Dimethyl maleate

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  • Identifiers

    CAS number
    624-48-6

    Molecular formula
    C6H8O4

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

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 86.66%
    Winey 59.46%
    Apple 58.56%
    Green 57.05%
    Ethereal 55.78%
    Rummy 48.36%
    Sweet 44.05%
    Sharp 42.03%
    Caramellic 41.59%
    Pungent 38.11%

     

    Flavor
    Fruity 68.93%
    Caramel 25.55%
    Buttery 23.78%
    Creamy 23.53%
    Strawberry 21.84%
    Grape 20.48%
    Toffee 20.17%
    Molasses 20.08%
    Sweet 19.88%
    Dried berry 19.62%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    0.7

    pKa est.
    4.98 (weak acid)

    Molecular weight
    144.12 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point est.
    210°C

    Flash point

    • 72.42 ˚C est.

  • Synonyms

    • Dimethyl maleate
    • 624-48-6
    • METHYL MALEATE
    • Sipomer DMM
    • Maleic acid, dimethyl ester
    • Dimethyl cis-butenedioate
    • 2-Butenedioic acid (Z)-, dimethyl ester
    • Dimethyl cis-ethylenedicarboxylate
    • 2-Butenedioic acid, dimethyl ester, (Z)-
    • Dimethylester kyseliny maleinove
    • DTXSID4040765
    • 2-Butenedioic acid (2Z)-, 1,4-dimethyl ester
    • NSC-5161
    • K39366X5N0
    • DTXCID2020765
    • CHEBI:35460
    • RefChem:588282
    • 210-848-5
    • dimethyl (Z)-but-2-enedioate
    • Maleic Acid Dimethyl Ester
    • 1,4-dimethyl (2Z)-but-2-enedioate
    • dimethyl (2Z)-but-2-enedioate
    • 2-Butenedioic acid (2Z)-, dimethyl ester
    • MFCD00008459
    • Dimethyl 2-butenedioate
    • 2-Butenedioic acid, dimethyl ester
    • 2-Butenedioic acid, dimethyl ester, (2Z)-
    • CAS-624-48-6
    • NSC 5161
    • EINECS 210-848-5
    • BRN 0471705
    • Dimethylester kyseliny maleinove [Czech]
    • Maleic acid, bis-methyl ester
    • AI3-07869
    • UNII-K39366X5N0
    • di-methyl maleate
    • Dimethyl maleate, 96%
    • EC 210-848-5
    • SCHEMBL75864
    • 4-02-00-02204 (Beilstein Handbook Reference)
    • CHEMBL2259700
    • WLN: 1OV1U1VO1 -C
    • NSC5161
    • Dimethyl (2Z)-2-butenedioate #
    • (Z)-DIMETHYL 2-BUTENEDIOATE
    • Tox21_113653
    • Tox21_300996
    • EBC-14600
    • MSK161070
    • AKOS022152549
    • DIMETHYL CIS-ETHENEDICARBOXYLATE
    • CS-W011010
    • MSK161070-1000M
    • NCGC00248247-01
    • NCGC00248247-02
    • NCGC00254898-01
    • BS-23530
    • 2-Butendioic acid, dimethyl ester, (Z)-
    • M0012
    • NS00002302
    • E75804
    • EN300-305308
    • Dimethyl maleate Solution in Methanol, 1000ug/mL
    • F094584
    • Q2377169
    • F8886-8253
    • 624-48-6

