Metatartaric acid

Overview IFRA Request a quote

  • Identifiers

    CAS number
    39469-81-3

    Molecular formula
    C8H8O10

    SMILES
    C1(C(=O)OC(C(=O)O1)C(C(=O)O)O)C(C(=O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 63.01%
    Caramellic 46.73%
    Burnt 30.74%
    Sour 29.25%
    Buttery 27.7%
    Sweet 25.02%
    Sharp 21.89%
    Winey 21.58%
    Clean 18.3%
    Savory 17.9%

     

    Flavor
    Odorless 54.28%
    Very mild 42.18%
    Caramellic 24.65%
    Bland 24.07%
    Sour 22.86%
    Sweet-like 21.99%
    Yeast 21.45%
    Mild 20.64%
    Cotton candy 19.04%
    Seedy 18.92%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.1

    pKa est.
    1.68 (strong acid)

    Molecular weight
    264.14 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1180°C

    Flash point

    • 233.57 ˚C est.

    Solubility expt.

    • Very soluble in water and ethanol

  • Synonyms

    • METATARTARIC ACID
    • 39469-81-3
    • Ditartaric acid
    • RefChem:811243
    • DTXSID701057297
    • 609-694-5
    • 56959-20-7/39469-81-3
    • 4450-95-7
    • 2,2'-(3,6-Dioxo-1,4-dioxane-2,5-diyl)bis(2-hydroxyacetic acid)
    • starbld0013595
    • SCHEMBL29408775
    • KWBYTEOPKORPPY-UHFFFAOYSA-N
    • DTXSID901205002
    • 469M813
    • 2,2'-(3,6-Dioxo-1,4-dioxane-2,5-diyl)bis(hydroxyacetic acid)
    • I+/-2,I+/-5-Dihydroxy-3,6-dioxo-1,4-dioxane-2,5-diacetic acid
    • 39469-81-3

