Erythorbic Acid

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  • Identifiers

    CAS number
    89-65-6

    Molecular formula
    C6H8O6

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 71.61%
    Caramellic 38.15%
    Sweet 23.52%
    Burnt 22.61%
    Savory 19.93%
    Clean 19.32%
    Sharp 18.34%
    Buttery 16.78%
    Milky 16.4%
    Sour 14.25%

     

    Flavor
    Odorless 48.37%
    Very mild 37.18%
    Sweet-like 25.77%
    Bland 22.44%
    Bitter 21.76%
    Cotton candy 20.54%
    Caramellic 20.54%
    Extremely sweet 20.52%
    Seedy 20.44%
    Fenugreek 20.28%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.6

    pKa est.
    5.05 (weak acid)

    Molecular weight
    176.12 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    564°C

    Melting point expt.

    • About 164 °C to 172 °C with decomposition
    • Decomposes at 174 °C

    Flash point

    • 216.78 ˚C est.

    Solubility expt.

    • Soluble in alcohol, pyridine; moderately soluble in acetone; slightly soluble in glycerol
    • In water, 40 g in 100 mL water at 25 °C

  • Synonyms

    • Erythorbic acid
    • Isoascorbic acid
    • 89-65-6
    • D-Araboascorbic acid
    • D-Isoascorbic acid
    • Araboascorbic acid
    • D-Erythorbic acid
    • Isovitamin C
    • D-(-)-Isoascorbic acid
    • Saccharosonic acid
    • Erycorbin
    • Glucosaccharonic acid
    • Neo-cebicure
    • Mercate 5
    • FEMA No. 2410
    • Erythroascorbic acid, D-
    • FEMA Number: 2410
    • D-ASCORBIC ACID, ISO
    • Erythorbic acid [NF]
    • 2,3-Didehydro-D-erythro-hexono-1,4-lactone
    • CCRIS 6568
    • HSDB 584
    • NSC 8117
    • D-erythro-3-Oxohexonic acid lactone
    • EINECS 201-928-0
    • D-erythro-3-Ketohexonic acid lactone
    • 3-Oxohexonic acid lactone, D-erythro-
    • BRN 0084271
    • D-erythro-Hex-2-enonic acid, g-lactone
    • (R)-5-((R)-1,2-dihydroxyethyl)-3,4-dihydroxyfuran-2(5H)-one
    • DTXSID6026537
    • UNII-311332OII1
    • ISOASCORBIC-ACID
    • 3-Keto-D-erythro-hexonic acid gamma-lactone
    • Hex-2-enonic acid gamma-lactone, D-erythro-
    • D-erythro-Hex-2-enonic acid, .gamma.-lactone
    • D-erythro-hex-2-enono-1,4-lactone
    • (2R)-2-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxy-2H-furan-5-one
    • ERYTHORBIC ACID [II]
    • ERYTHORBIC ACID [FCC]
    • ISOASCORBIC ACID [MI]
    • D-erythro-hex-2-enonic acid gamma-lactone
    • ERYTHORBIC ACID [FHFI]
    • ERYTHORBIC ACID [HSDB]
    • DTXCID306537
    • INS NO.315
    • D-Erythro-hex-2-enonic acid, gamma-lactone,
    • ERYTHORBIC ACID [MART.]
    • CHEBI:51438
    • ERYTHORBIC ACID [USP-RS]
    • INS-315
    • EC 201-928-0
    • (5R)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyfuran-2(5H)-one
    • 5-18-05-00026 (Beilstein Handbook Reference)
    • NSC-8117
    • 311332OII1
    • D-erythro-Hex-2-enoic acid gamma-lactone
    • D(-)-Isoascorbic Acid (Erythorbic Acid)
    • E-315
    • MFCD00005378
    • ERYTHORBIC ACID (II)
    • ERYTHORBIC ACID (MART.)
    • ERYTHORBIC ACID (USP-RS)
    • D(-?)?-?Isoascorbic Acid (Erythorbic Acid)
    • Araboascorbate
    • NeoCebicure
    • D-Isoascorbate
    • (2R)-2-((1R)-1,2-dihydroxyethyl)-3,4-dihydroxy-2H-furan-5-one
    • D-Erythorbate
    • D-Araboascorbate
    • DErythorbic acid
    • (5R)-5-((1R)-1,2-DIHYDROXYETHYL)-3,4-DIHYDROXYFURAN-2(5H)-ONE
    • DIsoascorbic acid
    • D-soascorbic acid
    • DAraboascorbic acid
    • (5R)-5-((1R)-1,2-dihydroxyethyl)-3,4-dihydroxyfuran-2(5H)-one;D-erythro-hex-2-enono-1,4-lactone
    • (5R)-5-[(1R)-1,2-Dihydroxyethyl]-3,4-dihydroxyfuran-2(5H)-one (D-Isoascorbic Acid); Ascorbic Acid Impurity F; Sodium Ascorbate Impurity F
    • (5R)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyfuran-2(5H)-one;D-erythro-hex-2-enono-1,4-lactone
    • d-iso-ascorbic acid
    • DerythroAscorbic acid
    • ERYTHORBATE
    • 1f9g
    • E315
    • Erythroascorbic acid, D
    • DASCORBIC ACID, ISO
    • Erythorbic acid (Standard)
    • D-Erythro-hex-2-enoic acid
    • SCHEMBL18678
    • ERYTHORBIC ACID [INCI]
    • CHEMBL486293
    • SCHEMBL3700961
    • Derythro3Oxohexonic acid lactone
    • Derythro3ketoHexonic acid lactone
    • HY-N7079R
    • D-(-)-Isoascorbic acid, 98%
    • 3Oxohexonic acid lactone, Derythro
    • D-Erythro-hex-2-enonate g-lactone
    • HY-N7079
    • Isoascorbic acidD-Araboascorbic acid
    • Tox21_201111
    • AC8021
    • D-Erythro-hex-2-enonate I3-lactone
    • DerythroHex2enonic acid, gammalactone
    • 3ketoDerythroHexonic acid gammalactone
    • AKOS015856346
    • D-erythro-hex-2-enoic acid ?-lactone
    • D-Erythro-hex-2-enonate gamma-lactone
    • Hex2enonic acid gammalactone, Derythro
    • D-Erythro-hex-2-enonic acid g-lactone
    • FI09585
    • CAS-89-65-6
    • D-Erythro-hex-2-enonic acid I3-lactone
    • NCGC00258663-01
    • D-Isoascorbic acid, >=99%, FCC, FG
    • A0520
    • CS-0014152
    • D-2,3-didehydro-erythro-hexono-1,4-lactone
    • NS00079026
    • ASCORBIC ACID IMPURITY F [EP IMPURITY]
    • C20364
    • EN300-251979
    • Q424531
    • D-Isoascorbic acid 1000 microg/mL in Acetonitrile
    • Z1255372411
    • 7179C406-7CCF-4C07-9125-AA71E28FB983
    • Erythorbic acid, United States Pharmacopeia (USP) Reference Standard
    • (5R)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxy-2,5-dihydrofuran-2-one
    • (5R)-5-[(1R)-1,2-Dihydroxyethyl]-3,4-dihydroxyfuran-2(5H)-one (D-Isoascorbic Acid)

