(+)-gamma-Tocopherol

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  • Identifiers

    CAS number
    54-28-4

    Molecular formula
    C28H48O2

    SMILES
    CC1=C(C=C2CC[C@@](OC2=C1C)(C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)O

    Safety labels

  • Odor profile

    Fragrance
    Spicy 39.66%
    Woody 38.61%
    Floral 33.52%
    Waxy 32.78%
    Balsamic 32.78%
    Animal 28.48%
    Phenolic 26.25%
    Sweet 26.02%
    Dry 25.76%
    Burnt 24.99%

     

    Flavor
    Woody 35.02%
    Spice 29.99%
    Mild 26.18%
    Herbal 24.68%
    Bland 22.07%
    Thymol 21.66%
    Delicate 21.54%
    Creosote 21.09%
    Wood 20.79%
    Green pepper 20.47%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    10.3

    pKa est.
    9.2 (weak base)

    Molecular weight
    416.7 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • -67.50 °C. @ 760.00 mm Hg

    Boiling point

    • 226.20 °C. @ 760.00 mm Hg

    Flash point

    • 178.21 ˚C est.

    Solubility expt.

    • 128 mg/mL

  • Synonyms

    • gamma-Tocopherol
    • 54-28-4
    • (+)-gamma-Tocopherol
    • 7,8-Dimethyltocol
    • o-Xylotocopherol
    • Gamma tocopherol
    • (R,R,R)-gamma-Tocopherol
    • DTXSID9049031
    • J213.540J
    • 8EF1Z1238F
    • DTXCID0028957
    • CHEBI:18185
    • (2R)-3,4-dihydro-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-ol
    • (2R)-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-ol
    • 3,4-Dihydro-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-ol
    • RRR-gamma-Tocopherol
    • (2R)-3,4-DIHYDRO-2,7,8-TRIMETHYL-2-((4R,8R)-4,8,12-TRIMETHYLTRIDECYL)-2H-1-BENZOPYRAN-6-OL
    • 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,7,8-trimethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)-, (2R)-
    • 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-, (2R)-
    • DTXSID5044075
    • (2R)-2,7,8-trimethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)-3,4-dihydro-2H-chromen-6-ol
    • RefChem:639607
    • DTXCID3024075
    • 200-201-5
    • 231-523-4
    • 2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)chroman-6-ol
    • ECY0XG64DO
    • D-gamma-Tocopherol
    • MFCD00066529
    • .gamma.-Tocopherol
    • (R)-2,7,8-trimethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)chroman-6-ol
    • Rrr-.gamma.-tocopherol
    • (r,r,r)-.gamma.-tocopherol
    • (2R)-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-ol
    • NCGC00185764-01
    • (2R)-2,7,8-Trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol
    • 2,7,8-Trimethyl-2-(4,8,12-trimethyltridecyl)-6-chromanol
    • C28H48O2
    • D-?-Tocopherol
    • gamma-Tocopherol, d-
    • 7,8-Dimethyltocolo-xylotocopherol
    • (2r)-2,7,8-trimethyl-2-[(4r,8r)-4,8,12-trimethyltridecyl]chroman-6-ol
    • UNII-8EF1Z1238F
    • -Tocopherol
    • tocopherol gamma
    • Vitamin E gamma
    • gamma -Tocopherol
    • ??-Tocopherol
    • EINECS 200-201-5
    • (+)-.gamma.-Tocopherol
    • |A-Tocopherol (Standard)
    • SCHEMBL120346
    • orb1299061
    • CHEMBL2151591
    • D--Tocopherol;(+)--Tocopherol
    • HY-N7148R
    • .GAMMA.-TOCOPHEROL [MI]
    • MSK1515
    • GAMMA-TOCOPHEROL [WHO-DD]
    • (+)-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-6-chromanol
    • HY-N7148
    • Tox21_113559
    • 7,8-Dimethyltocol; o-Xylotocopherol
    • LMPR02020065
    • AKOS040759356
    • DB15394
    • EBC-615837
    • CAS-54-28-4
    • NCGC00185764-03
    • BS-48945
    • DA-68971
    • FT179997
    • (+)-gamma-Tocopherol, >=96% (HPLC)
    • (+)-gamma-Tocopherol, analytical standard
    • CS-0103047
    • NS00074161
    • C02483
    • F75916
    • 054T284
    • Q155753
    • RRR-.ALPHA.-TOCOPHEROL IMPURITY C [EP IMPURITY]
    • DL-alpha-Tocopherol succinate calcium;-Tocopherol succinate calcium
    • (2R(2R*(4R*,8R*)))-3,4-Dihydro-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-2H-benzopyran-6-ol
    • 54-28-4

