Tocopherol quinone

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  • Identifiers

    CAS number
    7559-04-8

    Molecular formula
    C29H50O3

    SMILES
    CC1=C(C(=O)C(=C(C1=O)C)CC[C@@](C)(CCC[C@H](C)CCC[C@H](C)CCCC(C)C)O)C

    Safety labels

  • Odor profile

    Fragrance
    Woody 64.82%
    Floral 52.86%
    Sweet 37.88%
    Dry 36.67%
    Powdery 35.13%
    Amber 33.1%
    Fruity 32.98%
    Balsamic 31.25%
    Musk 30.9%
    Waxy 30.45%

     

    Flavor
    Woody 50.01%
    Herbal 49.02%
    Wood 26.91%
    Spice 24.84%
    Herb 23.92%
    Floral 23.73%
    Jasmin 22.83%
    Spicy 22.64%
    Mild 21.55%
    Celery 21.26%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    8.8

    pKa est.
    8.22 (weak base)

    Molecular weight
    446.7 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    521°C

    Flash point

    • 189.35 ˚C est.

  • Synonyms

    • Tocopherylquinone
    • Metarene
    • 7559-04-8
    • alpha-Tocopheroquinone
    • ZO763K43XR
    • A0001
    • DTXSID501009892
    • p-Benzoquinone, 2-(3-hydroxy-3,7,11,15-tetramethylhexadecyl)-3,5,6-trimethyl-
    • alpha-tocopheryl quinone
    • 2,5-Cyclohexadiene-1,4-dione, 2-(3-hydroxy-3,7,11,15-tetramethylhexadecyl)-3,5,6-trimethyl-, (3R-(3R*,7R*,11R*))-
    • tocopherolquinone
    • Tocopherol quinone
    • Alpha-TQ
    • RefChem:898541
    • DTXCID401436325
    • 2 (3-hydroxy-3,7,11,15-tetramethylhexadecyl)-3,5,6-trimethyl-1,4-benzoquinone
    • alpha-tocopherolquinone
    • D-alpha-tocopherylquinone
    • Tocoquinone
    • ALPHA-TOCOPHERYLQUINONE
    • alpha-Tocoquinone
    • 2-[(3R,7R,11R)-3-hydroxy-3,7,11,15-tetramethylhexadecyl]-3,5,6-trimethylcyclohexa-2,5-diene-1,4-dione
    • vitamin E quinone
    • MFCD00135657
    • CHEMBL1223852
    • 2-((3r,7r,11r)-3-hydroxy-3,7,11,15-tetramethylhexadecyl)-3,5,6-trimethylcyclohexa-2,5-diene-1,4-dione
    • 78419-32-6
    • ATQ
    • 2-[(3R,7R,11R)-3-hydroxy-3,7,11,15-tetramethyl-hexadecyl]-3,5,6-trimethyl-1,4-benzoquinone
    • D--Tocopherylquinone
    • D-?-Tocopherolquinone
    • A-0001
    • .alpha.-Tocopherylquinone
    • Metarene; -Tocopherylquinone
    • UNII-ZO763K43XR
    • D-| inverted exclamation mark-TOCOPHERYLQUINONE
    • Vitamin E Quinone (D-form)
    • SCHEMBL3045963
    • ALPHA-TOCOPHERYLQUINONE S
    • EPIA-0001
    • 2-(3-HYDROXY-3,7,11,15-TETRAMETHYL-HEXADECYL)-3,5,6-TRIMETHYL-1,4-BENZOQUINONE
    • LTVDFSLWFKLJDQ-IEOSBIPESA-N
    • TOCOPHERYLQUINONE [WHO-DD]
    • EINECS 231-450-8
    • BDBM50041386
    • D-.ALPHA.-TOCOPHEROL QUINONE
    • D-alpha-Tocopherylquinone, AldrichCPR
    • AKOS032962204
    • CCG-207902
    • DB14094
    • FT42588
    • AI3-51910
    • T2283
    • F82125
    • T72911
    • F986780
    • BRD-K57865272-001-01-2
    • BRD-K57865272-001-02-0
    • Q27295808
    • 2-(3-Hydroxy-3,7,11,15-tetramethylhexadecyl)-3,5,6-trimethyl-p-benzoquinone
    • 2,5-CYCLOHEXADIENE-1,4-DIONE, 2-((3R,7R,11R)-3-HYDROXY-3,7,11,15-TETRAMETHYLHEXADECYL)-3,5,6-TRIMETHYL-
    • 7559-04-8

