Monomethyl maleate

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  • Identifiers

    CAS number
    3052-50-4

    Molecular formula
    C5H6O4

    SMILES
    COC(=O)/C=C\C(=O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 60.87%
    Caramellic 57.9%
    Sour 52.27%
    Winey 52.23%
    Sharp 46.9%
    Burnt 44.39%
    Pungent 38.27%
    Ethereal 36.51%
    Rummy 34.66%
    Sweet 32.66%

     

    Flavor
    Odorless 40.91%
    Sour 35.41%
    Very mild 27.94%
    Nutty 26.49%
    Caramellic 26.25%
    Caramel 23.6%
    Acidic 22.17%
    Fruity 21.98%
    Musty 20.81%
    Acetoin 20.72%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.4

    pKa est.
    5.62 (weak acid)

    Molecular weight
    130.1 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    244°C

    Melting point expt.

    • 144.5 °C

    Flash point

    • 110.87 ˚C est.

  • Synonyms

    • Monomethyl maleate
    • Methyl hydrogen maleate
    • Hydrogen methyl maleate
    • Maleic acid, monomethyl ester
    • 2-Butenedioic acid, monomethyl ester
    • 2-Butenedioic acid (Z)-, monomethyl ester
    • 2-Butenedioic acid (2Z)-, 1-methyl ester
    • Monomethyl (Z)-2-butenedioate
    • UNII-U3UT1G2B9N
    • 2-Butenedioic acid (2Z)-, monomethyl ester
    • U3UT1G2B9N
    • DTXSID1029251
    • EINECS 221-271-3
    • NSC 11205
    • NSC-11205
    • NSC 525206
    • NSC-525206
    • DTXCID209251
    • RefChem:159592
    • 2-Butenedioic acid (Z)-, monomethyl ester (9CI)
    • NKHAVTQWNUWKEO-IHWYPQMZSA-N
    • 3052-50-4
    • Maleic Acid Monomethyl Ester
    • (Z)-4-methoxy-4-oxobut-2-enoic acid
    • (2Z)-4-methoxy-4-oxobut-2-enoic acid
    • MFCD00045905
    • Fumaric acid, methyl ester
    • Fumaric acid, monomethyl ester
    • Maleic Acid Monomethyl Ester (~90%)
    • 2-Butenedioic acid (E)-, monomethyl ester
    • Maleic Acid Monomethyl Ester (~90per cent)
    • maleic monomethyl ester
    • (Z)-4-methoxy-4-oxo-but-2-enoic acid
    • maleic acid-monomethyl ester
    • SCHEMBL126468
    • CHEMBL3181865
    • NSC11205
    • Methyl hydrogen (2Z)-2-butendioate
    • Tox21_301490
    • LMFA07010962
    • NSC523835
    • NSC525206
    • AKOS006230198
    • FM53584
    • (Z)-4-Methoxy-4-oxo-2-butenoic Acid
    • NCGC00255203-01
    • (2E)-4-Methoxy-4-oxo-2-butenoic acid
    • BS-49106
    • SY107858
    • CAS-3052-50-4
    • CS-0187530
    • M0624
    • NS00005398
    • E78069
    • EN300-1440004
    • Q27290652
    • 3052-50-4