  • Applications

    (+)-gamma-Tocopherol (CAS 54-28-4) is widely used as an antioxidant and stabilizer in a range of formulations; typical applications include: in foods and edible oils to retard lipid oxidation, in cosmetics/personal care to stabilize formulations and extend shelf life, in polymers/plastics as an antioxidant and long-term stabilizer, in coatings and inks to protect substrates from oxidative degradation, and in pharmaceutical formulations as an antioxidant/stabilizer excipient, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 366.69
    methanol 134.69
    isopropanol 310.02
    water 0.08
    ethyl acetate 795.5
    n-propanol 418.11
    acetone 477.49
    n-butanol 468.88
    acetonitrile 113.75
    DMF 277.83
    toluene 460.76
    isobutanol 334.86
    1,4-dioxane 1171.82
    methyl acetate 460.19
    THF 2118.52
    2-butanone 687.05
    n-pentanol 373.33
    sec-butanol 397.39
    n-hexane 98.35
    ethylene glycol 4.01
    NMP 358.35
    cyclohexane 200.98
    DMSO 193.15
    n-butyl acetate 1003.5
    n-octanol 261.49
    chloroform 1492.47
    n-propyl acetate 825.05
    acetic acid 149.46
    dichloromethane 1381.53
    cyclohexanone 1112.79
    propylene glycol 18.42
    isopropyl acetate 716.76
    DMAc 563.77
    2-ethoxyethanol 446.99
    isopentanol 437.02
    n-heptane 96.58
    ethyl formate 285.25
    1,2-dichloroethane 850.27
    n-hexanol 403.85
    2-methoxyethanol 338.26
    isobutyl acetate 696.37
    tetrachloromethane 291.56
    n-pentyl acetate 994.59
    transcutol 1916.84
    n-heptanol 300.35
    ethylbenzene 270.44
    MIBK 523.78
    2-propoxyethanol 622.31
    tert-butanol 322.01
    MTBE 1024.11
    2-butoxyethanol 564.09
    propionic acid 183.67
    o-xylene 265.39
    formic acid 17.64
    diethyl ether 1003.49
    m-xylene 298.61
    p-xylene 366.26
    chlorobenzene 557.51
    dimethyl carbonate 121.12
    n-octane 40.36
    formamide 42.29
    cyclopentanone 820.98
    2-pentanone 706.28
    anisole 542.61
    cyclopentyl methyl ether 876.02
    gamma-butyrolactone 733.97
    1-methoxy-2-propanol 345.45
    pyridine 734.99
    3-pentanone 517.65
    furfural 510.79
    n-dodecane 22.78
    diethylene glycol 131.35
    diisopropyl ether 297.38
    tert-amyl alcohol 456.77
    acetylacetone 617.44
    n-hexadecane 27.77
    acetophenone 456.25
    methyl propionate 433.9
    isopentyl acetate 1032.39
    trichloroethylene 1274.46
    n-nonanol 265.44
    cyclohexanol 452.45
    benzyl alcohol 299.09
    2-ethylhexanol 369.18
    isooctanol 320.9
    dipropyl ether 705.72
    1,2-dichlorobenzene 478.44
    ethyl lactate 176.28
    propylene carbonate 474.85
    n-methylformamide 128.32
    2-pentanol 332.55
    n-pentane 71.44
    1-propoxy-2-propanol 579.34
    1-methoxy-2-propyl acetate 782.36
    2-(2-methoxypropoxy) propanol 420.82
    mesitylene 200.37
    ε-caprolactone 1137.24
    p-cymene 211.44
