Dehydroascorbic Acid

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  • Identifiers

    CAS number
    490-83-5

    Molecular formula
    C6H6O6

    SMILES
    C([C@@H]([C@@H]1C(=O)C(=O)C(=O)O1)O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Caramellic 63.18%
    Odorless 53.78%
    Sweet 41.32%
    Burnt 40.65%
    Buttery 29.24%
    Sharp 21.43%
    Sour 19.2%
    Nutty 17.52%
    Ethereal 17.06%
    Clean 16.99%

     

    Flavor
    Very mild 36.65%
    Odorless 35.42%
    Bitter 30.89%
    Caramellic 22.27%
    Sweet-like 22.04%
    Fenugreek 20.99%
    Seedy 20.84%
    Cotton candy 20.76%
    Extremely sweet 20.7%
    Caramel 20.17%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.0

    pKa est.
    4.75 (weak acid)

    Molecular weight
    174.11 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    855°C

    Melting point expt.

    • Decomposes at 225°C (437°F)

    Flash point

    • 179.63 ˚C est.

    Solubility expt.

    • Soluble in water at 60°C

  • Synonyms

    • DEHYDROASCORBIC ACID
    • 490-83-5
    • L-Dehydroascorbic acid
    • DHAA
    • Dehydro-L-ascorbic acid
    • (5R)-5-[(1S)-1,2-dihydroxyethyl]oxolane-2,3,4-trione
    • L-Threo-hexo-2,3-diulosono-1,4-lactone
    • L-threo-2,3-Hexodiulosonic acid, gamma-lactone
    • Y2Z3ZTP9UM
    • CHEBI:27956
    • DTXSID00912316
    • (5R)-5-[(1S)-1,2-dihydroxyethyl]furan-2,3,4(5H)-trione
    • (5R)-5-((1S)-1,2-DIHYDROXYETHYL)FURAN-2,3,4(5H)-TRIONE
    • Acid, Dehydroascorbic
    • CHEBI:17242
    • DTXSID40862023
    • (5R)-5-((1S)-1,2-dihydroxyethyl)oxolane-2,3,4-trione
    • RefChem:585633
    • GlyTouCan:G03334HH
    • DTXCID70810855
    • DTXCID201341338
    • G03334HH
    • 207-720-6
    • 5-(1,2-Dihydroxyethyl)oxolane-2,3,4-trione
    • dehydroascorbate
    • L-Dehydro Ascorbic Acid
    • L-Dehydroascorbate
    • (L)-Dehydroascorbic acid
    • L-threo-2,3-Hexodiulosonic acid, g-lactone
    • L-threo-2,3-Hexodiulosonic acid gamma-lactone
    • (R)-5-((S)-1,2-dihydroxyethyl)furan-2,3,4(5H)-trione
    • MFCD00066467
    • L-threo-2,3-Hexodiulosonic acid, .gamma.-lactone
    • UNII-Y2Z3ZTP9UM
    • L-Ascorbic acid, dehydro-
    • 1-Dehydroascorbate
    • BIS-DEHYDRO-L-ASCORBIC ACID
    • EINECS 207-720-6
    • 1-Dehydroascorbic acid
    • Dehydro-L-Ascorbinsaure
    • DEHYROASCORBIC ACID
    • Bis-dehydro-L-ascorbicacid
    • Dehydroascorbic Acid; DHA
    • DEHYDROASCORBIC-ACID
    • Epitope ID:194981
    • L-threo-Dehydroascorbic acid
    • SCHEMBL66326
    • GTPL4733
    • orb1302452
    • DEHYDROASCORBIC ACID [MI]
    • MSK2830
    • GLXC-07931
    • L-Dehydro Ascorbic Acid (>90%)
    • s3329
    • AKOS027470272
    • DB08830
    • EBC-616039
    • MD16669
    • BS-28662
    • HY-110281
    • CS-0033149
    • NS00068574
    • C05422
    • D-0300
    • G12178
    • F510208
    • Q3116723
    • Dehydro-L-(+)-ascorbic acid dimer, >=80% (enzymatic)
    • F34401D0-9CF1-428F-ACB9-26935446580D
    • (5R)-5-[(1S)-1,2-dihydroxyethyl]tetrahydrofuran-2,3,4-trione
    • (5R)-5-[(1S)-1,2-dihydroxyethyl]furan-2,3,4(5H)-trione (non-preferred name)
    • Dehydro-L-ascorbic acid;L-threo-2,3-hexodiulosonic acid gamma-lactone;Oxidized ascorbic acid
    • 490-83-5