  • Applications

    Metatartaric acid (CAS 39469-81-3) is primarily used in the beverage industry as a tartrate stabilizer to prevent precipitation of potassium bitartrate in wine and other acidic drinks; it exists as a polymer and can hydrolyze to tartaric acid over time, helping maintain clarity during storage. It is also evaluated as a stabilizing additive for fruit juices and other tartrate-containing beverages. In chemical manufacturing, it is sometimes explored as an intermediate for tartaric acid derivatives in organic synthesis, making use of its tartaric acid moieties while offering formulation flexibility.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 15.45
    methanol 34.83
    isopropanol 9.26
    water 59.19
    ethyl acetate 0.79
    n-propanol 7.39
    acetone 4.42
    n-butanol 3.67
    acetonitrile 1.22
    DMF 135.93
    toluene 1.07
    isobutanol 2.8
    1,4-dioxane 10.09
    methyl acetate 1.82
    THF 10.95
    2-butanone 2.48
    n-pentanol 2.05
    sec-butanol 4.94
    n-hexane 0.54
    ethylene glycol 41.73
    NMP 80.84
    cyclohexane 1.6
    DMSO 467.62
    n-butyl acetate 0.73
    n-octanol 1.98
    chloroform 0.19
    n-propyl acetate 0.59
    acetic acid 3.63
    dichloromethane 0.47
    cyclohexanone 3.56
    propylene glycol 19.56
    isopropyl acetate 0.55
    DMAc 105.99
    2-ethoxyethanol 22.68
    isopentanol 2.03
    n-heptane 1.32
    ethyl formate 1.36
    1,2-dichloroethane 0.95
    n-hexanol 1.89
    2-methoxyethanol 57.51
    isobutyl acetate 0.14
    tetrachloromethane 0.13
    n-pentyl acetate 0.63
    transcutol 14.46
    n-heptanol 1.93
    ethylbenzene 0.59
    MIBK 0.76
    2-propoxyethanol 11.8
    tert-butanol 9.97
    MTBE 2.23
    2-butoxyethanol 6.29
    propionic acid 3.3
    o-xylene 1.88
    formic acid 33.69
    diethyl ether 3.31
    m-xylene 0.82
    p-xylene 0.58
    chlorobenzene 0.11
    dimethyl carbonate 4.07
    n-octane 0.61
    formamide 74.1
    cyclopentanone 5.14
    2-pentanone 1.66
    anisole 1.2
    cyclopentyl methyl ether 5.08
    gamma-butyrolactone 6.18
    1-methoxy-2-propanol 26.78
    pyridine 4.08
    3-pentanone 2.09
    furfural 6.1
    n-dodecane 0.28
    diethylene glycol 23.01
    diisopropyl ether 0.81
    tert-amyl alcohol 5.97
    acetylacetone 1.77
    n-hexadecane 0.31
    acetophenone 1.38
    methyl propionate 2.83
    isopentyl acetate 0.42
    trichloroethylene 0.42
    n-nonanol 1.9
    cyclohexanol 4.71
    benzyl alcohol 1.96
    2-ethylhexanol 1.0
    isooctanol 1.06
    dipropyl ether 3.46
    1,2-dichlorobenzene 0.15
    ethyl lactate 2.29
    propylene carbonate 1.28
    n-methylformamide 37.09
    2-pentanol 2.58
    n-pentane 0.76
    1-propoxy-2-propanol 7.09
    1-methoxy-2-propyl acetate 1.81
    2-(2-methoxypropoxy) propanol 5.98
    mesitylene 0.73
    ε-caprolactone 3.06
    p-cymene 0.63
    epichlorohydrin 3.51
    1,1,1-trichloroethane 0.12
    2-aminoethanol 37.26
    morpholine-4-carbaldehyde 43.0
    sulfolane 31.59
    2,2,4-trimethylpentane 0.23
    2-methyltetrahydrofuran 4.51
    n-hexyl acetate 0.84
    isooctane 0.09
    2-(2-butoxyethoxy)ethanol 8.49
    sec-butyl acetate 0.29
    tert-butyl acetate 0.79
    decalin 0.38
    glycerin 42.26
    diglyme 16.76
    acrylic acid 4.47
    isopropyl myristate 0.49
    n-butyric acid 1.43
    acetyl acetate 0.33
    di(2-ethylhexyl) phthalate 0.56
    ethyl propionate 0.83
    nitromethane 7.7
    1,2-diethoxyethane 2.74
    benzonitrile 0.48
    trioctyl phosphate 0.67
    1-bromopropane 0.58
    gamma-valerolactone 11.77
    n-decanol 1.52
    triethyl phosphate 1.07
    4-methyl-2-pentanol 0.97
    propionitrile 1.22
    vinylene carbonate 1.18
    1,1,2-trichlorotrifluoroethane 7.58
    DMS 1.07
    cumene 0.41
    2-octanol 1.22
    2-hexanone 0.77
    octyl acetate 0.76
    limonene 1.06
    1,2-dimethoxyethane 19.62
    ethyl orthosilicate 1.07
    tributyl phosphate 0.55
    diacetone alcohol 4.12
    N,N-dimethylaniline 2.72
    acrylonitrile 2.04
    aniline 2.48
    1,3-propanediol 19.97
    bromobenzene 0.09
    dibromomethane 0.35
    1,1,2,2-tetrachloroethane 0.84
    2-methyl-cyclohexyl acetate 0.62
    tetrabutyl urea 2.01
    diisobutyl methanol 0.79
    2-phenylethanol 1.4
    styrene 0.46
    dioctyl adipate 0.78
    dimethyl sulfate 13.48
    ethyl butyrate 0.89
    methyl lactate 8.83
    butyl lactate 1.53
    diethyl carbonate 0.66
    propanediol butyl ether 5.87
    triethyl orthoformate 1.5
    p-tert-butyltoluene 0.67
    methyl 4-tert-butylbenzoate 2.47
    morpholine 20.39
    tert-butylamine 4.78
    n-dodecanol 1.18
    dimethoxymethane 31.68
    ethylene carbonate 1.03
    cyrene 7.54
    2-ethoxyethyl acetate 1.08
    2-ethylhexyl acetate 0.38
    1,2,4-trichlorobenzene 0.23
    4-methylpyridine 2.61
    dibutyl ether 1.42
    2,6-dimethyl-4-heptanol 0.79
    DEF 10.59
    dimethyl isosorbide 6.53
    tetrachloroethylene 0.8
    eugenol 2.77
    triacetin 1.29
    span 80 3.72
    1,4-butanediol 9.08
    1,1-dichloroethane 0.2
    2-methyl-1-pentanol 1.07
    methyl formate 13.04
    2-methyl-1-butanol 2.29
    n-decane 0.55
    butyronitrile 0.72
    3,7-dimethyl-1-octanol 0.84
    1-chlorooctane 0.55
    1-chlorotetradecane 0.28
    n-nonane 0.6
    undecane 0.39
    tert-butylcyclohexane 0.17
    cyclooctane 0.87
    cyclopentanol 5.34
    tetrahydropyran 4.66
    tert-amyl methyl ether 2.92
    2,5,8-trioxanonane 13.64
    1-hexene 0.65
    2-isopropoxyethanol 6.86
    2,2,2-trifluoroethanol 4.6
    methyl butyrate 1.1

    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