2-Methoxy-1,4-benzoquinone

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  • Identifiers

    CAS number
    2880-58-2

    Molecular formula
    C7H6O3

    SMILES
    COC1=CC(=O)C=CC1=O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Caramellic 84.87%
    Sweet 73.75%
    Burnt 62.94%
    Nutty 43.23%
    Roasted 40.56%
    Buttery 40.38%
    Coffee 34.66%
    Sharp 26.81%
    Spicy 26.5%
    Coumarinic 25.97%

     

    Flavor
    Caramel 41.94%
    Maple 38.64%
    Sugar 27.76%
    Buttery 23.64%
    Fenugreek 22.71%
    Extremely sweet 22.45%
    Cotton candy 22.45%
    Seedy 22.34%
    Maple syrup 21.94%
    Candy 21.94%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    -0.1

    pKa est.
    6.12 (neutral)

    Molecular weight
    138.12 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    262°C

    Melting point expt.

    • 145 °C

    Flash point

    • 88.93 ˚C est.

  • Synonyms

    • Methoxybenzoquinone
    • 2880-58-2
    • 2-methoxycyclohexa-2,5-diene-1,4-dione
    • 2-Methoxy-1,4-benzoquinone
    • 2-Methoxy-p-benzoquinone
    • Methoxy-p-benzoquinone
    • NSC-508876
    • 4JG695W2CX
    • RefChem:474124
    • 2-methoxy-para-benzoquinone
    • p-Benzoquinone, methoxy
    • 2,5-Cyclohexadiene-1,4-dione, 2-methoxy-
    • MFCD00144755
    • 2-methoxybenzo-1,4-quinone
    • 2-methoxy-2,5-Cyclohexadiene-1,4-dione
    • 2-Methoxy-[1,4]benzoquinone
    • CHEMBL430845
    • 2-methoxyquinone
    • MCW
    • 2-methoxybenzoquinone
    • CCRIS 7149
    • NSC 508876
    • methoxy-1,4-benzoquinone
    • 2 -methoxy-p-benzoquinone
    • NCIOpen2_003694
    • SCHEMBL49620
    • ghl.PD_Mitscher_leg0.149
    • DTXSID00182991
    • CHEBI:173575
    • BDBM50130360
    • NSC508876
    • AKOS015851615
    • FM65899
    • AS-64806
    • PD138963
    • SY053526
    • 2,5-Cyclohexadiene-1,4-dione,2-methoxy-
    • DB-067997
    • M1045
    • D91432
    • F229015
    • Q27463090
    • 2880-58-2