  • Applications

    Monomethyl maleate is used primarily as a chemical intermediate and reactive monomer in polymer and resin synthesis. In industrial manufacturing, it serves as a building block for unsaturated polyesters and specialty polymers, enabling functionalization and crosslinking. It is often employed in coatings and inks formulations as a co-monomer that participates in polymerization to form crosslinked networks. In adhesives and sealants, it can function as a crosslinkable ester component contributing to adhesion and chemical resistance. As a versatile ester, it may also be used to prepare other monomers and formulated resins for plastics applications, subject to formulation constraints and regulatory requirements.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 135.16
    methanol 262.36
    isopropanol 78.35
    water 71.41
    ethyl acetate 29.74
    n-propanol 80.53
    acetone 109.4
    n-butanol 64.7
    acetonitrile 90.31
    DMF 260.42
    toluene 16.92
    isobutanol 48.83
    1,4-dioxane 154.35
    methyl acetate 74.37
    THF 149.64
    2-butanone 69.88
    n-pentanol 39.41
    sec-butanol 62.85
    n-hexane 4.38
    ethylene glycol 52.55
    NMP 283.09
    cyclohexane 8.4
    DMSO 312.74
    n-butyl acetate 14.23
    n-octanol 22.15
    chloroform 24.3
    n-propyl acetate 17.95
    acetic acid 78.2
    dichloromethane 69.46
    cyclohexanone 59.26
    propylene glycol 28.72
    isopropyl acetate 14.34
    DMAc 326.82
    2-ethoxyethanol 109.0
    isopentanol 47.06
    n-heptane 3.91
    ethyl formate 55.37
    1,2-dichloroethane 53.51
    n-hexanol 20.48
    2-methoxyethanol 188.56
    isobutyl acetate 7.67
    tetrachloromethane 5.78
    n-pentyl acetate 14.13
    transcutol 113.93
    n-heptanol 17.21
    ethylbenzene 13.66
    MIBK 14.65
    2-propoxyethanol 48.65
    tert-butanol 92.1
    MTBE 53.86
    2-butoxyethanol 39.85
    propionic acid 42.74
    o-xylene 22.67
    formic acid 141.33
    diethyl ether 49.26
    m-xylene 11.21
    p-xylene 17.28
    chlorobenzene 13.65
    dimethyl carbonate 32.55
    n-octane 2.57
    formamide 283.24
    cyclopentanone 82.25
    2-pentanone 30.6
    anisole 42.55
    cyclopentyl methyl ether 44.55
    gamma-butyrolactone 110.03
    1-methoxy-2-propanol 76.4
    pyridine 78.57
    3-pentanone 29.68
    furfural 107.8
    n-dodecane 2.41
    diethylene glycol 57.53
    diisopropyl ether 9.3
    tert-amyl alcohol 78.99
    acetylacetone 29.14
    n-hexadecane 2.51
    acetophenone 34.93
    methyl propionate 38.44
    isopentyl acetate 13.41
    trichloroethylene 47.36
    n-nonanol 20.19
    cyclohexanol 40.55
    benzyl alcohol 39.83
    2-ethylhexanol 13.0
    isooctanol 13.6
    dipropyl ether 16.81
    1,2-dichlorobenzene 14.24
    ethyl lactate 15.72
    propylene carbonate 38.32
    n-methylformamide 159.5
    2-pentanol 29.53
    n-pentane 6.4
    1-propoxy-2-propanol 26.34
    1-methoxy-2-propyl acetate 17.02
    2-(2-methoxypropoxy) propanol 47.33
    mesitylene 7.43
    ε-caprolactone 55.09
    p-cymene 7.31
    epichlorohydrin 128.32
    1,1,1-trichloroethane 17.35
    2-aminoethanol 83.32
    morpholine-4-carbaldehyde 206.1
    sulfolane 134.14
    2,2,4-trimethylpentane 3.13
    2-methyltetrahydrofuran 104.79
    n-hexyl acetate 21.31
    isooctane 1.17
    2-(2-butoxyethoxy)ethanol 56.89
    sec-butyl acetate 10.78
    tert-butyl acetate 16.31
    decalin 3.81
    glycerin 49.67
    diglyme 112.46
    acrylic acid 42.08
    isopropyl myristate 10.33
    n-butyric acid 32.86
    acetyl acetate 16.78
    di(2-ethylhexyl) phthalate 14.94
    ethyl propionate 19.14
    nitromethane 166.31
    1,2-diethoxyethane 35.84
    benzonitrile 29.21
    trioctyl phosphate 10.21
    1-bromopropane 28.61
    gamma-valerolactone 123.62
    n-decanol 15.99
    triethyl phosphate 14.76
    4-methyl-2-pentanol 14.18
    propionitrile 52.88
    vinylene carbonate 41.16
    1,1,2-trichlorotrifluoroethane 56.82
    DMS 20.1
    cumene 10.23
    2-octanol 12.1
    2-hexanone 22.51
    octyl acetate 15.21
    limonene 10.01
    1,2-dimethoxyethane 157.52
    ethyl orthosilicate 14.2
    tributyl phosphate 11.4
    diacetone alcohol 29.37
    N,N-dimethylaniline 39.92
    acrylonitrile 67.73
    aniline 40.0
    1,3-propanediol 91.49
    bromobenzene 10.75
    dibromomethane 37.37
    1,1,2,2-tetrachloroethane 36.55
    2-methyl-cyclohexyl acetate 15.8
    tetrabutyl urea 21.97
    diisobutyl methanol 7.76
    2-phenylethanol 23.27
    styrene 15.51
    dioctyl adipate 17.98
    dimethyl sulfate 56.81
    ethyl butyrate 15.24
    methyl lactate 27.76
    butyl lactate 13.01
    diethyl carbonate 14.24
    propanediol butyl ether 30.33
    triethyl orthoformate 15.11
    p-tert-butyltoluene 6.67
    methyl 4-tert-butylbenzoate 29.28
    morpholine 168.34
    tert-butylamine 50.15
    n-dodecanol 12.8
    dimethoxymethane 124.03
    ethylene carbonate 34.42
    cyrene 53.33
    2-ethoxyethyl acetate 22.87
    2-ethylhexyl acetate 10.78
    1,2,4-trichlorobenzene 19.16
    4-methylpyridine 68.94
    dibutyl ether 18.27
    2,6-dimethyl-4-heptanol 7.76
    DEF 76.84
    dimethyl isosorbide 63.09
    tetrachloroethylene 28.0
    eugenol 31.03
    triacetin 22.82
    span 80 27.03
    1,4-butanediol 41.83
    1,1-dichloroethane 25.87
    2-methyl-1-pentanol 36.29
    methyl formate 119.46
    2-methyl-1-butanol 51.36
    n-decane 3.47
    butyronitrile 40.32
    3,7-dimethyl-1-octanol 16.63
    1-chlorooctane 9.26
    1-chlorotetradecane 4.93
    n-nonane 3.26
    undecane 2.81
    tert-butylcyclohexane 2.72
    cyclooctane 3.44
    cyclopentanol 52.46
    tetrahydropyran 74.57
    tert-amyl methyl ether 47.16
    2,5,8-trioxanonane 89.35
    1-hexene 11.35
    2-isopropoxyethanol 50.85
    2,2,2-trifluoroethanol 48.3
    methyl butyrate 27.43

    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