Furo(3,4-b)pyrazine-5,7-dione

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  • Identifiers

    CAS number
    4744-50-7

    Molecular formula
    C6H2N2O3

    SMILES
    C1=CN=C2C(=N1)C(=O)OC2=O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 58.26%
    Nutty 41.45%
    Burnt 35.25%
    Caramellic 26.22%
    Sweet 22.75%
    Popcorn 19.43%
    Roasted 19.4%
    Musty 18.05%
    Winey 16.91%
    Bitter 16.84%

     

    Flavor
    Bitter 72.48%
    Odorless 29.74%
    Bread crust 20.52%
    Taco 20.05%
    Roasted peanuts 19.76%
    Cereal 19.72%
    Nitrile 19.42%
    Fenugreek 19.35%
    Very mild 19.12%
    Extremely sweet 19.08%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.2

    pKa est.
    6.74 (neutral)

    Molecular weight
    150.09 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    260°C

    Flash point

    • 185.68 ˚C est.

  • Synonyms

    • Furo[3,4-b]pyrazine-5,7-dione
    • 4744-50-7
    • Furo(3,4-b)pyrazine-5,7-dione
    • EINECS 225-260-4
    • DTXSID20197143
    • RefChem:141819
    • DTXCID30119634
    • 225-260-4
    • AWJWCTOOIBYHON-UHFFFAOYSA-N
    • 2,3-Pyrazinedicarboxylic anhydride
    • 2,3-Pyrazinecarboxylic anhydride
    • MFCD00179418
    • 5H,7H-furo[3,4-b]pyrazine-5,7-dione
    • pyrazine-2,3-dicarboxylic anhydride
    • C6H2N2O3
    • 2,3-Pyrazinedicarboxylic anhydride, 97%
    • furano(3,4-b)pyrazine-5,7-dione
    • furano[3,4-b]pyrazine-5,7-dione
    • 2,?3-?Pyrazinedicarboxylic Anhydride
    • 2,3-pyrazinedicarboxylic acid anhydride
    • 2,3-Pyrazinecarboxylicanhydride
    • 2,3-Pyrazinedicarboxylic Acid Anhydride;7H-Oxazolo[3,4-b]pyridazine-5,7(1H)-dione
    • pyrazine-2,3-dicarboxylic acid anhydride
    • Eszopiclone Impurity 24
    • 2,3-Pyrazinedicarboxylic anhydride treated BSA
    • pyrazinedicarboxylic anhydride
    • pyrazine-dicarboxylic anhydride
    • SCHEMBL310818
    • 2,3-pyrazine dicarboxylic anhydride
    • 2,3-pyrazine-dicarboxylic anhydride
    • BB_SC-08897
    • BBL012786
    • SBB013291
    • STK685358
    • AKOS001106340
    • AC-8376
    • CS-W010974
    • pyrazine 2,3-dicarboxylic acid anhydride
    • AS-17661
    • BP-12528
    • SY008109
    • DB-025270
    • ST4113241
    • NS00031691
    • EN300-14080
    • 744P507
    • F069185
    • 2,3-Pyrazinedicarboxylic Anhydride(Discontinued,See C4X-123824)
    • 4744-50-7

