Quinone

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    106-51-4

    Molecular formula
    C6H4O2

    SMILES
    C1=CC(=O)C=CC1=O

    Safety labels

    Acute Toxic
    Acute Toxic

    Environmental Hazard
    Environmental

  • Odor profile

    Caramellic 69.48%
    Sweet 65.97%
    Burnt 60.62%
    Nutty 46.98%
    Roasted 34.17%
    Spicy 30.35%
    Buttery 30.01%
    Sharp 28.06%
    Coumarinic 25.91%
    Coffee 25.24%

    Scent© AI

    Odor threshold>

    • Odor Threshold Low: 0.1 [mmHg]. Odor Threshold High: 0.15 [mmHg]. Odor thresholds (detection at 0.1 ppm and recognition at 0.15 ppm) from CHEMINFO
    • 0.4000 mg/cu m (low); 0.4000 mg/cu m (high); 2.00 mg/cu m (irritating concentration)

  • Properties

    XLogP3-AA
    0.2

    Molecular weight
    108.09 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Melting point expt.

    • 240.3 °F (NTP, 1992)
    • 115.7 °C
    • Heat of fusion at melting point = 1.845X10+7 J/kmol
    • 116 °C
    • 240 °F

    Boiling point

    • SUBLIMES (NTP, 1992)
    • ~180 °C
    • Sublimes

    Flash point est.
    101.21 ˚C

    Flash point expt.

    • 559 °F (NTP, 1992)
    • 93 °C
    • 100-200 °F (38-93 °C) (CLOSED CUP)
    • 38-93 °C
    • 100-200 °F

    Solubility expt.

    • Slightly soluble (NTP, 1992)
    • SOL IN ALKALIES, HOT PETROLEUM ETHER
    • > 10% in ether
    • > 10% in ethanol
    • Water solubility = 1.113X10+4 mg/l @ 18 °C
    • 11.1 mg/mL at 18 °C
    • Solubility in water: poor
    • Slight

  • Synonyms

    • p-benzoquinone
    • 1,4-BENZOQUINONE
    • Benzoquinone
    • Quinone
    • 106-51-4
    • p-Quinone
    • cyclohexa-2,5-diene-1,4-dione
    • para-Benzoquinone
    • Chinone
    • 2,5-Cyclohexadiene-1,4-dione
    • Cyclohexadienedione
    • para-Quinone
    • 1,4-Benzoquine
    • 1,4-Cyclohexadienedione
    • 1,4-Dioxybenzene
    • Steara pbq
    • p-Chinon
    • Benzo-chinon
    • Benzo-1,4-quinone
    • 1,4-Diossibenzene
    • Chinon
    • 1,4-Dioxy-benzol
    • 1,4-Cyclohexadiene dioxide
    • semiquinone radicals
    • Caswell No. 719C
    • Semiquinone anion
    • RCRA waste number U197
    • NCI-C55845
    • CCRIS 933
    • USAF P-220
    • HSDB 1111
    • Cyclohexadiene-1,4-dione
    • 1,4-Benzochinon
    • EINECS 203-405-2
    • MFCD00001591
    • NSC 36324
    • NSC-36324
    • UN2587
    • EPA Pesticide Chemical Code 059805
    • UNII-3T006GV98U
    • [1,4]benzoquinone
    • DTXSID6020145
    • CHEBI:16509
    • AI3-09068
    • Quinone1,4-Benzoquinone
    • QUINONE [MI]
    • QUINONE [WHO-DD]
    • PARA-QUINONE [IARC]
    • CHEMBL8320
    • DTXCID40145
    • 2,5-cyclohexadiene-1-4-dione
    • 3225-29-4
    • 1,4-BENZOQUINONE [HSDB]
    • EC 203-405-2
    • 3T006GV98U
    • 1,4-BENZOQUINONE [USP-RS]
    • UN 2587
    • 1,4-Benzoquinone, 99%
    • PARA-QUINONE (IARC)
    • 2,5-Cyclohexadiene-1,4-dione, radical ion(1-)
    • p-Chinon [German]
    • Benzo-chinon [German]
    • 1,4-Benzoquinone; SKF-21232
    • 1,4-BENZOQUINONE (USP-RS)
    • Chinon [Dutch, German]
    • 1,4 benzoquinone
    • CAS-106-51-4
    • 1,4-Dioxy-benzol [German]
    • 1,4-Diossibenzene [Italian]
    • RCRA waste no. U197
    • parabenzochinon
    • paraQuinone
    • pBenzoquinone
    • pChinon
    • pQuinone
    • parabenzoquinone
    • p-benzo-quinone
    • C6H4O2
    • 1,4benzoquinone
    • 1,4Dioxybenzene
    • 1,4Dioxybenzol
    • 1,4Benzoquine
    • 1,4Diossibenzene
    • Quinone; p-BQ
    • NSC36324
    • Caswell No 719C
    • 2,4-dione
    • p-BQ
    • 1,4Cyclohexadienedione
    • p-Benzoquinone (OSHA)
    • Benzo-1,4-quinone #
    • Lopac-B-1266
    • 1,4Cyclohexadiene dioxide
    • Quinone (ACGIH:OSHA)
    • Benzoquinone [UN2587]
    • Epitope ID:116219
    • WLN: L6V DVJ
    • Chinon(DUTCH, GERMAN)
    • 2,5Cyclohexadiene1,4dione
    • cid_4650
    • Lopac0_000120
    • SCHEMBL18103
    • MLS002454445
    • GTPL6307
    • BDBM22774
    • CHEBI:39439
    • HMS2230N13
    • HMS3260G22
    • Quinone; 1,4-Cyclohexanedienedione
    • Tox21_202020
    • Tox21_302970
    • Tox21_500120
    • BBL010327
    • Benzoquinone [UN2587] [Poison]
    • c0261
    • STK398389
    • AKOS000119965
    • AKOS025243267
    • CCG-204215
    • FB01020
    • LP00120
    • SDCCGSBI-0050108.P002
    • 2,5-CYCLOHEXANDIEN-1,4-DIONE
    • p-Benzoquinone, reagent grade, >=98%
    • NCGC00015139-01
    • NCGC00015139-02
    • NCGC00015139-03
    • NCGC00015139-04

