L-Ascorbic acid, dihexadecanoate

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  • Identifiers

    CAS number
    28474-90-0

    Molecular formula
    C38H68O8

    SMILES
    CCCCCCCCCCCCCCCC(=O)OC1=C(C(=O)O[C@@H]1[C@H](CO)OC(=O)CCCCCCCCCCCCCCC)O

    Safety labels

  • Odor profile

    Fragrance
    Waxy 60.63%
    Fatty 56.43%
    Odorless 41.61%
    Oily 38.57%
    Creamy 24.65%
    Buttery 23.06%
    Milky 23.0%
    Dairy 20.85%
    Lactonic 18.97%
    Savory 18.82%

     

    Flavor
    Bland 41.12%
    Waxy 40.78%
    Fatty 39.6%
    Mild 38.2%
    Oily 35.15%
    Odorless 33.68%
    Faint 29.95%
    Slightly waxy 23.79%
    Bay oil 22.49%
    Beer 21.95%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    13.5

    pKa est.
    6.18 (neutral)

    Molecular weight
    652.9 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    921°C

    Flash point

    • 242.26 ˚C est.

  • Synonyms

    • L-Ascorbic acid, dihexadecanoate
    • UNII-624RX3IESR
    • RefChem:201398
    • 28474-90-0
    • [(2R)-2-[(1S)-1-hexadecanoyloxy-2-hydroxyethyl]-4-hydroxy-5-oxo-2H-furan-3-yl] hexadecanoate
    • SCHEMBL285548
    • TZMXUZAZMXYWGC-LBHUVFDKSA-N
    • MSK160929
    • NS00013371
    • (2R)-2-[(1S)-1-(Hexadecanoyloxy)-2-hydroxyethyl]-4-hydroxy-5-oxo-2,5-dihydrofuran-3-yl hexadecanoate
    • (s)-2-hydroxy-1-((r)-4-hydroxy-5-oxo-3-(palmitoyloxy)-2,5-dihydrofuran-2-yl)ethyl palmitate
    • 28474-90-0