  • Applications

    Dehydroascorbic acid (CAS 490-83-5) is the oxidized form of ascorbic acid and can be reduced back to ascorbic acid, enabling redox cycling in formulations and processes. In industry, it is viewed as an intermediate in organic synthesis and can function as a mild antioxidant or redox-active component in chemical and cosmetic systems. Practical applications include: pharmaceuticals and pharmaceutical chemistry—used as an antioxidant/reducing agent or as a precursor to ascorbate-derived compounds; cosmetics/personal care—studied as an antioxidant and a source of ascorbate-derived species for active formulations; food processing—exists as an oxidation product of ascorbic acid and may be reduced back to ascorbic acid during processing or storage; analytical chemistry—employed in redox-based assays and methods related to vitamin C.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 75.24
    methanol 204.33
    isopropanol 33.08
    water 83.38
    ethyl acetate 9.84
    n-propanol 31.67
    acetone 33.96
    n-butanol 23.57
    acetonitrile 17.77
    DMF 310.28
    toluene 2.7
    isobutanol 15.56
    1,4-dioxane 29.29
    methyl acetate 18.3
    THF 47.65
    2-butanone 18.85
    n-pentanol 15.22
    sec-butanol 19.97
    n-hexane 0.4
    ethylene glycol 165.27
    NMP 272.21
    cyclohexane 1.43
    DMSO 806.22
    n-butyl acetate 6.37
    n-octanol 10.28
    chloroform 2.05
    n-propyl acetate 6.7
    acetic acid 44.85
    dichloromethane 6.09
    cyclohexanone 19.34
    propylene glycol 72.77
    isopropyl acetate 6.35
    DMAc 250.35
    2-ethoxyethanol 89.11
    isopentanol 17.33
    n-heptane 1.46
    ethyl formate 16.3
    1,2-dichloroethane 9.63
    n-hexanol 12.33
    2-methoxyethanol 211.01
    isobutyl acetate 2.73
    tetrachloromethane 0.79
    n-pentyl acetate 5.67
    transcutol 98.75
    n-heptanol 10.07
    ethylbenzene 2.1
    MIBK 7.75
    2-propoxyethanol 50.63
    tert-butanol 35.44
    MTBE 9.74
    2-butoxyethanol 30.3
    propionic acid 23.12
    o-xylene 4.06
    formic acid 219.88
    diethyl ether 10.25
    m-xylene 2.64
    p-xylene 2.15
    chlorobenzene 1.85
    dimethyl carbonate 26.64
    n-octane 0.73
    formamide 297.85
    cyclopentanone 30.37
    2-pentanone 12.81
    anisole 8.69
    cyclopentyl methyl ether 13.73
    gamma-butyrolactone 45.6
    1-methoxy-2-propanol 104.31
    pyridine 18.12
    3-pentanone 9.79
    furfural 54.52
    n-dodecane 0.65
    diethylene glycol 111.83
    diisopropyl ether 2.74
    tert-amyl alcohol 24.84
    acetylacetone 20.56
    n-hexadecane 0.71
    acetophenone 13.74
    methyl propionate 20.32
    isopentyl acetate 5.45
    trichloroethylene 7.76
    n-nonanol 9.52
    cyclohexanol 15.53
    benzyl alcohol 17.47
    2-ethylhexanol 6.31
    isooctanol 7.06
    dipropyl ether 7.3
    1,2-dichlorobenzene 2.59
    ethyl lactate 18.07
    propylene carbonate 17.78
    n-methylformamide 139.42
    2-pentanol 12.25