  • Applications

    Quinone (1,4‑benzoquinone, CAS 106‑51‑4) finds wide use as a mild oxidant and electron acceptor/Michael acceptor in organic synthesis (redox adjustments, dehydrogenation, a reactive dienophile in Diels–Alder chemistry, and selective transformations of aromatics), as a polymerization inhibitor and stabilizer for unsaturated monomers such as styrene, acrylates, and butadiene, and as a key intermediate to hydroquinone, chloranil/bromanil, p‑quinone dioxime, and numerous dyes, pigments, pharmaceuticals, and agrochemicals; it also serves as a redox mediator in biosensors and enzyme assays, in research on organic redox‑flow batteries and solution electrochemistry, and for functionalizing polymers and rubbers via Michael addition to nucleophilic groups; additionally it is used as a model for biological quinones (e.g., ubiquinone) and in processes that require radical scavengers to suppress undesired reactions.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 27.99
    methanol 70.32
    isopropanol 16.15
    water 3.34
    ethyl acetate 88.5
    n-propanol 13.85
    acetone 121.22
    n-butanol 10.49
    acetonitrile 236.24
    DMF 219.3
    toluene 11.43
    isobutanol 9.88
    1,4-dioxane 84.14
    methyl acetate 187.11
    THF 71.53
    2-butanone 107.38
    n-pentanol 11.9
    sec-butanol 15.79
    n-hexane 1.96
    ethylene glycol 9.09
    NMP 173.7
    cyclohexane 0.87
    DMSO 193.83
    n-butyl acetate 31.95
    n-octanol 9.15
    chloroform 102.31
    n-propyl acetate 45.48
    acetic acid 62.87
    dichloromethane 155.65
    cyclohexanone 51.1
    propylene glycol 6.5
    isopropyl acetate 41.67
    DMAc 326.48
    2-ethoxyethanol 55.33
    isopentanol 12.69
    n-heptane 1.7
    ethyl formate 73.08
    1,2-dichloroethane 78.45
    n-hexanol 8.43
    2-methoxyethanol 74.44
    isobutyl acetate 18.97
    tetrachloromethane 15.1
    n-pentyl acetate 22.99
    transcutol 139.67
    n-heptanol 7.55
    ethylbenzene 15.77
    MIBK 24.32
    2-propoxyethanol 29.84
    tert-butanol 22.96
    MTBE 35.09
    2-butoxyethanol 24.72
    propionic acid 46.67
    o-xylene 16.4
    formic acid 48.44
    diethyl ether 33.95
    m-xylene 8.85
    p-xylene 23.41
    chlorobenzene 26.31
    dimethyl carbonate 54.23
    n-octane 1.07
    formamide 193.94
    cyclopentanone 84.53
    2-pentanone 44.4
    anisole 67.22
    cyclopentyl methyl ether 23.76
    gamma-butyrolactone 156.23
    1-methoxy-2-propanol 41.87
    pyridine 98.04
    3-pentanone 46.31
    furfural 173.05
    n-dodecane 1.05
    diethylene glycol 26.58
    diisopropyl ether 9.6
    tert-amyl alcohol 25.01
    acetylacetone 84.87
    n-hexadecane 1.18
    acetophenone 78.2
    methyl propionate 77.2
    isopentyl acetate 27.66
    trichloroethylene 161.8
    n-nonanol 9.17
    cyclohexanol 7.76
    benzyl alcohol 31.26
    2-ethylhexanol 8.01
    isooctanol 7.0
    dipropyl ether 14.92
    1,2-dichlorobenzene 35.52
    ethyl lactate 21.42
    propylene carbonate 75.93
    n-methylformamide 145.76
    2-pentanol 9.03
    n-pentane 1.04
    1-propoxy-2-propanol 20.02
