1,4-Benzoquinone dioxime

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  • Identifiers

    CAS number
    105-11-3

    Molecular formula
    C6H6N2O2

    SMILES
    C1=CC(=CC=C1NO)N=O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 39.63%
    Burnt 35.15%
    Roasted 32.49%
    Nutty 29.99%
    Caramellic 29.67%
    Sweet 28.98%
    Meaty 27.79%
    Almond 27.35%
    Bitter 27.0%
    Savory 26.42%

     

    Flavor
    Bitter 45.28%
    Odorless 38.8%
    Mild 34.08%
    Nutty 27.08%
    Musty 24.5%
    Cardboard 23.24%
    Bread 23.08%
    Faint 22.83%
    Bread crust 22.19%
    Urine 21.85%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.1

    pKa est.
    7.82 (neutral)

    Molecular weight
    138.12 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    414°C

    Flash point

    • 150.74 ˚C est.

  • Synonyms

    • 1,4-Benzoquinone dioxime
    • 105-11-3
    • p-Benzoquinonedioxime
    • p-Quinone dioxime
    • P-BENZOQUINONE DIOXIME
    • Quinone dioxime
    • Benzoquinone dioxime
    • Actor Q
    • p-Quinone oxime
    • Dibenzo PQD
    • N-(4-nitrosophenyl)hydroxylamine
    • para-Benzoquinone dioxime
    • Paraquinondioxime
    • 2,5-Cyclohexadiene-1,4-dione, dioxime
    • Dioxime p-benzoquinone
    • para-Quinone oxime
    • G-M-F
    • NCI-C03850
    • p-Benzoquinone, dioxime
    • Dioxime 1,4-cyclohexadienedione
    • 1,4-Benzochinondioxim
    • C6H6N2O2
    • NSC 4774
    • MFCD00063636
    • NSC 14433
    • Dioxime 2,5-cyclohexadiene-1,4-dione
    • PQD
    • QDO
    • MGE6YH92Q2
    • DTXSID8021222
    • 2,5-Cyclohexadiene-1,4-dione, 1,4-dioxime
    • NSC-4774
    • NSC-14433
    • Dioxime 2,4-dione
    • 2,4-dione, dioxime
    • WLN: L6Y DYJ AUNQ DUNQ
    • CCRIS 549
    • 1,4-cyclohexadienedione dioxime
    • 1,4-Benzochinondioxim [Czech]
    • HSDB 2866
    • 1,4-benzoquinonedioxime
    • EINECS 203-271-5
    • UNII-MGE6YH92Q2
    • BRN 2043234
    • AI3-52518
    • Vulnoc GM
    • PBQD
    • 1,4-quinone dioxime
    • p-quinone dioxime powder
    • p-Nitrosophenylhydroxylamin
    • SCHEMBL93568
    • 4-07-00-02074 (Beilstein Handbook Reference)
    • (1Z,4Z)-benzoquinone dioxime
    • Benzo-1,4-quinone dioxime #
    • DTXCID901222
    • SCHEMBL8005268
    • BENZOQUINONE DIOXIME, P-
    • CHEMBL1585396
    • CHEBI:82404
    • NSC4774
    • DZCCLNYLUGNUKQ-UHFFFAOYSA-N
    • LNHURPJLTHSVMU-CGXWXWIYSA-N
    • LNHURPJLTHSVMU-SFECMWDFSA-N
    • LNHURPJLTHSVMU-UHFFFAOYSA-N
    • BB_SC-12826
    • NSC14433
    • Tox21_200273
    • P-BENZOQUINONE DIOXIME [HSDB]
    • AKOS015901106
    • AKOS015920447
    • NCGC00091127-01
    • NCGC00091127-02
    • NCGC00248444-01
    • NCGC00248585-01
    • NCGC00257827-01
    • 1,4-di(hydroxyimino)cyclohexa-2,5-diene
    • AS-19482
    • CAS-105-11-3
    • SY048766
    • B0090
    • NS00020047
    • ST50988064
    • C19345
    • p-Benzoquinone dioxime, technical, >=90% (TLC)
    • Q27155923
    • N,N'-Cyclohexa-2,5-diene-1,4-diylidenedihydroxylamine
    • 105-11-3

