Chelidonic acid

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  • Identifiers

    CAS number
    99-32-1

    Molecular formula
    C7H4O6

    SMILES
    C1=C(OC(=CC1=O)C(=O)O)C(=O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 65.86%
    Sour 42.57%
    Caramellic 37.37%
    Burnt 36.27%
    Sharp 22.54%
    Buttery 21.14%
    Winey 20.89%
    Nutty 20.59%
    Creamy 20.58%
    Milky 18.77%

     

    Flavor
    Odorless 57.73%
    Sour 41.0%
    Nutty 37.53%
    Very mild 32.97%
    Mild 30.24%
    Caramellic 26.99%
    Faint 26.8%
    Musty 26.19%
    Bread 24.61%
    Phenolic 23.81%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.4

    pKa est.
    3.83 (weak acid)

    Molecular weight
    184.1 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    452°C

    Flash point

    • 203.8 ˚C est.

  • Synonyms

    • Chelidonic acid
    • 99-32-1
    • 4-OXO-4H-PYRAN-2,6-DICARBOXYLIC ACID
    • Jervaic acid
    • Jervasic acid
    • Jerva acid
    • 4-oxopyran-2,6-dicarboxylic acid
    • 4H-Pyran-2,6-dicarboxylic acid, 4-oxo-
    • gamma-Pyrone-2,6-dicarboxylic acid
    • T33U4W5K6O
    • NSC-3979
    • DTXSID30243928
    • RefChem:32280
    • DTXCID60166419
    • 202-749-0
    • Compound XI*
    • 2,6-Dicarboxyl-4-pyrone
    • MFCD00006577
    • C7H4O6
    • NSC 3979
    • Compound XI* (Cherry and Hageman)
    • 4-Oxo-1,4-pyran-2,6-dicarboxylic acid
    • .gamma.-Pyrone-2,6-dicarboxylic acid
    • NSC3979
    • EINECS 202-749-0
    • BRN 0163607
    • chelidonsaure
    • UNII-T33U4W5K6O
    • AI3-19253
    • Jervasic acid;
    • 4-Oxo-4H-pyran-2,6-dicarboxylicacid
    • Chelidonic acid, 98%
    • 2,6-dicarboxy-4-pyrone
    • Chelidonic acid (Standard)
    • 4H-Pyran-2, 4-oxo-
    • TimTec1_001281
    • SCHEMBL70569
    • CHELIDONIC ACID [MI]
    • 5-18-08-00646 (Beilstein Handbook Reference)
    • 4-Oxo-1,6-dicarboxylic acid
    • WLN: T6O DVJ BVQ FVQ
    • CHEBI:3586
    • orb1301694
    • Chelidonic acid (not validated)
    • PBAYDYUZOSNJGU-UHFFFAOYSA-
    • HMS1537K05
    • HMS3886K12
    • 4-oxo-pyran-2,6-dicarboxylic acid
    • BB_NC-03266
    • HY-W041489R
    • Chelidonic acid, analytical standard
    • BBL037230
    • c0955
    • EBC-47583
    • gamma-Pyrone-2,6-dicarboxylic acid;
    • s5579
    • SBB000242
    • STK735535
    • AKOS003368630
    • CCG-266462
    • CS-W022229
    • DS-1596
    • FC34329
    • HY-W041489
    • NCGC00174597-01
    • BP-12076
    • ST013858
    • SY031174
    • DB-032002
    • NS00041234
    • EN300-82795
    • C08476
    • 4-Oxo-4H-pyran-2 pound not6-dicarboxylic acid
    • AR-360/40172582
    • F429734
    • Q908483
    • Chelidonic acid, purum, anhydrous, >=98.0% (T)
    • Z1238543360
    • HLD
    • InChI=1/C7H4O6/c8-3-1-4(6(9)10)13-5(2-3)7(11)12/h1-2H,(H,9,10)(H,11,12)
    • 99-32-1