    n-pentane 0.93
    1-propoxy-2-propanol 27.51
    1-methoxy-2-propyl acetate 16.0
    2-(2-methoxypropoxy) propanol 32.06
    mesitylene 2.03
    ε-caprolactone 21.57
    p-cymene 2.93
    epichlorohydrin 38.28
    1,1,1-trichloroethane 1.67
    2-aminoethanol 114.05
    morpholine-4-carbaldehyde 142.44
    sulfolane 120.77
    2,2,4-trimethylpentane 0.52
    2-methyltetrahydrofuran 21.32
    n-hexyl acetate 8.1
    isooctane 0.3
    2-(2-butoxyethoxy)ethanol 43.56
    sec-butyl acetate 3.74
    tert-butyl acetate 8.73
    decalin 0.6
    glycerin 174.97
    diglyme 73.67
    acrylic acid 36.01
    isopropyl myristate 3.93
    n-butyric acid 16.37
    acetyl acetate 6.76
    di(2-ethylhexyl) phthalate 7.09
    ethyl propionate 7.15
    nitromethane 85.7
    1,2-diethoxyethane 12.65
    benzonitrile 8.13
    trioctyl phosphate 5.9
    1-bromopropane 2.94
    gamma-valerolactone 58.31
    n-decanol 7.23
    triethyl phosphate 6.89
    4-methyl-2-pentanol 6.28
    propionitrile 10.89
    vinylene carbonate 16.9
    1,1,2-trichlorotrifluoroethane 60.98
    DMS 11.39
    cumene 1.83
    2-octanol 5.72
    2-hexanone 7.27
    octyl acetate 6.28
    limonene 4.34
    1,2-dimethoxyethane 59.72
    ethyl orthosilicate 5.83
    tributyl phosphate 4.89
    diacetone alcohol 33.33
    N,N-dimethylaniline 11.24
    acrylonitrile 21.74
    aniline 10.56
    1,3-propanediol 99.29
    bromobenzene 1.24
    dibromomethane 3.19
    1,1,2,2-tetrachloroethane 7.43
    2-methyl-cyclohexyl acetate 6.96
    tetrabutyl urea 11.93
    diisobutyl methanol 4.28
    2-phenylethanol 13.82
    styrene 2.18
    dioctyl adipate 7.75
    dimethyl sulfate 66.37
    ethyl butyrate 6.73
    methyl lactate 50.27
    butyl lactate 9.96
    diethyl carbonate 5.66
    propanediol butyl ether 36.36
    triethyl orthoformate 6.78
    p-tert-butyltoluene 2.81
    methyl 4-tert-butylbenzoate 18.33
    morpholine 50.74
    tert-butylamine 12.35
    n-dodecanol 5.42
    dimethoxymethane 92.68
    ethylene carbonate 12.25
    cyrene 53.1
    2-ethoxyethyl acetate 10.99
    2-ethylhexyl acetate 4.0
    1,2,4-trichlorobenzene 4.13
    4-methylpyridine 14.24
    dibutyl ether 4.49
    2,6-dimethyl-4-heptanol 4.28
    DEF 44.03
    dimethyl isosorbide 41.55
    tetrachloroethylene 6.23
    eugenol 21.37
    triacetin 13.66
    span 80 22.66
    1,4-butanediol 48.24
    1,1-dichloroethane 2.52
    2-methyl-1-pentanol 10.86
    methyl formate 78.05
    2-methyl-1-butanol 15.56
    n-decane 0.96
    butyronitrile 8.09
    3,7-dimethyl-1-octanol 6.53
    1-chlorooctane 2.65
    1-chlorotetradecane 1.39
    n-nonane 0.89
    undecane 0.78
    tert-butylcyclohexane 0.41
    cyclooctane 0.82
    cyclopentanol 19.69
    tetrahydropyran 12.45
    tert-amyl methyl ether 10.28
    2,5,8-trioxanonane 60.87
    1-hexene 1.26
    2-isopropoxyethanol 38.71
    2,2,2-trifluoroethanol 40.77
    methyl butyrate 10.1

    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