Mono-2-(methacryloyloxy)ethyl maleate

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  • Identifiers

    CAS number
    51978-15-5

    Molecular formula
    C10H12O6

    SMILES
    CC(=C)C(=O)OCCOC(=O)/C=C\C(=O)O

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Caramellic 55.0%
    Winey 52.49%
    Fruity 46.98%
    Sweet 45.0%
    Sour 37.95%
    Burnt 36.8%
    Ethereal 34.05%
    Odorless 31.55%
    Buttery 31.15%
    Rummy 27.6%

     

    Flavor
    Fruity 35.68%
    Odorless 33.41%
    Very mild 30.18%
    Caramellic 22.78%
    Mild 21.8%
    Caramel 20.65%
    Toffee 20.12%
    Yeast 20.08%
    Cotton candy 20.03%
    Nutty 19.92%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.7

    pKa est.
    5.6 (weak acid)

    Molecular weight
    228.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    353°C

    Flash point

    • 177.04 ˚C est.

  • Synonyms

    • mono-2-(Methacryloyloxy)ethyl maleate
    • 51978-15-5
    • 2-(Methacryloyloxy)ethyl hydrogen maleate
    • 159QMY41RL
    • 2-Butenedioic acid (2Z)-, 1-(2-((2-methyl-1-oxo-2-propen-1-yl)oxy)ethyl) ester
    • 2MEM
    • RefChem:819234
    • maleic acid mono-2-methacryloyloxy ethyl ether
    • 257-569-5
    • (Z)-4-[2-(2-methylprop-2-enoyloxy)ethoxy]-4-oxobut-2-enoic acid
    • (z)-4-(2-(methacryloyloxy)ethoxy)-4-oxobut-2-enoic acid
    • 2-Butenedioic acid (2Z)-, mono(2-((2-methyl-1-oxo-2-propenyl)oxy)ethyl) ester
    • 2-Butenedioic acid (2Z)-, mono[2-[(2-methyl-1-oxo-2-propenyl)oxy]ethyl] ester
    • UNII-159QMY41RL
    • EINECS 257-569-5
    • HEMA MALEATE
    • LIGHT ESTER HOML
    • LIGHT ACRYLATE HO-ML
    • SCHEMBL194313
    • HSFXEOPJXMFQHG-ARJAWSKDSA-N
    • MFCD00080563
    • 2-Butenedioic acid (Z)-, mono(2-((2-methyl-1-oxo-2-propenyl)oxy)ethyl) ester
    • ETHYLENE GLYCOL METHACRYLATE MALEATE
    • NS00022283
    • 2-HYDROXYETHYL METHACRYLATE MALEATE (1:1)
    • [1-Methyl-2-[(1-oxoallyl)oxy]ethyl]hydrogen maleate
    • Q27251709
    • (2-((2-Methyl-1-oxoallyl)oxy)ethyl) hydrogen maleate
    • MALEIC ACID MONO(.BETA.-METHACRYLOXY)ETHYL ESTER
    • 2-BUTENEDIOIC ACID (2Z)-, MONO(2-(METHYL-1-OXO-2-PROPENYL)OXY)ETHYL) ESTER
    • 51978-15-5

