1,4-Naphthoquinone

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  • Identifiers

    CAS number
    130-15-4

    Molecular formula
    C10H6O2

    SMILES
    C1=CC=C2C(=O)C=CC(=O)C2=C1

    Safety labels

    Corrosive
    Corrosive

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Sweet 63.65%
    Burnt 46.54%
    Caramellic 45.52%
    Nutty 43.19%
    Coumarinic 41.53%
    Spicy 37.26%
    Phenolic 36.41%
    Almond 31.97%
    Bitter 30.3%
    Coconut 29.94%

     

    Flavor
    Bitter 72.06%
    Lovage 19.91%
    Nitrile 19.88%
    Fenugreek 19.68%
    Urine 19.18%
    Very strong 18.46%
    Basil 18.33%
    Maple syrup 18.32%
    Balsam 18.29%
    Seedy 18.17%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.7

    pKa est.
    7.02 (neutral)

    Molecular weight
    158.15 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 277 °F (NTP, 1992)
    • 128.5 °C
    • 126 °C

    Boiling point

    • Sublimes below 212 °F (NTP, 1992)
    • Sublimes

    Flash point

    • 135.46 ˚C est.

    Solubility expt.

    • less than 1 mg/mL at 70 °F (NTP, 1992)
    • Sol in alkali hydroxide soln; sparingly sol in cold water; slightly sol in petroleum ether; freely sol in carbon disulfide, acetic acid, hot alcohol, ether, benzene, and chloroform
    • Very soluble in alkali hydroxide solutions.
    • Volatile with steam.
    • In water, 0.35 g/100 ml at 25 °C
    • Solubility in water, g/100ml at 25 °C: 0.35

  • Synonyms

    • 1,4-NAPHTHOQUINONE
    • 130-15-4
    • naphthalene-1,4-dione
    • 1,4-Naphthalenedione
    • NAPHTHOQUINONE
    • p-Naphthoquinone
    • alpha-Naphthoquinone
    • 1,4-Naphthylquinone
    • a-naphthoquinone
    • USAF CY-10
    • 1,4-Naftochinon
    • 1,4-Dihydro-1,4-diketonaphthalene
    • RCRA waste number U166
    • 1,4-dihydronaphthalene-1,4-dione
    • 1,4-Naftochinon [Czech]
    • 1,4-Naphthaquinone
    • NSC 9583
    • .alpha.-Naphthoquinone
    • CCRIS 5424
    • Naphthoquinone, 1,4-
    • HSDB 2037
    • UNII-RBF5ZU7R7K
    • Naphthoquinone 1
    • RBF5ZU7R7K
    • EINECS 204-977-6
    • DTXSID5040704
    • CHEBI:27418
    • AI3-24292
    • 1,4-naphthalene-dione
    • NSC-9583
    • MFCD00001676
    • CHEMBL55934
    • NQ-1
    • DTXCID3020704
    • NSC9583
    • 1,4-NAPHTHOQUINONE [MI]
    • 1,4-NAPHTHOQUINONE [HSDB]
    • 1,4 naphthoquinone
    • 1,4-naphtho-quinone
    • RCRA waste no. U166
    • napthoquinone
    • pNaphthoquinone
    • naphthalene-1
    • Naphthoquinone #
    • 1,4Naftochinon
    • 1,4naphtaquinone
    • alphaNaphthoquinone
    • 1,4-naphtoquinone
    • 1,4Naphthylquinone
    • 1,4naphthalenedione
    • 1,4-diketonaphthalene
    • Dithianon metabolite NQ
    • Spectrum2_000481
    • Spectrum3_000754
    • Spectrum4_001245
    • 1,4-naphtho-quinone, 3
    • WLN: L66 BV EVJ
    • SCHEMBL42139
    • 1,4-Naphthoquinone, 97%
    • BSPBio_002368
    • KBioGR_001770
    • MLS000069814
    • SPBio_000341
    • 1,4Dihydro1,4diketonaphthalene
    • BDBM24776
    • CHEBI:25481
    • KBio3_001588
    • 1,4-Dihydro-1,4-naphthalenedione
    • Tox21_303967
    • CCG-39519
    • s9342
    • STL146359
    • AKOS004907201
    • AKOS025243281
    • CS-W016206
    • FN03395
    • FS-2704
    • HY-W015490
    • NCGC00164067-01
    • NCGC00164067-02
    • NCGC00357275-01
    • AC-34538
    • CAS-130-15-4
    • SMR000059173
    • DB-005069
    • N0040
    • NS00014590
    • EN300-21246
    • C02617
    • D70977
    • 1,4-Naphthoquinone, purum, >=96.5% (HPLC)
    • Q161542
    • Z104494806
    • 1,4-Naphthoquinone, 97% (dry wt.), cont. up to 5% water
    • 204-977-6

