyl ether 57.16
    m-xylene 13.91
    p-xylene 16.71
    chlorobenzene 18.54
    dimethyl carbonate 101.29
    n-octane 2.96
    formamide 259.31
    cyclopentanone 156.38
    2-pentanone 84.62
    anisole 69.07
    cyclopentyl methyl ether 75.73
    gamma-butyrolactone 177.34
    1-methoxy-2-propanol 269.61
    pyridine 63.64
    3-pentanone 59.99
    furfural 160.01
    n-dodecane 4.26
    diethylene glycol 303.95
    diisopropyl ether 21.38
    tert-amyl alcohol 94.95
    acetylacetone 137.75
    n-hexadecane 4.64
    acetophenone 61.59
    methyl propionate 105.8
    isopentyl acetate 37.4
    trichloroethylene 107.85
    n-nonanol 40.35
    cyclohexanol 46.7
    benzyl alcohol 57.35
    2-ethylhexanol 32.82
    isooctanol 32.82
    dipropyl ether 36.66
    1,2-dichlorobenzene 26.67
    ethyl lactate 71.03
    propylene carbonate 71.43
    n-methylformamide 278.41
    2-pentanol 54.63
    n-pentane 1.99
    1-propoxy-2-propanol 105.51
    1-methoxy-2-propyl acetate 75.28
    2-(2-methoxypropoxy) propanol 96.88
    mesitylene 12.68
    ε-caprolactone 69.24
    p-cymene 14.52
    epichlorohydrin 211.11
    1,1,1-trichloroethane 54.67
    2-aminoethanol 194.35
    morpholine-4-carbaldehyde 298.6
    sulfolane 213.42
    2,2,4-trimethylpentane 2.77
    2-methyltetrahydrofuran 106.39
    n-hexyl acetate 47.78
    isooctane 3.01
    2-(2-butoxyethoxy)ethanol 120.69
    sec-butyl acetate 38.7
    tert-butyl acetate 64.19
    decalin 2.93
    glycerin 272.31
    diglyme 227.62
    acrylic acid 88.25
    isopropyl myristate 27.78
    n-butyric acid 75.35
    acetyl acetate 60.85
    di(2-ethylhexyl) phthalate 27.03
    ethyl propionate 61.81
    nitromethane 345.12
    1,2-diethoxyethane 70.05
    benzonitrile 46.97
    trioctyl phosphate 25.58
    1-bromopropane 26.69
    gamma-valerolactone 206.61
    n-decanol 33.04
    triethyl phosphate 32.2
    4-methyl-2-pentanol 40.17
    propionitrile 85.61
    vinylene carbonate 75.03
    1,1,2-trichlorotrifluoroethane 201.36
    DMS 55.76
    cumene 12.55
    2-octanol 29.38
    2-hexanone 61.77
    octyl acetate 33.22
    limonene 16.81
    1,2-dimethoxyethane 310.78
    ethyl orthosilicate 29.77
    tributyl phosphate 27.32
    diacetone alcohol 113.62
    N,N-dimethylaniline 51.66
    acrylonitrile 132.04
    aniline 34.19
    1,3-propanediol 196.65
    bromobenzene 15.59
    dibromomethane 43.67
    1,1,2,2-tetrachloroethane 94.73
    2-methyl-cyclohexyl acetate 32.73
    tetrabutyl urea 40.27
    diisobutyl methanol 27.62
    2-phenylethanol 54.71
    styrene 11.36
    dioctyl adipate 37.16
    dimethyl sulfate 184.1
    ethyl butyrate 39.0
    methyl lactate 112.71
    butyl lactate 38.09
    diethyl carbonate 32.36
    propanediol butyl ether 93.94
    triethyl orthoformate 34.33
    p-tert-butyltoluene 15.71
    methyl 4-tert-butylbenzoate 60.35
    morpholine 229.26
    tert-butylamine 66.59
    n-dodecanol 27.81
    dimethoxymethane 303.05
    ethylene carbonate 63.15
    cyrene 95.48
    2-ethoxyethyl acetate 53.54
    2-ethylhexyl acetate 27.19
    1,2,4-trichlorobenzene 31.86
    4-methylpyridine 58.12
    dibutyl ether 31.97
    2,6-dimethyl-4-heptanol 27.62
    DEF 123.1
    dimethyl isosorbide 121.92
    tetrachloroethylene 62.56
    eugenol 76.71
    triacetin 56.29
    span 80 60.94
    1,4-butanediol 130.43
    1,1-dichloroethane 61.38
    2-methyl-1-pentanol 50.04
    methyl formate 216.39
    2-methyl-1-butanol 55.67
    n-decane 5.56
    butyronitrile 63.46
    3,7-dimethyl-1-octanol 40.13
    1-chlorooctane 20.71
    1-chlorotetradecane 11.24
    n-nonane 4.88
    undecane 4.76
    tert-butylcyclohexane 3.78
    cyclooctane 1.16
    cyclopentanol 78.13
    tetrahydropyran 79.65
    tert-amyl methyl ether 49.57
    2,5,8-trioxanonane 174.49
    1-hexene 9.13
    2-isopropoxyethanol 160.0
    2,2,2-trifluoroethanol 107.13
    methyl butyrate 74.94

    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