Glutaconic acid

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  • Identifiers

    CAS number
    1724-02-3

    Molecular formula
    C5H6O4

    SMILES
    C(/C=C/C(=O)O)C(=O)O

    Safety labels

  • Odor profile

    Fragrance
    Sour 67.15%
    Odorless 50.99%
    Sharp 41.59%
    Caramellic 36.35%
    Winey 34.1%
    Burnt 32.67%
    Pungent 29.89%
    Cheesy 27.21%
    Buttery 25.31%
    Roasted 23.33%

     

    Flavor
    Odorless 69.17%
    Sour 47.75%
    Very mild 28.65%
    Acidic 26.87%
    Nutty 26.85%
    Vinegar 25.82%
    Caramellic 23.87%
    Mild 23.33%
    Yeast 23.01%
    Musty 21.73%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.3

    pKa est.
    6.19 (neutral)

    Molecular weight
    130.1 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    317°C

    Melting point expt.

    • 133 - 135 °C

    Flash point

    • 178.77 ˚C est.

  • Synonyms

    • Glutaconic acid
    • 1724-02-3
    • pent-2-enedioic acid
    • 2-Pentenedioic acid
    • (2E)-pent-2-enedioic acid
    • 2E-pentenedioic acid
    • CHEBI:24309
    • DTXSID40862740
    • RefChem:922299
    • DTXCID70811463
    • (E)-pent-2-enedioic acid
    • trans-Glutaconic acid
    • 628-48-8
    • (E)-glutaconic acid
    • Pent-2-ene-1,5-dioic acid
    • trans-Glutaconate
    • (E)-Glutaconate
    • 2-Pentenedioic acid, (2E)-
    • Pent-2-ene-1,5-dioicacid
    • Glutaconic acid, trans
    • (E)-2-Pentenedioic acid
    • MFCD00002784
    • NOH8K33D47
    • UNII-NOH8K33D47
    • Pentenedioate
    • 2-Pentendioate
    • transglutaconic acid
    • (E)-2-Pentenedioic Acid; (E)-Glutaconic Acid; trans-Glutaconic Acid; trans-Glutaconic Acid; (2E)-2-Pentenedioic acid
    • 1,3-Propenedicarboxylic Acid; 1-Propene-1,3-dicarboxylic Acid; Pentenedioic Acid; 2-Pentenedioic Acid
    • EINECS 217-027-0
    • GLUTACONATE
    • trans glutaconic acid
    • (E)-2-Pentenedioate
    • 1,3-Propenedicarboxylate
    • bmse000435
    • (2E)pent-2-enedioic acid
    • SCHEMBL12230
    • 1,3-Propenedicarboxylic acid
    • 1-Propene-1,3-dicarboxylate
    • CHEMBL557347
    • CHEBI:15670
    • DTXSID70211883
    • 1-Propene-1,3-dicarboxylic acid
    • HMS1786D22
    • HY-W073501A
    • Glutaconic acid, >=97.0% (T)
    • LMFA01170109
    • NSC227882
    • SBB053583
    • AKOS001116898
    • FG32618
    • FP45766
    • BS-17351
    • SY112740
    • SY256612
    • CS-0145910
    • trans-Glutaconic acid, technical grade, 90%
    • C02214
    • F21361
    • G81225
    • F066623
    • Q2823263
    • G9A
    • 1724-02-3