  • Applications

    D-Isoascorbic acid (CAS 89-65-6), also known as erythorbic acid, is a stereoisomer of vitamin C that functions as a versatile antioxidant in food processing by suppressing lipid oxidation, preserving the bright red colour of meat, stabilising flavours in beverages, beer and wine, and inhibiting nitrosamine formation during curing, thereby extending the shelf life of frozen vegetables, confectionery and convenience foods; in pharmaceuticals it is used as an excipient to protect oxygen-sensitive actives, enhance the stability of injectables and scavenge free radicals; the cosmetics industry exploits its antioxidative power to guard oils, brighten skin and preserve natural formulations; in polymers and photographic chemistry it acts as a reducing agent that controls film development; it is also an important intermediate for synthesising vitamin derivatives and an animal-feed additive that improves feed preservation and minimises nutrient loss.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 11.64
    methanol 57.99
    isopropanol 3.19
    water 265.52
    ethyl acetate 0.38
    n-propanol 3.01
    acetone 1.0
    n-butanol 1.93
    acetonitrile 1.01
    DMF 113.72
    toluene 0.39
    isobutanol 1.25
    1,4-dioxane 3.8
    methyl acetate 0.58
    THF 2.1
    2-butanone 0.77
    n-pentanol 1.75
    sec-butanol 1.95
    n-hexane 0.14
    ethylene glycol 112.55
    NMP 84.24
    cyclohexane 0.48
    DMSO 522.9
    n-butyl acetate 0.61
    n-octanol 2.22
    chloroform 0.41
    n-propyl acetate 0.39
    acetic acid 4.17
    dichloromethane 1.05
    cyclohexanone 1.95
    propylene glycol 30.78
    isopropyl acetate 0.36
    DMAc 66.2
    2-ethoxyethanol 21.65
    isopentanol 1.32
    n-heptane 0.79
    ethyl formate 0.95
    1,2-dichloroethane 1.25
    n-hexanol 2.08
    2-methoxyethanol 51.11
    isobutyl acetate 0.18
    tetrachloromethane 0.24
    n-pentyl acetate 0.77
    transcutol 17.89
    n-heptanol 2.78
    ethylbenzene 0.37
    MIBK 0.61
    2-propoxyethanol 12.02
    tert-butanol 3.16
    MTBE 0.74
    2-butoxyethanol 9.74
    propionic acid 2.2
    o-xylene 0.93
    formic acid 105.55
    diethyl ether 0.72
    m-xylene 0.64
    p-xylene 0.42
    chlorobenzene 0.21
    dimethyl carbonate 3.29
    n-octane 0.38
    formamide 105.31
    cyclopentanone 1.89
    2-pentanone 0.64
    anisole 0.98
    cyclopentyl methyl ether 1.27
    gamma-butyrolactone 3.32
    1-methoxy-2-propanol 22.18
    pyridine 1.66
    3-pentanone 0.71
    furfural 8.22
    n-dodecane 0.24
    diethylene glycol 44.33
    diisopropyl ether 0.35
    tert-amyl alcohol 2.45
    acetylacetone 1.47
    n-hexadecane 0.26
    acetophenone 1.69
    methyl propionate 1.26
    isopentyl acetate 0.5
    trichloroethylene 1.02
    n-nonanol 2.1
    cyclohexanol 2.22
    benzyl alcohol 2.76
    2-ethylhexanol 1.15
    isooctanol 1.84
    dipropyl ether 1.39
    1,2-dichlorobenzene 0.43
    ethyl lactate 3.1
    propylene carbonate 1.36