    1-methoxy-2-propyl acetate 40.42
    2-(2-methoxypropoxy) propanol 42.59
    mesitylene 6.91
    ε-caprolactone 65.58
    p-cymene 9.91
    epichlorohydrin 144.25
    1,1,1-trichloroethane 61.99
    2-aminoethanol 15.35
    morpholine-4-carbaldehyde 176.55
    sulfolane 124.91
    2,2,4-trimethylpentane 1.63
    2-methyltetrahydrofuran 53.24
    n-hexyl acetate 31.47
    isooctane 0.82
    2-(2-butoxyethoxy)ethanol 42.66
    sec-butyl acetate 30.21
    tert-butyl acetate 37.87
    decalin 2.34
    glycerin 13.9
    diglyme 132.35
    acrylic acid 49.87
    isopropyl myristate 14.09
    n-butyric acid 33.54
    acetyl acetate 71.56
    di(2-ethylhexyl) phthalate 13.7
    ethyl propionate 44.26
    nitromethane 355.39
    1,2-diethoxyethane 51.3
    benzonitrile 53.2
    trioctyl phosphate 8.31
    1-bromopropane 24.69
    gamma-valerolactone 140.2
    n-decanol 6.81
    triethyl phosphate 24.72
    4-methyl-2-pentanol 7.27
    propionitrile 75.24
    vinylene carbonate 78.12
    1,1,2-trichlorotrifluoroethane 89.1
    DMS 56.31
    cumene 12.09
    2-octanol 6.35
    2-hexanone 40.12
    octyl acetate 16.67
    limonene 10.13
    1,2-dimethoxyethane 138.51
    ethyl orthosilicate 20.7
    tributyl phosphate 13.23
    diacetone alcohol 38.64
    N,N-dimethylaniline 48.88
    acrylonitrile 142.79
    aniline 22.09
    1,3-propanediol 19.54
    bromobenzene 25.22
    dibromomethane 67.76
    1,1,2,2-tetrachloroethane 89.32
    2-methyl-cyclohexyl acetate 24.91
    tetrabutyl urea 20.69
    diisobutyl methanol 7.43
    2-phenylethanol 20.38
    styrene 21.55
    dioctyl adipate 24.65
    dimethyl sulfate 104.6
    ethyl butyrate 33.19
    methyl lactate 32.13
    butyl lactate 17.09
    diethyl carbonate 32.37
    propanediol butyl ether 19.67
    triethyl orthoformate 24.92
    p-tert-butyltoluene 8.47
    methyl 4-tert-butylbenzoate 39.58
    morpholine 76.78
    tert-butylamine 12.51
    n-dodecanol 5.33
    dimethoxymethane 81.03
    ethylene carbonate 53.16
    cyrene 44.62
    2-ethoxyethyl acetate 47.38
    2-ethylhexyl acetate 23.22
    1,2,4-trichlorobenzene 47.7
    4-methylpyridine 88.17
    dibutyl ether 17.95
    2,6-dimethyl-4-heptanol 7.43
    DEF 92.49
    dimethyl isosorbide 83.45
    tetrachloroethylene 63.7
    eugenol 38.01
    triacetin 59.24
    span 80 21.38
    1,4-butanediol 10.03
    1,1-dichloroethane 62.6
    2-methyl-1-pentanol 14.36
    methyl formate 114.49
    2-methyl-1-butanol 12.05
    n-decane 1.7
    butyronitrile 43.6
    3,7-dimethyl-1-octanol 10.91
    1-chlorooctane 7.46
    1-chlorotetradecane 3.3
    n-nonane 1.52
    undecane 1.29
    tert-butylcyclohexane 2.52
    cyclooctane 0.57
    cyclopentanol 11.88
    tetrahydropyran 25.27
    tert-amyl methyl ether 30.41
    2,5,8-trioxanonane 89.09
    1-hexene 7.66
    2-isopropoxyethanol 34.22
    2,2,2-trifluoroethanol 54.69
    methyl butyrate 59.48

    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

Botanical

Name CAS Botanical Proportion
Ketaki (India) Pandanus fascicularis Lam., var. Ketaki, fam. Pandanaceae 1.3%