  • Applications

    Dimethyl maleate (CAS 624-48-6) is primarily used as an intermediate in the production of specialty polymers and resins, functioning as a reactive monomer or crosslinking component to build polymer networks. It also serves as a dienophile in Diels–Alder reactions to furnish functional adducts for specialty chemicals and advanced materials. In coatings, inks, and adhesives, it can act as a reactive monomer or crosslinking reagent in UV-curable formulations, and, when formulated as a reactive diluent, helps adjust viscosity of these systems. Its use is formulation- and regulation-dependent, and practitioners typically evaluate it for suitability within local regulatory limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 21.96
    methanol 39.43
    isopropanol 16.74
    water 2.34
    ethyl acetate 73.36
    n-propanol 15.24
    acetone 91.64
    n-butanol 12.36
    acetonitrile 118.13
    DMF 170.23
    toluene 40.46
    isobutanol 12.65
    1,4-dioxane 130.68
    methyl acetate 106.85
    THF 150.08
    2-butanone 70.82
    n-pentanol 9.8
    sec-butanol 15.68
    n-hexane 4.13
    ethylene glycol 5.58
    NMP 417.59
    cyclohexane 6.98
    DMSO 207.26
    n-butyl acetate 23.81
    n-octanol 7.1
    chloroform 148.77
    n-propyl acetate 34.88
    acetic acid 64.93
    dichloromethane 201.91
    cyclohexanone 84.7
    propylene glycol 2.34
    isopropyl acetate 37.53
    DMAc 309.48
    2-ethoxyethanol 37.43
    isopentanol 14.58
    n-heptane 2.71
    ethyl formate 50.88
    1,2-dichloroethane 112.87
    n-hexanol 7.66
    2-methoxyethanol 61.44
    isobutyl acetate 16.92
    tetrachloromethane 30.79
    n-pentyl acetate 15.56
    transcutol 80.57
    n-heptanol 6.19
    ethylbenzene 26.4
    MIBK 23.03
    2-propoxyethanol 26.91
    tert-butanol 35.16
    MTBE 54.71
    2-butoxyethanol 19.23
    propionic acid 29.76
    o-xylene 41.8
    formic acid 55.69
    diethyl ether 45.04
    m-xylene 22.47
    p-xylene 39.61
    chlorobenzene 53.17
    dimethyl carbonate 54.13
    n-octane 1.56
    formamide 151.63
    cyclopentanone 133.99
    2-pentanone 37.6
    anisole 78.1
    cyclopentyl methyl ether 62.69
    gamma-butyrolactone 204.8
    1-methoxy-2-propanol 30.16
    pyridine 147.06
    3-pentanone 49.38
    furfural 246.64
    n-dodecane 1.29
    diethylene glycol 23.22
    diisopropyl ether 14.18
    tert-amyl alcohol 32.97
    acetylacetone 77.07
    n-hexadecane 1.5
    acetophenone 85.65
    methyl propionate 65.0
    isopentyl acetate 24.53
    trichloroethylene 235.17
    n-nonanol 7.45
    cyclohexanol 17.69
    benzyl alcohol 32.25
    2-ethylhexanol 7.8
    isooctanol 6.18
    dipropyl ether 18.74
    1,2-dichlorobenzene 68.18
    ethyl lactate 15.96
    propylene carbonate 81.61
    n-methylformamide 87.25
    2-pentanol 9.75
    n-pentane 3.36
    1-propoxy-2-propanol 16.17
    1-methoxy-2-propyl acetate 37.16
    2-(2-methoxypropoxy) propanol 33.58
    mesitylene 14.75
    ε-caprolactone 83.8
    p-cymene 12.98
    epichlorohydrin 209.39
    1,1,1-trichloroethane 110.61
    2-aminoethanol 11.4
    morpholine-4-carbaldehyde 233.74
    sulfolane 240.99
    2,2,4-trimethylpentane 3.67
    2-methyltetrahydrofuran 114.92
    n-hexyl acetate 21.5
    isooctane 1.43
    2-(2-butoxyethoxy)ethanol 29.99
    sec-butyl acetate 27.12
    tert-butyl acetate 44.21
    decalin 6.03
    glycerin 8.66
    diglyme 97.16
    acrylic acid 37.05
    isopropyl myristate 11.41
    n-butyric acid 28.57
    acetyl acetate 75.58
    di(2-ethylhexyl) phthalate 13.8
    ethyl propionate 45.47
    nitromethane 304.34
    1,2-diethoxyethane 35.65
    benzonitrile 55.57
    trioctyl phosphate 6.61
    1-bromopropane 38.73
    gamma-valerolactone 185.95
    n-decanol 5.64
    triethyl phosphate 32.88
    4-methyl-2-pentanol 7.61
    propionitrile 49.03
    vinylene carbonate 84.88
    1,1,2-trichlorotrifluoroethane 123.41
    DMS 46.99
    cumene 18.55
    2-octanol 5.03
    2-hexanone 30.27
    octyl acetate 13.03
    limonene 15.51
    1,2-dimethoxyethane 110.56
    ethyl orthosilicate 27.99
    tributyl phosphate 10.57
    diacetone alcohol 35.25
    N,N-dimethylaniline 63.69
    acrylonitrile 77.37
    aniline 45.07
    1,3-propanediol 15.71
    bromobenzene 59.22
    dibromomethane 95.95
    1,1,2,2-tetrachloroethane 156.43
    2-methyl-cyclohexyl acetate 31.23
    tetrabutyl urea 17.93
    diisobutyl methanol 6.98
    2-phenylethanol 22.1
    styrene 32.27
    dioctyl adipate 19.86
    dimethyl sulfate 133.51
    ethyl butyrate 32.57
    methyl lactate 23.08
    butyl lactate 10.33
    diethyl carbonate 33.6
    propanediol butyl ether 10.75
    triethyl orthoformate 26.82
    p-tert-butyltoluene 11.68
    methyl 4-tert-butylbenzoate 44.36
    morpholine 115.52
    tert-butylamine 22.81
    n-dodecanol 4.44
    dimethoxymethane 90.11
    ethylene carbonate 58.97
    cyrene 50.02
    2-ethoxyethyl acetate 31.36
    2-ethylhexyl acetate 21.9
    1,2,4-trichlorobenzene 98.99
    4-methylpyridine 130.59
    dibutyl ether 14.4
    2,6-dimethyl-4-heptanol 6.98
    DEF 99.02
    dimethyl isosorbide 93.31
    tetrachloroethylene 119.71
    eugenol 35.37
    triacetin 40.57
    span 80 16.32
    1,4-butanediol 6.24
    1,1-dichloroethane 80.53
    2-methyl-1-pentanol 13.34
    methyl formate 79.93
    2-methyl-1-butanol 14.05
    n-decane 2.14
    butyronitrile 30.4
    3,7-dimethyl-1-octanol 8.81
    1-chlorooctane 7.49
    1-chlorotetradecane 3.78
    n-nonane 1.91
    undecane 1.58
    tert-butylcyclohexane 4.91
    cyclooctane 2.79
    cyclopentanol 23.81
    tetrahydropyran 62.68
    tert-amyl methyl ether 48.14
    2,5,8-trioxanonane 71.65
    1-hexene 10.97
    2-isopropoxyethanol 25.37
    2,2,2-trifluoroethanol 55.85
    methyl butyrate 53.86

    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