  • Applications

    L-Ascorbic acid, dihexadecanoate (CAS 28474-90-0) is a lipophilic derivative of vitamin C that is used primarily in cosmetics and related formulations, where it functions as an antioxidant and a skin-conditioning agent. It is also employed as an antioxidant stabilizer in polymer formulations and coatings, helping to protect materials from oxidative degradation. It may be used as an intermediate in the synthesis of other ascorbate esters and related derivatives for product development. In research and development contexts, it is evaluated for formulations aiming to deliver lipophilic vitamin C, subject to regulatory requirements and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 29.77
    methanol 42.76
    isopropanol 32.0
    water 2.29
    ethyl acetate 198.84
    n-propanol 45.4
    acetone 179.89
    n-butanol 37.45
    acetonitrile 71.86
    DMF 435.31
    toluene 59.51
    isobutanol 35.34
    1,4-dioxane 134.35
    methyl acetate 200.72
    THF 306.11
    2-butanone 200.29
    n-pentanol 37.99
    sec-butanol 51.47
    n-hexane 6.5
    ethylene glycol 11.25
    NMP 1105.9
    cyclohexane 14.07
    DMSO 421.66
    n-butyl acetate 96.79
    n-octanol 31.26
    chloroform 310.11
    n-propyl acetate 134.32
    acetic acid 249.76
    dichloromethane 362.24
    cyclohexanone 348.23
    propylene glycol 23.41
    isopropyl acetate 149.29
    DMAc 930.77
    2-ethoxyethanol 108.2
    isopentanol 34.32
    n-heptane 4.56
    ethyl formate 112.75
    1,2-dichloroethane 218.93
    n-hexanol 23.46
    2-methoxyethanol 115.99
    isobutyl acetate 65.13
    tetrachloromethane 79.09
    n-pentyl acetate 160.18
    transcutol 300.12
    n-heptanol 30.82
    ethylbenzene 34.31
    MIBK 87.46
    2-propoxyethanol 81.95
    tert-butanol 42.28
    MTBE 68.56
    2-butoxyethanol 107.2
    propionic acid 167.66
    o-xylene 61.24
    formic acid 88.28
    diethyl ether 58.04
    m-xylene 41.15
    p-xylene 47.74
    chlorobenzene 107.52
    dimethyl carbonate 182.88
    n-octane 3.69
    formamide 160.14
    cyclopentanone 480.22
    2-pentanone 156.23
    anisole 77.68
    cyclopentyl methyl ether 165.28
    gamma-butyrolactone 661.19
    1-methoxy-2-propanol 121.28
    pyridine 198.55
    3-pentanone 171.67
    furfural 413.56
    n-dodecane 2.27
    diethylene glycol 44.97
    diisopropyl ether 25.5
    tert-amyl alcohol 70.14
    acetylacetone 288.04
    n-hexadecane 2.63
    acetophenone 152.36
    methyl propionate 230.23
    isopentyl acetate 85.59
    trichloroethylene 513.53
    n-nonanol 32.04
    cyclohexanol 73.51
    benzyl alcohol 67.63
    2-ethylhexanol 21.93
    isooctanol 27.96
    dipropyl ether 38.5
    1,2-dichlorobenzene 135.11
    ethyl lactate 102.31
    propylene carbonate 383.5
    n-methylformamide 203.42
    2-pentanol 36.83
    n-pentane 5.51
    1-propoxy-2-propanol 77.14
    1-methoxy-2-propyl acetate 142.75
    2-(2-methoxypropoxy) propanol 98.59
    mesitylene 25.72
    ε-caprolactone 418.11
    p-cymene 21.56
    epichlorohydrin 423.29
    1,1,1-trichloroethane 272.99
    2-aminoethanol 29.47
    morpholine-4-carbaldehyde 495.51
    sulfolane 1070.71
    2,2,4-trimethylpentane 6.71
    2-methyltetrahydrofuran 225.15
    n-hexyl acetate 144.18
    isooctane 2.4
    2-(2-butoxyethoxy)ethanol 116.15
    sec-butyl acetate 101.01
    tert-butyl acetate 154.95
    decalin 9.34
    glycerin 46.36
    diglyme 266.92
    acrylic acid 175.97
    isopropyl myristate 39.11
    n-butyric acid 207.43
    acetyl acetate 194.94
    di(2-ethylhexyl) phthalate 49.58
    ethyl propionate 152.35
    nitromethane 513.2
    1,2-diethoxyethane 98.06
    benzonitrile 74.78
    trioctyl phosphate 36.02
    1-bromopropane 88.81
    gamma-valerolactone 588.82
    n-decanol 19.73
    triethyl phosphate 76.17
    4-methyl-2-pentanol 21.19
    propionitrile 66.27
    vinylene carbonate 323.26
    1,1,2-trichlorotrifluoroethane 437.23
    DMS 179.38
    cumene 24.85
    2-octanol 27.71
    2-hexanone 108.76
    octyl acetate 60.43
    limonene 35.96
    1,2-dimethoxyethane 154.55
    ethyl orthosilicate 65.13
    tributyl phosphate 50.17
    diacetone alcohol 155.56
    N,N-dimethylaniline 69.19
    acrylonitrile 100.83
    aniline 78.01
    1,3-propanediol 42.19
    bromobenzene 112.0
    dibromomethane 183.02
    1,1,2,2-tetrachloroethane 425.24
    2-methyl-cyclohexyl acetate 83.32
    tetrabutyl urea 74.44
    diisobutyl methanol 13.91
    2-phenylethanol 47.03
    styrene 40.74
    dioctyl adipate 80.92
    dimethyl sulfate 474.33
    ethyl butyrate 95.25
    methyl lactate 166.74
    butyl lactate 134.39
    diethyl carbonate 69.5
    propanediol butyl ether 86.92
    triethyl orthoformate 78.01
    p-tert-butyltoluene 20.57
    methyl 4-tert-butylbenzoate 174.39
    morpholine 193.44
    tert-butylamine 22.49
    n-dodecanol 12.76
    dimethoxymethane 187.65
    ethylene carbonate 265.59
    cyrene 166.48
    2-ethoxyethyl acetate 231.42
    2-ethylhexyl acetate 74.44
    1,2,4-trichlorobenzene 204.87
    4-methylpyridine 177.33
    dibutyl ether 43.03
    2,6-dimethyl-4-heptanol 13.91
    DEF 273.62
    dimethyl isosorbide 202.57
    tetrachloroethylene 274.24
    eugenol 123.27
    triacetin 257.5
    span 80 84.84
    1,4-butanediol 26.25
    1,1-dichloroethane 183.78
    2-methyl-1-pentanol 40.38
    methyl formate 175.13
    2-methyl-1-butanol 44.41
    n-decane 5.17
    butyronitrile 51.6
    3,7-dimethyl-1-octanol 25.93
    1-chlorooctane 28.78
    1-chlorotetradecane 8.82
    n-nonane 4.72
    undecane 3.18
    tert-butylcyclohexane 6.58
    cyclooctane 6.14
    cyclopentanol 102.04
    tetrahydropyran 139.1
    tert-amyl methyl ether 84.3
    2,5,8-trioxanonane 153.02
    1-hexene 20.64
    2-isopropoxyethanol 78.08
    2,2,2-trifluoroethanol 196.24
    methyl butyrate 188.91

    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