  • Applications

    Tocopherol quinone (CAS 7559-04-8) is typically used as an intermediate in the synthesis of tocopherol (vitamin E) derivatives and related vitamin E chemistry; it may function as a redox-active antioxidant in chemical formulations. In industry, it is commonly evaluated as an antioxidant/stabilizer for polymers, coatings, and inks, helping to retard oxidative degradation during processing and service life. It can serve as a building block in pharmaceutical and nutraceutical synthesis, and may be employed in cosmetic and personal-care formulations as an antioxidant or precursor to tocopherol-based ingredients. It may also appear in fragrance chemistry as a precursor to odor-active compounds, and is used in research settings as a reagent in redox studies. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 59.82
    methanol 41.63
    isopropanol 37.65
    water 0.04
    ethyl acetate 147.86
    n-propanol 75.64
    acetone 92.23
    n-butanol 71.65
    acetonitrile 18.19
    DMF 166.69
    toluene 91.84
    isobutanol 57.41
    1,4-dioxane 223.82
    methyl acetate 90.33
    THF 516.41
    2-butanone 148.88
    n-pentanol 68.32
    sec-butanol 67.19
    n-hexane 8.22
    ethylene glycol 1.09
    NMP 336.22
    cyclohexane 12.27
    DMSO 76.91
    n-butyl acetate 142.11
    n-octanol 44.27
    chloroform 344.4
    n-propyl acetate 134.42
    acetic acid 68.02
    dichloromethane 304.58
    cyclohexanone 336.47
    propylene glycol 5.63
    isopropyl acetate 125.67
    DMAc 349.84
    2-ethoxyethanol 110.46
    isopentanol 69.31
    n-heptane 4.93
    ethyl formate 54.82
    1,2-dichloroethane 160.03
    n-hexanol 61.31
    2-methoxyethanol 97.34
    isobutyl acetate 108.16
    tetrachloromethane 57.89
    n-pentyl acetate 217.86
    transcutol 533.56
    n-heptanol 62.52
    ethylbenzene 58.49
    MIBK 113.73
    2-propoxyethanol 152.35
    tert-butanol 52.95
    MTBE 117.9
    2-butoxyethanol 163.43
    propionic acid 57.8
    o-xylene 60.73
    formic acid 12.23
    diethyl ether 108.18
    m-xylene 60.1
    p-xylene 68.82
    chlorobenzene 126.82
    dimethyl carbonate 40.54
    n-octane 2.46
    formamide 20.71
    cyclopentanone 317.49
    2-pentanone 146.56
    anisole 130.32
    cyclopentyl methyl ether 208.17
    gamma-butyrolactone 300.66
    1-methoxy-2-propanol 107.67
    pyridine 210.85
    3-pentanone 118.42
    furfural 204.75
    n-dodecane 1.32
    diethylene glycol 36.56
    diisopropyl ether 32.13
    tert-amyl alcohol 87.01
    acetylacetone 161.85
    n-hexadecane 1.61
    acetophenone 140.16
    methyl propionate 111.01
    isopentyl acetate 157.91
    trichloroethylene 356.13
    n-nonanol 48.34
    cyclohexanol 84.55
    benzyl alcohol 85.03
    2-ethylhexanol 50.5
    isooctanol 60.16
    dipropyl ether 70.55
    1,2-dichlorobenzene 128.72
    ethyl lactate 47.48
    propylene carbonate 159.98
    n-methylformamide 53.79
    2-pentanol 48.78
    n-pentane 5.17
    1-propoxy-2-propanol 142.25