  • Applications

    Mono-2-(methacryloyloxy)ethyl maleate (CAS 51978-15-5) is a reactive acrylate monomer used as a co-monomer in UV-curable coatings, inks, and adhesives, enabling rapid crosslinking and durable film properties; it also serves as a building block in the synthesis of specialty acrylic resins and functional polymers, introducing ester and methacrylate functionalities for polymerization; in coatings and surface treatments, it helps improve adhesion to metals, glass, and plastics; in adhesive and sealant formulations, it contributes to faster cure and chemical resistance; and it is commonly evaluated for photoimageable and UV-curable resin formulations used in electronics and printing applications.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 95.71
    methanol 169.15
    isopropanol 61.89
    water 5.76
    ethyl acetate 56.31
    n-propanol 53.88
    acetone 199.85
    n-butanol 40.92
    acetonitrile 77.37
    DMF 495.57
    toluene 8.07
    isobutanol 32.05
    1,4-dioxane 108.68
    methyl acetate 106.82
    THF 209.33
    2-butanone 109.44
    n-pentanol 37.59
    sec-butanol 56.96
    n-hexane 1.84
    ethylene glycol 29.08
    NMP 306.3
    cyclohexane 1.1
    DMSO 730.95
    n-butyl acetate 22.4
    n-octanol 11.04
    chloroform 25.19
    n-propyl acetate 34.46
    acetic acid 99.85
    dichloromethane 56.16
    cyclohexanone 61.48
    propylene glycol 22.34
    isopropyl acetate 29.85
    DMAc 625.57
    2-ethoxyethanol 184.48
    isopentanol 36.51
    n-heptane 1.18
    ethyl formate 54.54
    1,2-dichloroethane 49.34
    n-hexanol 16.28
    2-methoxyethanol 248.14
    isobutyl acetate 12.94
    tetrachloromethane 3.05
    n-pentyl acetate 13.36
    transcutol 183.78
    n-heptanol 9.16
    ethylbenzene 10.29
    MIBK 30.0
    2-propoxyethanol 69.98
    tert-butanol 96.59
    MTBE 74.83
    2-butoxyethanol 33.35
    propionic acid 46.42
    o-xylene 12.03
    formic acid 121.85
    diethyl ether 54.15
    m-xylene 7.03
    p-xylene 13.56
    chlorobenzene 10.68
    dimethyl carbonate 51.57
    n-octane 0.85
    formamide 310.09
    cyclopentanone 111.32
    2-pentanone 55.41
    anisole 54.84
    cyclopentyl methyl ether 44.5
    gamma-butyrolactone 155.47
    1-methoxy-2-propanol 123.71
    pyridine 60.37
    3-pentanone 45.3
    furfural 146.03
    n-dodecane 0.84
    diethylene glycol 82.97
    diisopropyl ether 11.02
    tert-amyl alcohol 93.24
    acetylacetone 81.22
    n-hexadecane 0.9
    acetophenone 53.22
    methyl propionate 63.23
    isopentyl acetate 21.25
    trichloroethylene 67.87
    n-nonanol 10.88
    cyclohexanol 23.32
    benzyl alcohol 44.65
    2-ethylhexanol 10.27
    isooctanol 8.14
    dipropyl ether 17.31
    1,2-dichlorobenzene 13.52
    ethyl lactate 24.41
    propylene carbonate 55.09
    n-methylformamide 196.02
    2-pentanol 27.77
    n-pentane 1.46
    1-propoxy-2-propanol 39.64
    1-methoxy-2-propyl acetate 38.27
    2-(2-methoxypropoxy) propanol 57.7
    mesitylene 4.84
    ε-caprolactone 63.95
    p-cymene 5.66
    epichlorohydrin 172.81
    1,1,1-trichloroethane 18.78
    2-aminoethanol 56.76
    morpholine-4-carbaldehyde 271.1
    sulfolane 225.52
    2,2,4-trimethylpentane 1.53
    2-methyltetrahydrofuran 107.09
    n-hexyl acetate 19.73
    isooctane 0.63
    2-(2-butoxyethoxy)ethanol 63.92
    sec-butyl acetate 21.71
    tert-butyl acetate 41.44
    decalin 1.55
    glycerin 49.0
    diglyme 146.08
    acrylic acid 45.99
    isopropyl myristate 9.16
    n-butyric acid 39.83
    acetyl acetate 31.97
    di(2-ethylhexyl) phthalate 13.54
    ethyl propionate 34.88
    nitromethane 322.17
    1,2-diethoxyethane 50.02
    benzonitrile 26.76
    trioctyl phosphate 8.01
    1-bromopropane 21.24
    gamma-valerolactone 183.08
    n-decanol 8.72
    triethyl phosphate 20.51
    4-methyl-2-pentanol 14.2
    propionitrile 37.33
    vinylene carbonate 49.45
    1,1,2-trichlorotrifluoroethane 95.5
    DMS 31.18
    cumene 7.88
    2-octanol 7.43
    2-hexanone 43.74
    octyl acetate 12.77
    limonene 7.55
    1,2-dimethoxyethane 252.18
    ethyl orthosilicate 18.63
    tributyl phosphate 11.43
    diacetone alcohol 71.96
    N,N-dimethylaniline 45.73
    acrylonitrile 54.1
    aniline 25.56
    1,3-propanediol 74.07
    bromobenzene 8.93
    dibromomethane 27.82
    1,1,2,2-tetrachloroethane 51.68
    2-methyl-cyclohexyl acetate 20.36
    tetrabutyl urea 22.15
    diisobutyl methanol 7.56
    2-phenylethanol 23.46
    styrene 12.89
    dioctyl adipate 18.22
    dimethyl sulfate 127.32
    ethyl butyrate 24.11
    methyl lactate 44.13
    butyl lactate 14.84
    diethyl carbonate 20.88
    propanediol butyl ether 30.03
    triethyl orthoformate 20.58
    p-tert-butyltoluene 5.44
    methyl 4-tert-butylbenzoate 36.1
    morpholine 150.56
    tert-butylamine 36.3
    n-dodecanol 6.81
    dimethoxymethane 195.35
    ethylene carbonate 36.66
    cyrene 69.97
    2-ethoxyethyl acetate 30.08
    2-ethylhexyl acetate 15.01
    1,2,4-trichlorobenzene 20.23
    4-methylpyridine 65.22
    dibutyl ether 16.14
    2,6-dimethyl-4-heptanol 7.56
    DEF 111.61
    dimethyl isosorbide 89.6
    tetrachloroethylene 28.1
    eugenol 35.78
    triacetin 36.11
    span 80 28.09
    1,4-butanediol 39.92
    1,1-dichloroethane 25.66
    2-methyl-1-pentanol 39.08
    methyl formate 141.42
    2-methyl-1-butanol 38.77
    n-decane 1.32
    butyronitrile 31.38
    3,7-dimethyl-1-octanol 11.67
    1-chlorooctane 5.29
    1-chlorotetradecane 2.53
    n-nonane 1.18
    undecane 1.04
    tert-butylcyclohexane 1.41
    cyclooctane 0.58
    cyclopentanol 33.47
    tetrahydropyran 50.86
    tert-amyl methyl ether 69.13
    2,5,8-trioxanonane 109.14
    1-hexene 9.3
    2-isopropoxyethanol 92.27
    2,2,2-trifluoroethanol 51.2
    methyl butyrate 50.38

    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