  • Applications

    Glutaconic acid is a versatile building block in industrial organic synthesis. In polymers and plastics, it serves as a difunctional monomer or precursor for unsaturated polyesters and specialty copolymers, enabling crosslinking and functionalization of resin networks. In coatings, inks, and adhesives, its reactive carboxyl groups and olefinic site allow incorporation into UV-curable resins and binders to improve adhesion and network formation. It is commonly used as an intermediate to prepare derivatives such as esters and anhydrides, supporting custom monomer design and tuning of polymer properties. Additionally, it can function as a precursor for specialty additives and coupling agents used in industrial manufacturing. Use and handling are formulation-dependent and subject to local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 228.73
    methanol 418.35
    isopropanol 130.48
    water 293.51
    ethyl acetate 90.83
    n-propanol 159.8
    acetone 236.75
    n-butanol 98.09
    acetonitrile 82.56
    DMF 1181.9
    toluene 6.42
    isobutanol 83.05
    1,4-dioxane 348.93
    methyl acetate 103.09
    THF 329.94
    2-butanone 105.16
    n-pentanol 63.17
    sec-butanol 79.65
    n-hexane 2.16
    ethylene glycol 283.01
    NMP 848.48
    cyclohexane 1.55
    DMSO 601.54
    n-butyl acetate 37.61
    n-octanol 78.14
    chloroform 2.89
    n-propyl acetate 47.37
    acetic acid 272.12
    dichloromethane 9.46
    cyclohexanone 98.13
    propylene glycol 230.49
    isopropyl acetate 51.45
    DMAc 713.28
    2-ethoxyethanol 305.02
    isopentanol 60.17
    n-heptane 3.53
    ethyl formate 113.16
    1,2-dichloroethane 17.26
    n-hexanol 40.9
    2-methoxyethanol 577.13
    isobutyl acetate 18.49
    tetrachloromethane 0.66
    n-pentyl acetate 51.95
    transcutol 634.07
    n-heptanol 48.66
    ethylbenzene 4.43
    MIBK 41.88
    2-propoxyethanol 218.51
    tert-butanol 112.25
    MTBE 43.89
    2-butoxyethanol 171.93
    propionic acid 199.91
    o-xylene 9.11
    formic acid 421.85
    diethyl ether 64.8
    m-xylene 7.08
    p-xylene 5.36
    chlorobenzene 5.21
    dimethyl carbonate 149.8
    n-octane 2.23
    formamide 533.02
    cyclopentanone 202.44
    2-pentanone 89.08
    anisole 30.44
    cyclopentyl methyl ether 90.47
    gamma-butyrolactone 379.46
    1-methoxy-2-propanol 387.85
    pyridine 67.38
    3-pentanone 65.16
    furfural 267.22
    n-dodecane 2.82
    diethylene glycol 266.86
    diisopropyl ether 15.41
    tert-amyl alcohol 69.31
    acetylacetone 126.58
    n-hexadecane 3.0
    acetophenone 40.59
    methyl propionate 147.04
    isopentyl acetate 25.72
    trichloroethylene 14.9
    n-nonanol 68.23
    cyclohexanol 52.46
    benzyl alcohol 43.03
    2-ethylhexanol 20.28
    isooctanol 33.39
    dipropyl ether 39.69
    1,2-dichlorobenzene 5.32
    ethyl lactate 74.99
    propylene carbonate 131.83
    n-methylformamide 590.84
    2-pentanol 50.88
    n-pentane 2.86
    1-propoxy-2-propanol 144.44
    1-methoxy-2-propyl acetate 89.03
    2-(2-methoxypropoxy) propanol 189.63
    mesitylene 5.5
    ε-caprolactone 141.78
    p-cymene 5.93
    epichlorohydrin 204.69
    1,1,1-trichloroethane 3.59
    2-aminoethanol 355.55
    morpholine-4-carbaldehyde 780.64
    sulfolane 382.52
    2,2,4-trimethylpentane 1.55
    2-methyltetrahydrofuran 125.61
    n-hexyl acetate 90.01
    isooctane 1.17
    2-(2-butoxyethoxy)ethanol 303.47
    sec-butyl acetate 23.55
    tert-butyl acetate 46.79
    decalin 1.48
    glycerin 409.29
    diglyme 361.6
    acrylic acid 236.73
    isopropyl myristate 31.32
    n-butyric acid 130.42
    acetyl acetate 43.13
    di(2-ethylhexyl) phthalate 40.87
    ethyl propionate 57.27
    nitromethane 438.13
    1,2-diethoxyethane 95.03
    benzonitrile 23.54
    trioctyl phosphate 37.13
    1-bromopropane 7.07
    gamma-valerolactone 459.02
    n-decanol 51.38
    triethyl phosphate 22.26
    4-methyl-2-pentanol 23.71
    propionitrile 57.42
    vinylene carbonate 110.26
    1,1,2-trichlorotrifluoroethane 147.45
    DMS 75.59
    cumene 4.44
    2-octanol 33.77
    2-hexanone 38.86
    octyl acetate 54.65
    limonene 9.38
    1,2-dimethoxyethane 292.69
    ethyl orthosilicate 20.19
    tributyl phosphate 35.27
    diacetone alcohol 108.68
    N,N-dimethylaniline 31.38
    acrylonitrile 97.24
    aniline 29.93
    1,3-propanediol 284.22
    bromobenzene 2.71
    dibromomethane 4.01
    1,1,2,2-tetrachloroethane 13.31
    2-methyl-cyclohexyl acetate 25.8
    tetrabutyl urea 70.75
    diisobutyl methanol 13.44
    2-phenylethanol 32.26
    styrene 4.92
    dioctyl adipate 57.9
    dimethyl sulfate 208.53
    ethyl butyrate 37.21
    methyl lactate 207.27
    butyl lactate 81.97
    diethyl carbonate 24.7
    propanediol butyl ether 237.82
    triethyl orthoformate 32.33
    p-tert-butyltoluene 5.79
    methyl 4-tert-butylbenzoate 97.4
    morpholine 403.29
    tert-butylamine 40.99
    n-dodecanol 37.16
    dimethoxymethane 519.85
    ethylene carbonate 94.47
    cyrene 179.38
    2-ethoxyethyl acetate 100.33
    2-ethylhexyl acetate 18.68
    1,2,4-trichlorobenzene 8.05
    4-methylpyridine 54.12
    dibutyl ether 40.07
    2,6-dimethyl-4-heptanol 13.44
    DEF 221.28
    dimethyl isosorbide 200.24
    tetrachloroethylene 8.0
    eugenol 109.85
    triacetin 112.9
    span 80 165.35
    1,4-butanediol 134.33
    1,1-dichloroethane 7.46
    2-methyl-1-pentanol 35.81
    methyl formate 421.42
    2-methyl-1-butanol 62.67
    n-decane 4.17
    butyronitrile 46.89
    3,7-dimethyl-1-octanol 38.8
    1-chlorooctane 12.38
    1-chlorotetradecane 6.58
    n-nonane 3.72
    undecane 3.4
    tert-butylcyclohexane 1.42
    cyclooctane 1.24
    cyclopentanol 93.43
    tetrahydropyran 93.86
    tert-amyl methyl ether 39.6
    2,5,8-trioxanonane 308.3
    1-hexene 6.53
    2-isopropoxyethanol 141.78
    2,2,2-trifluoroethanol 146.7
    methyl butyrate 67.01

    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