    1-methoxy-2-propyl acetate 197.57
    2-(2-methoxypropoxy) propanol 136.16
    mesitylene 33.61
    ε-caprolactone 371.79
    p-cymene 34.12
    epichlorohydrin 357.71
    1,1,1-trichloroethane 177.32
    2-aminoethanol 10.31
    morpholine-4-carbaldehyde 299.33
    sulfolane 325.14
    2,2,4-trimethylpentane 7.44
    2-methyltetrahydrofuran 327.65
    n-hexyl acetate 193.15
    isooctane 3.77
    2-(2-butoxyethoxy)ethanol 192.07
    sec-butyl acetate 118.46
    tert-butyl acetate 158.63
    decalin 10.2
    glycerin 9.9
    diglyme 408.53
    acrylic acid 38.15
    isopropyl myristate 48.31
    n-butyric acid 139.69
    acetyl acetate 80.12
    di(2-ethylhexyl) phthalate 63.46
    ethyl propionate 112.27
    nitromethane 110.43
    1,2-diethoxyethane 181.05
    benzonitrile 74.43
    trioctyl phosphate 38.34
    1-bromopropane 104.32
    gamma-valerolactone 503.3
    n-decanol 27.33
    triethyl phosphate 60.13
    4-methyl-2-pentanol 37.65
    propionitrile 35.03
    vinylene carbonate 128.28
    1,1,2-trichlorotrifluoroethane 174.6
    DMS 94.01
    cumene 38.38
    2-octanol 43.42
    2-hexanone 132.12
    octyl acetate 69.21
    limonene 50.62
    1,2-dimethoxyethane 224.13
    ethyl orthosilicate 67.4
    tributyl phosphate 45.02
    diacetone alcohol 142.84
    N,N-dimethylaniline 85.53
    acrylonitrile 33.72
    aniline 87.53
    1,3-propanediol 29.97
    bromobenzene 130.43
    dibromomethane 171.38
    1,1,2,2-tetrachloroethane 301.8
    2-methyl-cyclohexyl acetate 122.2
    tetrabutyl urea 63.3
    diisobutyl methanol 29.73
    2-phenylethanol 95.31
    styrene 63.42
    dioctyl adipate 89.36
    dimethyl sulfate 77.84
    ethyl butyrate 121.66
    methyl lactate 38.88
    butyl lactate 122.36
    diethyl carbonate 65.55
    propanediol butyl ether 88.0
    triethyl orthoformate 103.97
    p-tert-butyltoluene 33.17
    methyl 4-tert-butylbenzoate 171.35
    morpholine 312.24
    tert-butylamine 34.31
    n-dodecanol 16.37
    dimethoxymethane 147.83
    ethylene carbonate 114.95
    cyrene 140.53
    2-ethoxyethyl acetate 280.8
    2-ethylhexyl acetate 132.81
    1,2,4-trichlorobenzene 168.83
    4-methylpyridine 222.36
    dibutyl ether 66.35
    2,6-dimethyl-4-heptanol 29.73
    DEF 193.44
    dimethyl isosorbide 291.89
    tetrachloroethylene 181.25
    eugenol 141.08
    triacetin 190.17
    span 80 124.59
    1,4-butanediol 12.83
    1,1-dichloroethane 138.49
    2-methyl-1-pentanol 80.91
    methyl formate 34.21
    2-methyl-1-butanol 79.17
    n-decane 3.91
    butyronitrile 47.8
    3,7-dimethyl-1-octanol 45.76
    1-chlorooctane 30.78
    1-chlorotetradecane 6.6
    n-nonane 3.27
    undecane 2.06
    tert-butylcyclohexane 9.52
    cyclooctane 4.11
    cyclopentanol 73.8
    tetrahydropyran 302.98
    tert-amyl methyl ether 106.38
    2,5,8-trioxanonane 210.42
    1-hexene 39.73
    2-isopropoxyethanol 107.59
    2,2,2-trifluoroethanol 23.78
    methyl butyrate 156.07

    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