2,5-Dimethoxy-2,5-cyclohexadiene-1,4-dione

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  • Identifiers

    CAS number
    3117-03-1

    Molecular formula
    C8H8O4

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Caramellic 85.72%
    Sweet 76.49%
    Burnt 59.59%
    Fruity 48.44%
    Nutty 39.98%
    Buttery 39.89%
    Roasted 37.08%
    Coffee 35.09%
    Rummy 30.25%
    Ethereal 26.78%

     

    Flavor
    Caramel 60.66%
    Maple 42.5%
    Sugar 37.28%
    Sweet 35.01%
    Fruity 30.77%
    Buttery 28.95%
    Candy 26.99%
    Cotton candy 24.26%
    Extremely sweet 24.1%
    Seedy 23.83%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    -0.1

    pKa est.
    4.71 (weak acid)

    Molecular weight
    168.15 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    320°C

    Melting point expt.

    • 250 °C

    Flash point

    • 118.0 ˚C est.

  • Synonyms

    • 3117-03-1
    • 2,5-Dimethoxy-4-benzoquinone
    • XJL7OE03FS
    • p-Benzoquinone, 2,5-dimethoxy-
    • NSC-509720
    • DTXSID30185096
    • 2,5-Cyclohexadiene-1,4-dione, 2,5-dimethoxy-
    • RefChem:897987
    • 2,5-Dimethoxy-2,5-cyclohexadiene-1,4-dione
    • DTXCID40107587
    • 2,5-Dimethoxy-1,4-benzoquinone
    • 2,5-dimethoxycyclohexa-2,5-diene-1,4-dione
    • 2,5-dimethoxybenzo-1,4-quinone
    • 2,5-Dimethoxybenzoquinone
    • Thermophillin
    • 2,5-Dimethoxy-p-benzoquinone
    • 2,5-DMBQ
    • MFCD00189386
    • 2,5-Dimethoxy-p-quinone
    • 2,5-dimethoxy-[1,4]benzoquinone
    • 2,5-DIMETHOXY-(1,4)BENZOQUINONE
    • Tetraethyl-Thioperoxydicarbonic diamide (((H2N)C(S))2S2)
    • Tetraethyl-Thioperoxydicarbonic diamide ([(H2N)C(S)]2S2)
    • Abstenisil
    • Antiethanol
    • Thermophyllin
    • Disulfirm
    • Antab use
    • Eta bus
    • tet raethylthiuram
    • Robac TET
    • Artu Brand of Disulfiram
    • Bohm Brand of Disulfiram
    • UNII-XJL7OE03FS
    • Dumex Brand of Disulfiram
    • Orphan Brand of Disulfiram
    • tetraethyl-thiuram disulfide
    • Allphar Brand of Disulfiram
    • Odyssey Brand of Disulfiram
    • p-Benzoquinone,5-dimethoxy-
    • SCHEMBL49737
    • Disulfiram [INN:BAN:JAN]
    • CHEMBL465063
    • Disulfiram (JP15/USP/INN)
    • orb1296878
    • 2,4-dione, 2,5-dimethoxy-
    • Altana Pharma Brand of Disulfiram
    • CHEBI:173763
    • QUINONE, 2,5-DIMETHOXY-
    • NSC509720
    • Sanofi Synthelabo Brand of Disulfiram
    • AKOS006230590
    • Tetraethyl-Thioperoxydicarbonic diamide
    • EBC-617671
    • FD61915
    • HY-W112021
    • NSC 509720
    • 2,5-Dimethoxy-1,4-benzoquinone;98%
    • bis((diethylamino)thioxomethyl)disulfide
    • AS-10334
    • PD210564
    • SY053741
    • Tetraethylthioperoxydicarbonothioic Diamide
    • 1,1'-Dithiobis(N,N-diethylthio-Formamide
    • 1,1'-Dithiobis(N,N-diethylthio)-Formamide
    • AI3-31839
    • DB-346507
    • CS-0182620
    • D2250
    • D90021
    • DISULFIRAM (TETRAETHYLTHIURAM DISULFIDE)
    • 117D031
    • F624348
    • Q27293870
    • diethylcarbamothioylsulfanyl diethylaminomethanedithioate
    • Tetraethyl-Thioperoxydicarbonic diamide ((H2N)C(S))2S2
    • 3117-03-1