  • Applications

    1,4-Benzoquinone dioxime is primarily used as an organic synthesis intermediate, enabling the preparation of heterocyclic compounds and dye/pigment precursors. It can also function as a ligand/chelating agent in coordination chemistry and analytical applications, and may participate in catalytic systems. In plastics, coatings, and adhesives sectors, it may act as a polymerization inhibitor and/or stabilizer to control resin polymerization and enhance formulation stability. As a versatile building block, it serves as a precursor for specialty chemicals including crosslinking agents in coatings and adhesives. In analytical laboratories, it can be used as a metal-complexing reagent to probe metal ions and study coordination behavior.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 38.8
    methanol 59.69
    isopropanol 21.21
    water 3.2
    ethyl acetate 31.92
    n-propanol 23.44
    acetone 139.08
    n-butanol 14.53
    acetonitrile 34.31
    DMF 301.05
    toluene 6.18
    isobutanol 14.33
    1,4-dioxane 54.23
    methyl acetate 59.39
    THF 91.51
    2-butanone 80.74
    n-pentanol 14.32
    sec-butanol 18.93
    n-hexane 0.63
    ethylene glycol 35.11
    NMP 343.88
    cyclohexane 0.61
    DMSO 551.18
    n-butyl acetate 27.93
    n-octanol 6.78
    chloroform 11.53
    n-propyl acetate 26.53
    acetic acid 96.72
    dichloromethane 25.45
    cyclohexanone 54.71
    propylene glycol 26.6
    isopropyl acetate 20.12
    DMAc 247.48
    2-ethoxyethanol 74.17
    isopentanol 14.73
    n-heptane 0.91
    ethyl formate 33.22
    1,2-dichloroethane 30.34
    n-hexanol 13.1
    2-methoxyethanol 100.96
    isobutyl acetate 9.2
    tetrachloromethane 4.6
    n-pentyl acetate 15.81
    transcutol 411.62
    n-heptanol 7.81
    ethylbenzene 4.68
    MIBK 25.2
    2-propoxyethanol 49.47
    tert-butanol 31.56
    MTBE 22.47
    2-butoxyethanol 31.62
    propionic acid 50.53
    o-xylene 8.49
    formic acid 103.9
    diethyl ether 17.16
    m-xylene 6.53
    p-xylene 5.74
    chlorobenzene 9.9
    dimethyl carbonate 32.92
    n-octane 0.3
    formamide 229.89
    cyclopentanone 110.44
    2-pentanone 41.82
    anisole 30.36
    cyclopentyl methyl ether 25.32
    gamma-butyrolactone 140.38
    1-methoxy-2-propanol 60.37
    pyridine 48.54
    3-pentanone 34.23
    furfural 143.58
    n-dodecane 0.22
    diethylene glycol 65.01
    diisopropyl ether 5.46
    tert-amyl alcohol 28.81
    acetylacetone 82.13
    n-hexadecane 0.25
    acetophenone 47.02
    methyl propionate 41.71
    isopentyl acetate 23.96
    trichloroethylene 59.49
    n-nonanol 6.33
    cyclohexanol 11.58
    benzyl alcohol 29.52
    2-ethylhexanol 8.62
    isooctanol 6.36
    dipropyl ether 10.38
    1,2-dichlorobenzene 12.85
    ethyl lactate 24.21
    propylene carbonate 57.82
    n-methylformamide 132.07
    2-pentanol 10.43
    n-pentane 0.62
    1-propoxy-2-propanol 35.06