  • Applications

    1,4-Naphthoquinone (CAS 130-15-4) is primarily used as a building block and intermediate for the synthesis of dyes and pigments in the chemical, textile, and printing industries, and also serves as an intermediate in the preparation of pharmaceutical and other complex organic compounds. It is employed as a redox-active agent and mediator in electrochemical and catalytic applications and as a precursor for naphthoquinone-based materials used in electronics and sensing. Additionally, 1,4-naphthoquinone is used as a precursor for specialty polymers and coatings/inks, supporting the development of heat- and chemical-resistant materials. It remains a reference component in organic synthesis and analytical research, where it underpins routes and property evaluations of redox systems.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 13.9
    methanol 21.69
    isopropanol 10.05
    water 1.68
    ethyl acetate 96.31
    n-propanol 11.53
    acetone 132.52
    n-butanol 11.02
    acetonitrile 95.4
    DMF 425.07
    toluene 56.23
    isobutanol 8.91
    1,4-dioxane 303.97
    methyl acetate 127.79
    THF 194.53
    2-butanone 93.69
    n-pentanol 13.49
    sec-butanol 10.18
    n-hexane 7.1
    ethylene glycol 15.04
    NMP 385.74
    cyclohexane 7.39
    DMSO 239.36
    n-butyl acetate 84.33
    n-octanol 27.2
    chloroform 205.87
    n-propyl acetate 83.3
    acetic acid 40.88
    dichloromethane 260.86
    cyclohexanone 172.56
    propylene glycol 7.15
    isopropyl acetate 68.01
    DMAc 311.02
    2-ethoxyethanol 56.97
    isopentanol 12.28
    n-heptane 8.35
    ethyl formate 66.87
    1,2-dichloroethane 213.62
    n-hexanol 22.27
    2-methoxyethanol 76.88
    isobutyl acetate 52.82
    tetrachloromethane 47.61
    n-pentyl acetate 68.87
    transcutol 185.72
    n-heptanol 20.52
    ethylbenzene 47.52
    MIBK 56.45
    2-propoxyethanol 76.62
    tert-butanol 17.01
    MTBE 37.69
    2-butoxyethanol 57.06
    propionic acid 35.89
    o-xylene 53.12
    formic acid 21.51
    diethyl ether 54.34
    m-xylene 46.75
    p-xylene 64.69
    chlorobenzene 99.13
    dimethyl carbonate 113.08
    n-octane 7.3
    formamide 67.88
    cyclopentanone 267.26
    2-pentanone 79.7
    anisole 115.81
    cyclopentyl methyl ether 96.96
    gamma-butyrolactone 330.77
    1-methoxy-2-propanol 50.54
    pyridine 178.23
    3-pentanone 87.05
    furfural 293.42
    n-dodecane 6.79
    diethylene glycol 74.95
    diisopropyl ether 26.02
    tert-amyl alcohol 16.27
    acetylacetone 168.58
    n-hexadecane 8.13
    acetophenone 124.71
    methyl propionate 104.07
    isopentyl acetate 70.77
    trichloroethylene 376.19
    n-nonanol 26.41
    cyclohexanol 21.1
    benzyl alcohol 53.92
    2-ethylhexanol 24.08
    isooctanol 19.04
    dipropyl ether 47.62
    1,2-dichlorobenzene 118.21
    ethyl lactate 46.22
    propylene carbonate 151.84
    n-methylformamide 122.85
    2-pentanol 10.82
    n-pentane 3.42
    1-propoxy-2-propanol 52.05