  • Applications

    2,5-Dimethoxy-2,5-cyclohexadiene-1,4-dione (CAS 3117-03-1) is often evaluated as an organic synthesis intermediate, including routes to pharmaceutical and agrochemical building blocks; it may also serve as a precursor for dye/pigment systems and for coatings formulations. In materials contexts, the compound is considered a building block for specialty polymers and resins used in coatings and inks. In research and development, it is used to explore derivatives based on the 1,4-dione ring and related conjugated structures for potential industrial applications. Additional potential uses include serving as an intermediate for transformable compounds and for systems in electrochemical or other advanced technologies, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.5
    methanol 2.44
    isopropanol 1.11
    water 0.21
    ethyl acetate 13.47
    n-propanol 1.16
    acetone 11.04
    n-butanol 1.12
    acetonitrile 11.21
    DMF 23.33
    toluene 6.19
    isobutanol 1.02
    1,4-dioxane 20.55
    methyl acetate 16.72
    THF 32.21
    2-butanone 8.48
    n-pentanol 1.04
    sec-butanol 1.02
    n-hexane 0.51
    ethylene glycol 1.65
    NMP 76.23
    cyclohexane 1.37
    DMSO 29.04
    n-butyl acetate 8.17
    n-octanol 1.33
    chloroform 28.02
    n-propyl acetate 6.77
    acetic acid 8.84
    dichloromethane 35.59
    cyclohexanone 19.01
    propylene glycol 0.55
    isopropyl acetate 8.72
    DMAc 43.25
    2-ethoxyethanol 4.91
    isopentanol 1.5
    n-heptane 0.72
    ethyl formate 9.27
    1,2-dichloroethane 22.38
    n-hexanol 1.96
    2-methoxyethanol 9.9
    isobutyl acetate 4.34
    tetrachloromethane 6.55
    n-pentyl acetate 3.73
    transcutol 13.07
    n-heptanol 1.4
    ethylbenzene 5.09
    MIBK 5.77
    2-propoxyethanol 8.32
    tert-butanol 2.88
    MTBE 4.31
    2-butoxyethanol 4.43
    propionic acid 4.47
    o-xylene 7.85
    formic acid 8.27
    diethyl ether 4.98
    m-xylene 5.43
    p-xylene 7.08
    chlorobenzene 12.67
    dimethyl carbonate 14.67
    n-octane 0.35
    formamide 17.83
    cyclopentanone 29.43
    2-pentanone 6.65
    anisole 12.14
    cyclopentyl methyl ether 12.12
    gamma-butyrolactone 50.19
    1-methoxy-2-propanol 5.4
    pyridine 22.55
    3-pentanone 9.17
    furfural 57.93
    n-dodecane 0.33
    diethylene glycol 9.77
    diisopropyl ether 2.53
    tert-amyl alcohol 2.32
    acetylacetone 20.86
    n-hexadecane 0.41
    acetophenone 16.32
    methyl propionate 12.95
    isopentyl acetate 8.43
    trichloroethylene 50.0
    n-nonanol 1.56
    cyclohexanol 2.9
    benzyl alcohol 6.28
    2-ethylhexanol 2.52
    isooctanol 1.49
    dipropyl ether 4.79
    1,2-dichlorobenzene 18.28
    ethyl lactate 4.82
    propylene carbonate 22.94
    n-methylformamide 11.35
    2-pentanol 0.96
    n-pentane 0.39
    1-propoxy-2-propanol 5.32
    1-methoxy-2-propyl acetate 13.94