    1-methoxy-2-propyl acetate 48.02
    2-(2-methoxypropoxy) propanol 56.95
    mesitylene 4.66
    ε-caprolactone 58.24
    p-cymene 5.98
    epichlorohydrin 123.7
    1,1,1-trichloroethane 15.59
    2-aminoethanol 40.71
    morpholine-4-carbaldehyde 197.09
    sulfolane 258.16
    2,2,4-trimethylpentane 0.79
    2-methyltetrahydrofuran 52.29
    n-hexyl acetate 20.04
    isooctane 0.53
    2-(2-butoxyethoxy)ethanol 74.12
    sec-butyl acetate 14.59
    tert-butyl acetate 30.98
    decalin 0.64
    glycerin 52.75
    diglyme 156.36
    acrylic acid 73.96
    isopropyl myristate 7.55
    n-butyric acid 31.91
    acetyl acetate 26.64
    di(2-ethylhexyl) phthalate 12.73
    ethyl propionate 21.95
    nitromethane 285.55
    1,2-diethoxyethane 45.76
    benzonitrile 20.79
    trioctyl phosphate 7.99
    1-bromopropane 6.83
    gamma-valerolactone 151.92
    n-decanol 4.65
    triethyl phosphate 15.38
    4-methyl-2-pentanol 7.57
    propionitrile 16.12
    vinylene carbonate 46.76
    1,1,2-trichlorotrifluoroethane 115.34
    DMS 40.29
    cumene 4.15
    2-octanol 4.7
    2-hexanone 30.61
    octyl acetate 11.46
    limonene 8.36
    1,2-dimethoxyethane 97.57
    ethyl orthosilicate 12.15
    tributyl phosphate 11.9
    diacetone alcohol 63.33
    N,N-dimethylaniline 22.21
    acrylonitrile 37.64
    aniline 20.75
    1,3-propanediol 39.71
    bromobenzene 6.26
    dibromomethane 11.13
    1,1,2,2-tetrachloroethane 35.98
    2-methyl-cyclohexyl acetate 18.85
    tetrabutyl urea 17.53
    diisobutyl methanol 6.13
    2-phenylethanol 23.94
    styrene 6.07
    dioctyl adipate 18.57
    dimethyl sulfate 107.43
    ethyl butyrate 21.3
    methyl lactate 43.67
    butyl lactate 23.12
    diethyl carbonate 16.92
    propanediol butyl ether 41.48
    triethyl orthoformate 15.1
    p-tert-butyltoluene 5.46
    methyl 4-tert-butylbenzoate 34.1
    morpholine 71.82
    tert-butylamine 12.28
    n-dodecanol 3.31
    dimethoxymethane 80.65
    ethylene carbonate 29.06
    cyrene 66.57
    2-ethoxyethyl acetate 44.99
    2-ethylhexyl acetate 17.13
    1,2,4-trichlorobenzene 20.96
    4-methylpyridine 38.84
    dibutyl ether 7.93
    2,6-dimethyl-4-heptanol 6.13
    DEF 70.65
    dimethyl isosorbide 91.12
    tetrachloroethylene 31.08
    eugenol 37.3
    triacetin 46.6
    span 80 32.35
    1,4-butanediol 23.24
    1,1-dichloroethane 13.88
    2-methyl-1-pentanol 13.99
    methyl formate 101.64
    2-methyl-1-butanol 15.03
    n-decane 0.38
    butyronitrile 11.85
    3,7-dimethyl-1-octanol 8.53
    1-chlorooctane 2.49
    1-chlorotetradecane 0.93
    n-nonane 0.35
    undecane 0.28
    tert-butylcyclohexane 0.7
    cyclooctane 0.31
    cyclopentanol 20.45
    tetrahydropyran 22.32
    tert-amyl methyl ether 20.28
    2,5,8-trioxanonane 104.88
    1-hexene 2.71
    2-isopropoxyethanol 41.8
    2,2,2-trifluoroethanol 69.44
    methyl butyrate 32.07

    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