2-Oxoadipic acid

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  • Identifiers

    CAS number
    3184-35-8

    Molecular formula
    C6H8O5

    SMILES
    C(CC(=O)C(=O)O)CC(=O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 52.27%
    Sour 50.96%
    Caramellic 42.04%
    Buttery 35.07%
    Winey 29.92%
    Burnt 29.24%
    Creamy 27.97%
    Sweet 27.18%
    Sharp 25.24%
    Fatty 24.82%

     

    Flavor
    Odorless 62.66%
    Sour 46.47%
    Very mild 37.34%
    Caramellic 29.61%
    Nutty 27.58%
    Acidic 27.45%
    Musty 25.76%
    Mild 25.09%
    Yeast 23.7%
    Faint 21.96%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.5

    pKa est.
    5.07 (weak acid)

    Molecular weight
    160.12 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    341°C

    Melting point expt.

    • 127 °C

    Flash point

    • 195.4 ˚C est.

  • Synonyms

    • 2-Oxoadipic acid
    • 2-Oxohexanedioic acid
    • 3184-35-8
    • alpha-Ketoadipic acid
    • Oxoadipic acid
    • 2-oxoadipate
    • 2-Ketoadipic acid
    • Hexanedioic acid, 2-oxo-
    • 2-ketoadipate
    • alpha-Oxoadipic acid
    • 2-keto-adipate
    • 2-oxohexanedionic acid
    • alpha-ketoadipate
    • BB72FKL1M2
    • DTXSID20185702
    • CHEBI:15753
    • RefChem:857770
    • DTXCID20108193
    • 2-Oxo-hexanedioic acid
    • Oxoadipate
    • 2-OXOADIPIC ACID, 98
    • .alpha.-Ketoadipic acid
    • a-oxoadipic acid
    • UNII-BB72FKL1M2
    • Oxoadipicacid
    • a-Ketoadipate
    • a-Oxoadipate
    • alpha-ketodipate
    • alpha-Oxoadipate
    • a-Ketoadipic acid
    • 2-Oxo-hexanedioate
    • OOG
    • 2-Oxohexanedioicacid
    • alpha-keto-adipic acid
    • 2-Oxohexanedioic acid #
    • Oxoadipic acid (Standard)
    • SCHEMBL27768
    • .ALPHA.-OXOADIPIC ACID
    • GTPL4657
    • orb1302448
    • HEXANEDIOIC ACID,2-OXO-
    • SCHEMBL16585398
    • FGSBNBBHOZHUBO-UHFFFAOYSA-
    • DAA18435
    • LMFA01170121
    • MFCD00010004
    • AKOS006230506
    • EBC-616114
    • HY-113227R
    • 2-Oxoadipic acid, >=95.0% (HPLC)
    • AS-57416
    • DS-016470
    • HY-113227
    • CS-0059355
    • Hexanedioic acid, 2-oxo- (7CI,8CI,9CI)
    • NS00006991
    • C00322
    • Q2823207
    • InChI=1/C6H8O5/c7-4(6(10)11)2-1-3-5(8)9/h1-3H2,(H,8,9)(H,10,11)
    • 3184-35-8