    2-(2-methoxypropoxy) propanol 8.91
    mesitylene 4.29
    ε-caprolactone 19.31
    p-cymene 4.66
    epichlorohydrin 42.01
    1,1,1-trichloroethane 21.9
    2-aminoethanol 1.61
    morpholine-4-carbaldehyde 47.04
    sulfolane 62.85
    2,2,4-trimethylpentane 0.52
    2-methyltetrahydrofuran 18.2
    n-hexyl acetate 5.09
    isooctane 0.31
    2-(2-butoxyethoxy)ethanol 6.91
    sec-butyl acetate 5.82
    tert-butyl acetate 11.18
    decalin 1.47
    glycerin 2.78
    diglyme 21.19
    acrylic acid 6.95
    isopropyl myristate 3.24
    n-butyric acid 4.94
    acetyl acetate 18.94
    di(2-ethylhexyl) phthalate 4.35
    ethyl propionate 9.72
    nitromethane 40.79
    1,2-diethoxyethane 6.25
    benzonitrile 10.6
    trioctyl phosphate 2.51
    1-bromopropane 5.67
    gamma-valerolactone 40.36
    n-decanol 1.28
    triethyl phosphate 11.62
    4-methyl-2-pentanol 1.12
    propionitrile 5.96
    vinylene carbonate 23.46
    1,1,2-trichlorotrifluoroethane 32.32
    DMS 16.03
    cumene 4.02
    2-octanol 1.0
    2-hexanone 5.3
    octyl acetate 3.39
    limonene 5.52
    1,2-dimethoxyethane 16.92
    ethyl orthosilicate 9.47
    tributyl phosphate 3.83
    diacetone alcohol 9.14
    N,N-dimethylaniline 11.14
    acrylonitrile 11.24
    aniline 8.09
    1,3-propanediol 2.5
    bromobenzene 14.03
    dibromomethane 17.71
    1,1,2,2-tetrachloroethane 32.31
    2-methyl-cyclohexyl acetate 10.56
    tetrabutyl urea 6.03
    diisobutyl methanol 2.38
    2-phenylethanol 7.93
    styrene 5.72
    dioctyl adipate 6.07
    dimethyl sulfate 37.99
    ethyl butyrate 9.77
    methyl lactate 7.44
    butyl lactate 3.23
    diethyl carbonate 10.72
    propanediol butyl ether 2.47
    triethyl orthoformate 8.93
    p-tert-butyltoluene 4.38
    methyl 4-tert-butylbenzoate 11.59
    morpholine 16.03
    tert-butylamine 1.97
    n-dodecanol 1.08
    dimethoxymethane 16.65
    ethylene carbonate 17.06
    cyrene 16.44
    2-ethoxyethyl acetate 7.34
    2-ethylhexyl acetate 7.76
    1,2,4-trichlorobenzene 24.63
    4-methylpyridine 18.8
    dibutyl ether 2.76
    2,6-dimethyl-4-heptanol 2.38
    DEF 15.54
    dimethyl isosorbide 29.02
    tetrachloroethylene 27.67
    eugenol 9.81
    triacetin 10.41
    span 80 4.75
    1,4-butanediol 1.02
    1,1-dichloroethane 12.15
    2-methyl-1-pentanol 1.54
    methyl formate 14.86
    2-methyl-1-butanol 1.29
    n-decane 0.51
    butyronitrile 4.0
    3,7-dimethyl-1-octanol 1.94
    1-chlorooctane 1.73
    1-chlorotetradecane 1.03
    n-nonane 0.44
    undecane 0.41
    tert-butylcyclohexane 1.03
    cyclooctane 0.7
    cyclopentanol 3.98
    tetrahydropyran 9.68
    tert-amyl methyl ether 4.88
    2,5,8-trioxanonane 17.33
    1-hexene 1.32
    2-isopropoxyethanol 3.92
    2,2,2-trifluoroethanol 12.01
    methyl butyrate 10.05

    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