  • Applications

    2-Methoxy-1,4-benzoquinone (CAS number: 2880-58-2) is primarily used as an organic synthesis intermediate, serving as a building block for quinone-based compounds that can underpin pharmaceutical and agrochemical lead structures. It also functions as a redox-active reagent in chemical transformations and as a precursor for dyes and pigments employed in coatings and inks. In polymer and materials science, it is evaluated as a functionalized quinone building block for redox-active materials and crosslinking chemistry. Additionally, it is considered in analytical chemistry as a reference or screening reagent in certain redox assays, with use controlled by formulation limits and regulatory requirements.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 36.88
    methanol 69.22
    isopropanol 26.1
    water 4.77
    ethyl acetate 127.94
    n-propanol 26.05
    acetone 192.06
    n-butanol 24.17
    acetonitrile 153.7
    DMF 359.6
    toluene 30.67
    isobutanol 19.24
    1,4-dioxane 234.34
    methyl acetate 154.63
    THF 216.58
    2-butanone 117.38
    n-pentanol 22.47
    sec-butanol 24.02
    n-hexane 4.78
    ethylene glycol 53.7
    NMP 286.6
    cyclohexane 4.44
    DMSO 492.47
    n-butyl acetate 50.86
    n-octanol 22.9
    chloroform 164.01
    n-propyl acetate 65.05
    acetic acid 71.3
    dichloromethane 212.03
    cyclohexanone 118.37
    propylene glycol 24.65
    isopropyl acetate 67.64
    DMAc 347.13
    2-ethoxyethanol 115.13
    isopentanol 24.97
    n-heptane 4.6
    ethyl formate 96.26
    1,2-dichloroethane 159.68
    n-hexanol 27.25
    2-methoxyethanol 189.28
    isobutyl acetate 37.06
    tetrachloromethane 31.84
    n-pentyl acetate 32.15
    transcutol 177.92
    n-heptanol 17.85
    ethylbenzene 28.37
    MIBK 59.71
    2-propoxyethanol 98.63
    tert-butanol 49.96
    MTBE 49.94
    2-butoxyethanol 51.45
    propionic acid 58.52
    o-xylene 35.06
    formic acid 66.61
    diethyl ether 61.43
    m-xylene 31.42
    p-xylene 39.34
    chlorobenzene 55.68
    dimethyl carbonate 88.56
    n-octane 3.22
    formamide 129.12
    cyclopentanone 195.73
    2-pentanone 91.3
    anisole 91.31
    cyclopentyl methyl ether 78.31
    gamma-butyrolactone 261.46
    1-methoxy-2-propanol 105.2
    pyridine 105.31
    3-pentanone 81.07
    furfural 229.65
    n-dodecane 3.7
    diethylene glycol 135.14
    diisopropyl ether 21.33
    tert-amyl alcohol 37.91
    acetylacetone 159.69
    n-hexadecane 4.29
    acetophenone 85.22
    methyl propionate 117.93
    isopentyl acetate 43.16
    trichloroethylene 245.57
    n-nonanol 21.68
    cyclohexanol 31.16
    benzyl alcohol 55.43
    2-ethylhexanol 23.75
    isooctanol 16.66
    dipropyl ether 32.76
    1,2-dichlorobenzene 66.85
    ethyl lactate 50.64
    propylene carbonate 109.16
    n-methylformamide 165.27
    2-pentanol 18.69
    n-pentane 3.24
    1-propoxy-2-propanol 58.31
    1-methoxy-2-propyl acetate 74.05
    2-(2-methoxypropoxy) propanol 68.43
    mesitylene 25.16
    ε-caprolactone 107.73
    p-cymene 20.67
    epichlorohydrin 268.05
    1,1,1-trichloroethane 119.86
    2-aminoethanol 43.66
    morpholine-4-carbaldehyde 291.65
    sulfolane 326.69
    2,2,4-trimethylpentane 3.94
    2-methyltetrahydrofuran 113.45
    n-hexyl acetate 47.09
    isooctane 3.28
    2-(2-butoxyethoxy)ethanol 77.31
    sec-butyl acetate 43.95
    tert-butyl acetate 68.77
    decalin 7.71
    glycerin 67.97
    diglyme 170.88
    acrylic acid 69.03
    isopropyl myristate 25.63
    n-butyric acid 56.23
    acetyl acetate 84.4
    di(2-ethylhexyl) phthalate 25.59
    ethyl propionate 73.62
    nitromethane 326.68
    1,2-diethoxyethane 60.19
    benzonitrile 76.21
    trioctyl phosphate 19.95
    1-bromopropane 52.99
    gamma-valerolactone 240.94
    n-decanol 18.23
    triethyl phosphate 40.11
    4-methyl-2-pentanol 17.31
    propionitrile 78.0
    vinylene carbonate 103.68
    1,1,2-trichlorotrifluoroethane 178.44
    DMS 77.72
    cumene 23.6
    2-octanol 14.91
    2-hexanone 61.17
    octyl acetate 31.0
    limonene 25.12
    1,2-dimethoxyethane 219.79
    ethyl orthosilicate 35.29
    tributyl phosphate 24.53
    diacetone alcohol 83.27
    N,N-dimethylaniline 68.3
    acrylonitrile 119.66
    aniline 49.04
    1,3-propanediol 58.71
    bromobenzene 58.08
    dibromomethane 114.18
    1,1,2,2-tetrachloroethane 181.33
    2-methyl-cyclohexyl acetate 40.6
    tetrabutyl urea 37.91
    diisobutyl methanol 19.25
    2-phenylethanol 49.79
    styrene 34.06
    dioctyl adipate 38.77
    dimethyl sulfate 190.64
    ethyl butyrate 52.14
    methyl lactate 80.74
    butyl lactate 31.24
    diethyl carbonate 44.5
    propanediol butyl ether 46.22
    triethyl orthoformate 39.43
    p-tert-butyltoluene 20.72
    methyl 4-tert-butylbenzoate 62.11
    morpholine 174.77
    tert-butylamine 26.48
    n-dodecanol 15.69
    dimethoxymethane 195.05
    ethylene carbonate 82.39
    cyrene 80.8
    2-ethoxyethyl acetate 54.14
    2-ethylhexyl acetate 35.86
    1,2,4-trichlorobenzene 80.31
    4-methylpyridine 105.04
    dibutyl ether 28.08
    2,6-dimethyl-4-heptanol 19.25
    DEF 146.81
    dimethyl isosorbide 115.43
    tetrachloroethylene 121.7
    eugenol 64.47
    triacetin 61.25
    span 80 39.95
    1,4-butanediol 31.55
    1,1-dichloroethane 113.78
    2-methyl-1-pentanol 24.2
    methyl formate 172.54
    2-methyl-1-butanol 21.57
    n-decane 5.29
    butyronitrile 65.35
    3,7-dimethyl-1-octanol 24.09
    1-chlorooctane 19.71
    1-chlorotetradecane 10.93
    n-nonane 4.93
    undecane 4.35
    tert-butylcyclohexane 7.27
    cyclooctane 2.83
    cyclopentanol 39.15
    tetrahydropyran 78.8
    tert-amyl methyl ether 46.24
    2,5,8-trioxanonane 123.21
    1-hexene 16.06
    2-isopropoxyethanol 71.52
    2,2,2-trifluoroethanol 68.18
    methyl butyrate 90.24

    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