    1-methoxy-2-propyl acetate 101.66
    2-(2-methoxypropoxy) propanol 68.81
    mesitylene 38.28
    ε-caprolactone 155.62
    p-cymene 32.84
    epichlorohydrin 318.65
    1,1,1-trichloroethane 148.37
    2-aminoethanol 14.25
    morpholine-4-carbaldehyde 397.88
    sulfolane 364.51
    2,2,4-trimethylpentane 3.98
    2-methyltetrahydrofuran 112.15
    n-hexyl acetate 93.97
    isooctane 3.6
    2-(2-butoxyethoxy)ethanol 82.64
    sec-butyl acetate 57.43
    tert-butyl acetate 77.43
    decalin 12.36
    glycerin 22.78
    diglyme 231.02
    acrylic acid 48.71
    isopropyl myristate 42.43
    n-butyric acid 38.5
    acetyl acetate 97.55
    di(2-ethylhexyl) phthalate 32.75
    ethyl propionate 85.19
    nitromethane 225.36
    1,2-diethoxyethane 104.76
    benzonitrile 107.97
    trioctyl phosphate 27.2
    1-bromopropane 54.96
    gamma-valerolactone 330.52
    n-decanol 21.64
    triethyl phosphate 53.36
    4-methyl-2-pentanol 11.01
    propionitrile 54.93
    vinylene carbonate 160.86
    1,1,2-trichlorotrifluoroethane 145.48
    DMS 155.01
    cumene 35.23
    2-octanol 18.88
    2-hexanone 76.57
    octyl acetate 49.07
    limonene 37.03
    1,2-dimethoxyethane 188.03
    ethyl orthosilicate 45.34
    tributyl phosphate 33.9
    diacetone alcohol 65.61
    N,N-dimethylaniline 81.1
    acrylonitrile 107.01
    aniline 51.07
    1,3-propanediol 21.23
    bromobenzene 110.33
    dibromomethane 132.18
    1,1,2,2-tetrachloroethane 237.64
    2-methyl-cyclohexyl acetate 60.62
    tetrabutyl urea 54.2
    diisobutyl methanol 21.16
    2-phenylethanol 56.24
    styrene 58.53
    dioctyl adipate 58.61
    dimethyl sulfate 220.31
    ethyl butyrate 70.5
    methyl lactate 54.53
    butyl lactate 45.06
    diethyl carbonate 59.28
    propanediol butyl ether 43.28
    triethyl orthoformate 54.33
    p-tert-butyltoluene 31.37
    methyl 4-tert-butylbenzoate 88.06
    morpholine 170.49
    tert-butylamine 11.8
    n-dodecanol 18.51
    dimethoxymethane 188.07
    ethylene carbonate 124.94
    cyrene 81.97
    2-ethoxyethyl acetate 110.39
    2-ethylhexyl acetate 64.79
    1,2,4-trichlorobenzene 137.58
    4-methylpyridine 160.33
    dibutyl ether 50.0
    2,6-dimethyl-4-heptanol 21.16
    DEF 152.7
    dimethyl isosorbide 156.51
    tetrachloroethylene 179.19
    eugenol 86.51
    triacetin 112.29
    span 80 47.02
    1,4-butanediol 13.94
    1,1-dichloroethane 116.5
    2-methyl-1-pentanol 14.64
    methyl formate 130.11
    2-methyl-1-butanol 10.8
    n-decane 9.86
    butyronitrile 42.43
    3,7-dimethyl-1-octanol 23.83
    1-chlorooctane 33.36
    1-chlorotetradecane 17.26
    n-nonane 9.43
    undecane 8.05
    tert-butylcyclohexane 10.26
    cyclooctane 5.36
    cyclopentanol 29.85
    tetrahydropyran 90.08
    tert-amyl methyl ether 38.12
    2,5,8-trioxanonane 148.84
    1-hexene 18.24
    2-isopropoxyethanol 45.19
    2,2,2-trifluoroethanol 50.04
    methyl butyrate 103.76

    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