    epichlorohydrin 1174.22
    1,1,1-trichloroethane 875.97
    2-aminoethanol 34.19
    morpholine-4-carbaldehyde 578.71
    sulfolane 571.63
    2,2,4-trimethylpentane 66.08
    2-methyltetrahydrofuran 1570.72
    n-hexyl acetate 935.91
    isooctane 46.32
    2-(2-butoxyethoxy)ethanol 616.66
    sec-butyl acetate 681.19
    tert-butyl acetate 773.21
    decalin 93.18
    glycerin 23.91
    diglyme 1356.6
    acrylic acid 85.05
    isopropyl myristate 312.87
    n-butyric acid 549.71
    acetyl acetate 386.39
    di(2-ethylhexyl) phthalate 234.54
    ethyl propionate 595.04
    nitromethane 273.89
    1,2-diethoxyethane 1275.34
    benzonitrile 329.49
    trioctyl phosphate 178.79
    1-bromopropane 695.11
    gamma-valerolactone 1340.78
    n-decanol 176.19
    triethyl phosphate 276.29
    4-methyl-2-pentanol 230.05
    propionitrile 207.79
    vinylene carbonate 390.53
    1,1,2-trichlorotrifluoroethane 401.07
    DMS 362.52
    cumene 202.56
    2-octanol 260.06
    2-hexanone 709.1
    octyl acetate 382.07
    limonene 325.07
    1,2-dimethoxyethane 1031.0
    ethyl orthosilicate 332.17
    tributyl phosphate 214.43
    diacetone alcohol 465.68
    N,N-dimethylaniline 314.62
    acrylonitrile 144.14
    aniline 337.33
    1,3-propanediol 141.93
    bromobenzene 644.87
    dibromomethane 873.97
    1,1,2,2-tetrachloroethane 1073.31
    2-methyl-cyclohexyl acetate 578.79
    tetrabutyl urea 267.76
    diisobutyl methanol 233.38
    2-phenylethanol 401.58
    styrene 312.89
    dioctyl adipate 398.19
    dimethyl sulfate 149.73
    ethyl butyrate 753.39
    methyl lactate 97.81
    butyl lactate 435.77
    diethyl carbonate 404.12
    propanediol butyl ether 284.82
    triethyl orthoformate 586.68
    p-tert-butyltoluene 206.35
    methyl 4-tert-butylbenzoate 473.01
    morpholine 1312.35
    tert-butylamine 236.21
    n-dodecanol 121.72
    dimethoxymethane 488.73
    ethylene carbonate 424.3
    cyrene 301.59
    2-ethoxyethyl acetate 1060.24
    2-ethylhexyl acetate 869.23
    1,2,4-trichlorobenzene 524.13
    4-methylpyridine 827.38
    dibutyl ether 648.43
    2,6-dimethyl-4-heptanol 233.38
    DEF 610.01
    dimethyl isosorbide 816.45
    tetrachloroethylene 648.6
    eugenol 388.31
    triacetin 626.62
    span 80 390.08
    1,4-butanediol 56.97
    1,1-dichloroethane 754.06
    2-methyl-1-pentanol 421.57
    methyl formate 95.61
    2-methyl-1-butanol 440.31
    n-decane 56.1
    butyronitrile 355.99
    3,7-dimethyl-1-octanol 305.22
    1-chlorooctane 257.49
    1-chlorotetradecane 78.55
    n-nonane 51.41
    undecane 33.21
    tert-butylcyclohexane 84.83
    cyclooctane 68.81
    cyclopentanol 328.95
    tetrahydropyran 1855.8
    tert-amyl methyl ether 650.65
    2,5,8-trioxanonane 705.07
    1-hexene 321.73
    2-isopropoxyethanol 454.53
    2,2,2-trifluoroethanol 48.11
    methyl butyrate 764.76

    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