  • Applications

    Furo(3,4-b)pyrazine-5,7-dione (CAS 4744-50-7) is primarily used as an organic synthesis intermediate and building block for heterocyclic compounds. In pharmaceutical research, it is evaluated as a scaffold for the synthesis of drug-like molecules and libraries of pyrazine-fused heterocycles. In agrochemical development, it serves as a precursor for more complex heterocyclic agrochemicals. In polymer and materials science, it is used as a functionalized building block for specialty polymers and coatings, enabling crosslinking or incorporation of heteroaromatic motifs. In coatings and inks, its derivatives may serve as intermediates for specialty dyes or color-forming materials.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2.66
    methanol 5.71
    isopropanol 1.7
    water 0.29
    ethyl acetate 4.55
    n-propanol 1.72
    acetone 7.96
    n-butanol 2.2
    acetonitrile 7.33
    DMF 60.14
    toluene 0.53
    isobutanol 1.26
    1,4-dioxane 4.97
    methyl acetate 6.78
    THF 15.72
    2-butanone 5.4
    n-pentanol 1.97
    sec-butanol 1.4
    n-hexane 0.11
    ethylene glycol 6.47
    NMP 73.86
    cyclohexane 0.08
    DMSO 141.59
    n-butyl acetate 5.59
    n-octanol 2.49
    chloroform 2.47
    n-propyl acetate 3.43
    acetic acid 2.79
    dichloromethane 4.33
    cyclohexanone 8.12
    propylene glycol 3.37
    isopropyl acetate 2.92
    DMAc 57.56
    2-ethoxyethanol 11.92
    isopentanol 2.39
    n-heptane 0.27
    ethyl formate 7.7
    1,2-dichloroethane 5.25
    n-hexanol 2.79
    2-methoxyethanol 31.12
    isobutyl acetate 1.49
    tetrachloromethane 0.51
    n-pentyl acetate 3.49
    transcutol 31.37
    n-heptanol 1.86
    ethylbenzene 0.75
    MIBK 3.64
    2-propoxyethanol 16.72
    tert-butanol 2.45
    MTBE 1.17
    2-butoxyethanol 8.46
    propionic acid 3.07
    o-xylene 0.85
    formic acid 9.24
    diethyl ether 1.43
    m-xylene 0.74
    p-xylene 0.98
    chlorobenzene 1.54
    dimethyl carbonate 7.58
    n-octane 0.14
    formamide 24.15
    cyclopentanone 11.99
    2-pentanone 5.15
    anisole 2.65
    cyclopentyl methyl ether 3.76
    gamma-butyrolactone 20.06
    1-methoxy-2-propanol 17.07
    pyridine 5.57
    3-pentanone 3.58
    furfural 29.56
    n-dodecane 0.2
    diethylene glycol 26.79
    diisopropyl ether 0.57
    tert-amyl alcohol 1.88
    acetylacetone 9.99
    n-hexadecane 0.24
    acetophenone 5.36
    methyl propionate 7.15
    isopentyl acetate 4.43
    trichloroethylene 6.68
    n-nonanol 2.46
    cyclohexanol 1.8
    benzyl alcohol 3.83
    2-ethylhexanol 2.32
    isooctanol 1.57
    dipropyl ether 2.51
    1,2-dichlorobenzene 2.65
    ethyl lactate 6.3
    propylene carbonate 9.98
    n-methylformamide 25.87
    2-pentanol 1.34
    n-pentane 0.08
    1-propoxy-2-propanol 10.48
    1-methoxy-2-propyl acetate 10.06
    2-(2-methoxypropoxy) propanol 13.37
    mesitylene 0.69
    ε-caprolactone 9.4
    p-cymene 1.43
    epichlorohydrin 20.16
    1,1,1-trichloroethane 1.94
    2-aminoethanol 5.45
    morpholine-4-carbaldehyde 45.09
    sulfolane 45.52
    2,2,4-trimethylpentane 0.08
    2-methyltetrahydrofuran 4.84
    n-hexyl acetate 4.74
    isooctane 0.07
    2-(2-butoxyethoxy)ethanol 14.29
    sec-butyl acetate 2.03
    tert-butyl acetate 3.3
    decalin 0.18
    glycerin 12.9
    diglyme 26.38
    acrylic acid 4.12
    isopropyl myristate 2.62
    n-butyric acid 3.9
    acetyl acetate 3.38
    di(2-ethylhexyl) phthalate 3.68
    ethyl propionate 4.29
    nitromethane 24.54
    1,2-diethoxyethane 5.75
    benzonitrile 5.62
    trioctyl phosphate 2.99
    1-bromopropane 1.69
    gamma-valerolactone 27.13
    n-decanol 2.05
    triethyl phosphate 4.74
    4-methyl-2-pentanol 1.2
    propionitrile 4.87
    vinylene carbonate 9.12
    1,1,2-trichlorotrifluoroethane 21.06
    DMS 7.64
    cumene 0.76
    2-octanol 1.36
    2-hexanone 4.02
    octyl acetate 3.44
    limonene 1.67
    1,2-dimethoxyethane 22.12
    ethyl orthosilicate 3.6
    tributyl phosphate 3.92
    diacetone alcohol 8.95
    N,N-dimethylaniline 3.63
    acrylonitrile 10.22
    aniline 2.04
    1,3-propanediol 7.59
    bromobenzene 1.32
    dibromomethane 2.43
    1,1,2,2-tetrachloroethane 6.77
    2-methyl-cyclohexyl acetate 4.05
    tetrabutyl urea 7.23
    diisobutyl methanol 1.85
    2-phenylethanol 4.92
    styrene 0.78
    dioctyl adipate 4.27
    dimethyl sulfate 24.63
    ethyl butyrate 4.87
    methyl lactate 13.51
    butyl lactate 5.81
    diethyl carbonate 4.17
    propanediol butyl ether 8.93
    triethyl orthoformate 4.39
    p-tert-butyltoluene 1.3
    methyl 4-tert-butylbenzoate 6.92
    morpholine 8.04
    tert-butylamine 1.05
    n-dodecanol 1.67
    dimethoxymethane 21.9
    ethylene carbonate 7.13
    cyrene 13.56
    2-ethoxyethyl acetate 5.98
    2-ethylhexyl acetate 3.54
    1,2,4-trichlorobenzene 3.52
    4-methylpyridine 5.95
    dibutyl ether 2.55
    2,6-dimethyl-4-heptanol 1.85
    DEF 14.82
    dimethyl isosorbide 22.17
    tetrachloroethylene 3.88
    eugenol 9.2
    triacetin 6.56
    span 80 6.9
    1,4-butanediol 4.0
    1,1-dichloroethane 1.9
    2-methyl-1-pentanol 2.07
    methyl formate 20.26
    2-methyl-1-butanol 1.82
    n-decane 0.25
    butyronitrile 4.83
    3,7-dimethyl-1-octanol 2.54
    1-chlorooctane 1.19
    1-chlorotetradecane 0.68
    n-nonane 0.2
    undecane 0.23
    tert-butylcyclohexane 0.14
    cyclooctane 0.07
    cyclopentanol 2.67
    tetrahydropyran 2.06
    tert-amyl methyl ether 1.63
    2,5,8-trioxanonane 21.56
    1-hexene 0.46
    2-isopropoxyethanol 6.08
    2,2,2-trifluoroethanol 4.55
    methyl butyrate 6.36

    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