  • Applications

    2-Oxoadipic acid (CAS 3184-35-8) is primarily encountered as a biochemical metabolite and an analytical reference compound. In biochemical research, it is used as a substrate for enzymes involved in the lysine degradation pathway and related metabolic routes, and as a tool to assess aminotransferase activity. In analytical and metabolomics contexts, it is commonly employed as a calibration standard or internal standard to quantify related compounds. In organic synthesis and industrial chemistry, 2-Oxoadipic acid can serve as a building block or starting material for the preparation of keto-dicarboxylic derivatives and other carbonyl-containing compounds, providing access to heterocyclic motifs and successive reaction sequences. Applications may vary with conditions and local regulations and should be validated for each specific formulation and use.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 139.75
    methanol 395.4
    isopropanol 56.32
    water 143.23
    ethyl acetate 8.71
    n-propanol 57.38
    acetone 53.61
    n-butanol 28.85
    acetonitrile 6.07
    DMF 617.93
    toluene 1.48
    isobutanol 23.53
    1,4-dioxane 24.49
    methyl acetate 14.38
    THF 24.64
    2-butanone 24.3
    n-pentanol 13.68
    sec-butanol 33.34
    n-hexane 1.06
    ethylene glycol 231.84
    NMP 340.03
    cyclohexane 0.75
    DMSO 1166.38
    n-butyl acetate 5.78
    n-octanol 8.71
    chloroform 2.0
    n-propyl acetate 2.95
    acetic acid 66.83
    dichloromethane 4.51
    cyclohexanone 13.08
    propylene glycol 143.53
    isopropyl acetate 4.87
    DMAc 299.56
    2-ethoxyethanol 86.23
    isopentanol 19.58
    n-heptane 1.0
    ethyl formate 17.74
    1,2-dichloroethane 6.98
    n-hexanol 13.43
    2-methoxyethanol 269.47
    isobutyl acetate 0.56
    tetrachloromethane 1.43
    n-pentyl acetate 5.53
    transcutol 133.47
    n-heptanol 9.05
    ethylbenzene 1.56
    MIBK 8.06
    2-propoxyethanol 51.46
    tert-butanol 68.81
    MTBE 13.15
    2-butoxyethanol 28.92
    propionic acid 55.46
    o-xylene 3.98
    formic acid 295.85
    diethyl ether 10.98
    m-xylene 2.12
    p-xylene 1.35
    chlorobenzene 1.1
    dimethyl carbonate 19.32
    n-octane 0.46
    formamide 396.14
    cyclopentanone 22.51
    2-pentanone 16.76
    anisole 6.34
    cyclopentyl methyl ether 9.89
    gamma-butyrolactone 36.71
    1-methoxy-2-propanol 132.04
    pyridine 10.73
    3-pentanone 12.94
    furfural 52.7
    n-dodecane 0.28
    diethylene glycol 109.87
    diisopropyl ether 3.09
    tert-amyl alcohol 50.8
    acetylacetone 20.46
    n-hexadecane 0.29
    acetophenone 10.27
    methyl propionate 19.37
    isopentyl acetate 4.12
    trichloroethylene 7.54
    n-nonanol 7.74
    cyclohexanol 11.47
    benzyl alcohol 11.2
    2-ethylhexanol 5.6
    isooctanol 5.74
    dipropyl ether 4.46
    1,2-dichlorobenzene 2.31
    ethyl lactate 10.81
    propylene carbonate 12.35
    n-methylformamide 261.64
    2-pentanol 17.17
    n-pentane 1.4
    1-propoxy-2-propanol 29.3
    1-methoxy-2-propyl acetate 13.16
    2-(2-methoxypropoxy) propanol 38.44
    mesitylene 2.14
    ε-caprolactone 15.55
    p-cymene 2.25
    epichlorohydrin 24.56
    1,1,1-trichloroethane 1.91
    2-aminoethanol 211.97
    morpholine-4-carbaldehyde 166.06
    sulfolane 167.43
    2,2,4-trimethylpentane 0.97
    2-methyltetrahydrofuran 13.63
    n-hexyl acetate 8.12
    isooctane 0.53
    2-(2-butoxyethoxy)ethanol 49.59
    sec-butyl acetate 1.63
    tert-butyl acetate 8.63
    decalin 0.51
    glycerin 231.51
    diglyme 68.09
    acrylic acid 77.82
    isopropyl myristate 2.83
    n-butyric acid 22.41
    acetyl acetate 4.58
    di(2-ethylhexyl) phthalate 7.59
    ethyl propionate 4.58
    nitromethane 107.45
    1,2-diethoxyethane 10.98
    benzonitrile 3.51
    trioctyl phosphate 5.22
    1-bromopropane 2.52
    gamma-valerolactone 53.93
    n-decanol 5.46
    triethyl phosphate 4.7
    4-methyl-2-pentanol 8.59
    propionitrile 5.59
    vinylene carbonate 11.89
    1,1,2-trichlorotrifluoroethane 67.91
    DMS 9.87
    cumene 1.58
    2-octanol 5.57
    2-hexanone 5.35
    octyl acetate 4.84
    limonene 3.54
    1,2-dimethoxyethane 55.97
    ethyl orthosilicate 3.82
    tributyl phosphate 5.23
    diacetone alcohol 37.42
    N,N-dimethylaniline 10.09
    acrylonitrile 12.34
    aniline 6.8
    1,3-propanediol 132.96
    bromobenzene 0.76
    dibromomethane 2.57
    1,1,2,2-tetrachloroethane 8.75
    2-methyl-cyclohexyl acetate 3.8
    tetrabutyl urea 11.27
    diisobutyl methanol 4.2
    2-phenylethanol 9.39
    styrene 1.52
    dioctyl adipate 5.47
    dimethyl sulfate 68.6
    ethyl butyrate 3.86
    methyl lactate 48.82
    butyl lactate 14.94
    diethyl carbonate 2.94
    propanediol butyl ether 47.44
    triethyl orthoformate 3.92
    p-tert-butyltoluene 2.5
    methyl 4-tert-butylbenzoate 20.1
    morpholine 44.82
    tert-butylamine 24.8
    n-dodecanol 3.57
    dimethoxymethane 111.57
    ethylene carbonate 7.21
    cyrene 39.12
    2-ethoxyethyl acetate 12.13
    2-ethylhexyl acetate 2.96
    1,2,4-trichlorobenzene 3.47
    4-methylpyridine 8.32
    dibutyl ether 2.95
    2,6-dimethyl-4-heptanol 4.2
    DEF 55.86
    dimethyl isosorbide 35.9
    tetrachloroethylene 9.69
    eugenol 21.7
    triacetin 13.0
    span 80 28.1
    1,4-butanediol 50.36
    1,1-dichloroethane 2.08
    2-methyl-1-pentanol 10.3
    methyl formate 128.74
    2-methyl-1-butanol 20.51
    n-decane 0.5
    butyronitrile 3.92
    3,7-dimethyl-1-octanol 6.33
    1-chlorooctane 1.68
    1-chlorotetradecane 0.67
    n-nonane 0.49
    undecane 0.37
    tert-butylcyclohexane 0.51
    cyclooctane 0.51
    cyclopentanol 16.95
    tetrahydropyran 6.84
    tert-amyl methyl ether 14.72
    2,5,8-trioxanonane 54.45
    1-hexene 2.04
    2-isopropoxyethanol 26.99
    2,2,2-trifluoroethanol 44.11
    methyl butyrate 6.41

    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