  • Applications

    Chelidonic acid (CAS 99-32-1) is used as an intermediate in organic synthesis, enabling the preparation of heterocyclic compounds and natural-product derivatives. It can function as a chelating agent for metal ions, supporting coordination chemistry and related catalysis. As a building block, it can be used in the dye and pigment industry for colorant synthesis. In polymer and plastics chemistry, it can serve as a building block for polyesters and crosslinkable resin systems. Additionally, it is studied as a synthetic intermediate in pharmaceutical research for the development of active compounds.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 48.45
    methanol 75.23
    isopropanol 22.6
    water 16.19
    ethyl acetate 3.86
    n-propanol 28.96
    acetone 14.24
    n-butanol 15.68
    acetonitrile 6.74
    DMF 106.02
    toluene 11.86
    isobutanol 12.9
    1,4-dioxane 22.38
    methyl acetate 6.41
    THF 34.03
    2-butanone 12.67
    n-pentanol 11.78
    sec-butanol 16.03
    n-hexane 3.1
    ethylene glycol 35.59
    NMP 101.18
    cyclohexane 5.29
    DMSO 213.33
    n-butyl acetate 3.96
    n-octanol 15.22
    chloroform 2.41
    n-propyl acetate 2.52
    acetic acid 4.27
    dichloromethane 8.04
    cyclohexanone 9.99
    propylene glycol 18.33
    isopropyl acetate 2.08
    DMAc 119.45
    2-ethoxyethanol 29.68
    isopentanol 8.1
    n-heptane 6.58
    ethyl formate 5.26
    1,2-dichloroethane 12.05
    n-hexanol 10.08
    2-methoxyethanol 50.43
    isobutyl acetate 0.78
    tetrachloromethane 0.77
    n-pentyl acetate 5.43
    transcutol 24.74
    n-heptanol 14.94
    ethylbenzene 6.13
    MIBK 2.57
    2-propoxyethanol 23.37
    tert-butanol 14.44
    MTBE 9.61
    2-butoxyethanol 22.16
    propionic acid 6.71
    o-xylene 12.83
    formic acid 19.1
    diethyl ether 17.51
    m-xylene 6.97
    p-xylene 4.49
    chlorobenzene 2.66
    dimethyl carbonate 8.05
    n-octane 3.83
    formamide 36.55
    cyclopentanone 15.62
    2-pentanone 6.58
    anisole 8.24
    cyclopentyl methyl ether 13.71
    gamma-butyrolactone 16.63
    1-methoxy-2-propanol 27.01
    pyridine 22.96
    3-pentanone 8.97
    furfural 15.19
    n-dodecane 2.41
    diethylene glycol 24.28
    diisopropyl ether 3.26
    tert-amyl alcohol 12.45
    acetylacetone 3.67
    n-hexadecane 2.63
    acetophenone 7.1
    methyl propionate 9.73
    isopentyl acetate 2.57
    trichloroethylene 4.86
    n-nonanol 14.47
    cyclohexanol 10.15
    benzyl alcohol 9.64
    2-ethylhexanol 5.25
    isooctanol 8.57
    dipropyl ether 13.05
    1,2-dichlorobenzene 2.69
    ethyl lactate 4.22
    propylene carbonate 3.9
    n-methylformamide 40.33
    2-pentanol 8.23
    n-pentane 5.6
    1-propoxy-2-propanol 14.28
    1-methoxy-2-propyl acetate 5.82
    2-(2-methoxypropoxy) propanol 15.12
    mesitylene 4.12
    ε-caprolactone 8.83
    p-cymene 5.01
    epichlorohydrin 18.08
    1,1,1-trichloroethane 1.01
    2-aminoethanol 40.48
    morpholine-4-carbaldehyde 49.13
    sulfolane 36.97
    2,2,4-trimethylpentane 1.13
    2-methyltetrahydrofuran 17.61
    n-hexyl acetate 6.68
    isooctane 0.55
    2-(2-butoxyethoxy)ethanol 20.61
    sec-butyl acetate 1.26
    tert-butyl acetate 1.89
    decalin 1.46
    glycerin 25.71
    diglyme 28.47
    acrylic acid 7.56
    isopropyl myristate 3.74
    n-butyric acid 3.76
    acetyl acetate 1.04
    di(2-ethylhexyl) phthalate 4.28
    ethyl propionate 3.46
    nitromethane 9.11
    1,2-diethoxyethane 10.37
    benzonitrile 4.75
    trioctyl phosphate 4.49
    1-bromopropane 9.91
    gamma-valerolactone 20.88
    n-decanol 11.83
    triethyl phosphate 3.23
    4-methyl-2-pentanol 3.36
    propionitrile 8.51
    vinylene carbonate 3.94
    1,1,2-trichlorotrifluoroethane 12.08
    DMS 4.34
    cumene 3.46
    2-octanol 8.77
    2-hexanone 4.21
    octyl acetate 6.28
    limonene 5.91
    1,2-dimethoxyethane 30.53
    ethyl orthosilicate 3.22
    tributyl phosphate 2.85
    diacetone alcohol 5.46
    N,N-dimethylaniline 12.72
    acrylonitrile 11.23
    aniline 12.31
    1,3-propanediol 23.32
    bromobenzene 2.49
    dibromomethane 7.22
    1,1,2,2-tetrachloroethane 6.18
    2-methyl-cyclohexyl acetate 2.9
    tetrabutyl urea 9.63
    diisobutyl methanol 3.32
    2-phenylethanol 7.92
    styrene 5.44
    dioctyl adipate 5.01
    dimethyl sulfate 16.69
    ethyl butyrate 3.58
    methyl lactate 10.84
    butyl lactate 5.54
    diethyl carbonate 2.4
    propanediol butyl ether 13.62
    triethyl orthoformate 4.14
    p-tert-butyltoluene 4.4
    methyl 4-tert-butylbenzoate 11.73
    morpholine 35.27
    tert-butylamine 10.84
    n-dodecanol 8.97
    dimethoxymethane 47.83
    ethylene carbonate 3.45
    cyrene 15.47
    2-ethoxyethyl acetate 7.07
    2-ethylhexyl acetate 2.46
    1,2,4-trichlorobenzene 3.31
    4-methylpyridine 15.28
    dibutyl ether 7.27
    2,6-dimethyl-4-heptanol 3.32
    DEF 21.83
    dimethyl isosorbide 16.36
    tetrachloroethylene 5.88
    eugenol 12.13
    triacetin 5.12
    span 80 10.1
    1,4-butanediol 14.73
    1,1-dichloroethane 3.0
    2-methyl-1-pentanol 5.69
    methyl formate 18.82
    2-methyl-1-butanol 9.9
    n-decane 4.09
    butyronitrile 5.68
    3,7-dimethyl-1-octanol 6.21
    1-chlorooctane 6.46
    1-chlorotetradecane 3.21
    n-nonane 4.19
    undecane 3.18
    tert-butylcyclohexane 0.84
    cyclooctane 3.52
    cyclopentanol 12.73
    tetrahydropyran 15.98
    tert-amyl methyl ether 10.02
    2,5,8-trioxanonane 27.1
    1-hexene 5.41
    2-isopropoxyethanol 13.72
    2,2,2-trifluoroethanol 3.8
    methyl butyrate 3.8

    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