    n-methylformamide 34.67
    2-pentanol 1.17
    n-pentane 0.25
    1-propoxy-2-propanol 6.93
    1-methoxy-2-propyl acetate 2.34
    2-(2-methoxypropoxy) propanol 9.67
    mesitylene 0.65
    ε-caprolactone 2.06
    p-cymene 0.8
    epichlorohydrin 2.78
    1,1,1-trichloroethane 0.19
    2-aminoethanol 51.54
    morpholine-4-carbaldehyde 51.13
    sulfolane 31.94
    2,2,4-trimethylpentane 0.14
    2-methyltetrahydrofuran 1.1
    n-hexyl acetate 1.0
    isooctane 0.09
    2-(2-butoxyethoxy)ethanol 12.96
    sec-butyl acetate 0.23
    tert-butyl acetate 0.66
    decalin 0.2
    glycerin 106.32
    diglyme 18.66
    acrylic acid 5.07
    isopropyl myristate 0.59
    n-butyric acid 1.24
    acetyl acetate 0.39
    di(2-ethylhexyl) phthalate 1.44
    ethyl propionate 0.49
    nitromethane 8.12
    1,2-diethoxyethane 1.7
    benzonitrile 0.88
    trioctyl phosphate 1.37
    1-bromopropane 0.41
    gamma-valerolactone 8.94
    n-decanol 1.73
    triethyl phosphate 1.16
    4-methyl-2-pentanol 0.78
    propionitrile 0.68
    vinylene carbonate 1.64
    1,1,2-trichlorotrifluoroethane 16.8
    DMS 1.25
    cumene 0.41
    2-octanol 1.45
    2-hexanone 0.53
    octyl acetate 0.94
    limonene 1.08
    1,2-dimethoxyethane 9.43
    ethyl orthosilicate 1.09
    tributyl phosphate 0.85
    diacetone alcohol 4.03
    N,N-dimethylaniline 2.34
    acrylonitrile 1.74
    aniline 1.32
    1,3-propanediol 24.16
    bromobenzene 0.18
    dibromomethane 0.59
    1,1,2,2-tetrachloroethane 1.48
    2-methyl-cyclohexyl acetate 0.79
    tetrabutyl urea 2.78
    diisobutyl methanol 1.06
    2-phenylethanol 2.51
    styrene 0.31
    dioctyl adipate 1.22
    dimethyl sulfate 15.04
    ethyl butyrate 0.73
    methyl lactate 11.26
    butyl lactate 2.29
    diethyl carbonate 0.58
    propanediol butyl ether 11.17
    triethyl orthoformate 1.05
    p-tert-butyltoluene 0.82
    methyl 4-tert-butylbenzoate 4.68
    morpholine 6.77
    tert-butylamine 1.44
    n-dodecanol 1.4
    dimethoxymethane 15.18
    ethylene carbonate 1.08
    cyrene 18.26
    2-ethoxyethyl acetate 1.49
    2-ethylhexyl acetate 0.43
    1,2,4-trichlorobenzene 0.63
    4-methylpyridine 1.17
    dibutyl ether 0.74
    2,6-dimethyl-4-heptanol 1.06
    DEF 5.94
    dimethyl isosorbide 11.39
    tetrachloroethylene 1.39
    eugenol 6.58
    triacetin 2.2
    span 80 7.8
    1,4-butanediol 16.42
    1,1-dichloroethane 0.26
    2-methyl-1-pentanol 1.18
    methyl formate 11.47
    2-methyl-1-butanol 1.33
    n-decane 0.37
    butyronitrile 0.54
    3,7-dimethyl-1-octanol 1.24
    1-chlorooctane 0.6
    1-chlorotetradecane 0.35
    n-nonane 0.38
    undecane 0.29
    tert-butylcyclohexane 0.12
    cyclooctane 0.41
    cyclopentanol 2.17
    tetrahydropyran 0.99
    tert-amyl methyl ether 1.03
    2,5,8-trioxanonane 19.31
    1-hexene 0.22
    2-isopropoxyethanol 7.64
    2,2,2-trifluoroethanol 8.74
    methyl butyrate 0.69

    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