Diallyl maleate

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  • Identifiers

    CAS number
    999-21-3

    Molecular formula
    C10H12O4

    SMILES
    C=CCOC(=O)/C=C\C(=O)OCC=C

    Safety labels

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 92.88%
    Sweet 53.88%
    Pineapple 51.54%
    Apple 50.59%
    Winey 49.07%
    Green 48.42%
    Tropical 43.14%
    Ethereal 40.8%
    Rummy 37.88%
    Caramellic 37.16%

     

    Flavor
    Fruity 30.69%
    Odorless 26.13%
    Very mild 24.11%
    Caramellic 21.01%
    Caramel 20.06%
    Buttery 19.54%
    Yeast 19.26%
    Cotton candy 19.18%
    Acetoin 19.03%
    Seedy 19.01%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.5

    pKa est.
    6.86 (neutral)

    Molecular weight
    196.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    251°C

    Flash point

    • 126.57 ˚C est.

  • Synonyms

    • Diallyl maleate
    • 999-21-3
    • Sipomer DAM
    • Maleic acid, diallyl ester
    • 2-Butenedioic acid (Z)-, di-2-propenyl ester
    • Diallylester kyseliny maleinove
    • Maleic Acid Diallyl Ester
    • bis(prop-2-enyl) (Z)-but-2-enedioate
    • MFCD00010763
    • Diprop-2-en-1-yl (2Z)-but-2-enedioate
    • DTXSID3044752
    • NSC-4799
    • Diallyl Maleate (stabilized with HQ)
    • 227660Q54M
    • DIALLYLMALEATE
    • NSC 4799
    • EINECS 213-658-0
    • UNII-227660Q54M
    • Diallylester kyseliny maleinove [Czech]
    • BRN 1725954
    • AI3-02531
    • 2-Butenedioic acid (2Z)-, di-2-propenyl ester
    • DIAM
    • Diallyl maleate, 97%
    • 2-Butenedioic acid, di-2-propenyl ester, (Z)-
    • SCHEMBL36139
    • diallyl (Z)-but-2-enedioate
    • Butenedioic Acid Diallyl Ester
    • CHEMBL3186659
    • DTXCID1024752
    • WLN: 1U2OV1U1VO2U1
    • Diallyl (2Z)-2-butenedioate #
    • NSC4799
    • bis(prop-2-enyl) but-2-enedioate
    • Tox21_301470
    • AKOS025310585
    • CS-W011724
    • Diallyl maleate, technical grade, 93%
    • NCGC00256226-01
    • CAS-999-21-3
    • D5508
    • M0008
    • NS00076815
    • Di(prop-2-en-1-yl) (2Z)-but-2-enedioate
    • E76532
    • F791165
    • Q27253626
    • 2-Butenedioic acid (2Z)-, 1,4-di-2-propen-1-yl ester
    • 999-21-3

  • Applications

    Diallyl maleate, CAS 999-21-3, is commonly used as a crosslinking monomer and a synthetic intermediate in polymer systems. In UV-curable coatings and inks, it acts as a reactive diluent and crosslinking agent, enabling network formation upon exposure. In adhesive formulations and specialty resins, it can function as a reactive monomer to improve hardness and thermal resistance of the cured film. As a diester of maleic acid, it serves as an intermediate for synthesizing functional esters and tailored polymers. Owing to the reactivity of the allyl groups, it is often evaluated for use in niche resin and coating applications, with actual use dependent on formulation requirements and regulatory considerations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 28.92
    methanol 45.77
    isopropanol 17.71
    water 0.15
    ethyl acetate 152.9
    n-propanol 16.65
    acetone 206.81
    n-butanol 15.76
    acetonitrile 188.04
    DMF 307.84
    toluene 56.04
    isobutanol 13.06
    1,4-dioxane 125.54
    methyl acetate 197.22
    THF 238.35
    2-butanone 159.19
    n-pentanol 18.28
    sec-butanol 21.28
    n-hexane 5.24
    ethylene glycol 5.13
    NMP 395.39
    cyclohexane 4.77
    DMSO 480.03
    n-butyl acetate 96.18
    n-octanol 11.42
    chloroform 205.62
    n-propyl acetate 97.5
    acetic acid 83.79
    dichloromethane 329.64
    cyclohexanone 143.21
    propylene glycol 4.88
    isopropyl acetate 84.81
    DMAc 633.38
    2-ethoxyethanol 78.55
    isopentanol 20.84
    n-heptane 3.15
    ethyl formate 79.07
    1,2-dichloroethane 207.7
    n-hexanol 17.23
    2-methoxyethanol 94.37
    isobutyl acetate 46.63
    tetrachloromethane 18.12
    n-pentyl acetate 33.83
    transcutol 270.91
    n-heptanol 8.53
    ethylbenzene 47.13
    MIBK 56.8
    2-propoxyethanol 62.95
    tert-butanol 38.76
    MTBE 81.77
    2-butoxyethanol 32.73
    propionic acid 40.26
    o-xylene 46.77
    formic acid 36.07
    diethyl ether 71.01
    m-xylene 34.4
    p-xylene 64.15
    chlorobenzene 81.45
    dimethyl carbonate 75.92
    n-octane 1.76
    formamide 103.32
    cyclopentanone 236.91
    2-pentanone 89.77
    anisole 123.06
    cyclopentyl methyl ether 91.28
    gamma-butyrolactone 323.66
    1-methoxy-2-propanol 59.91
    pyridine 178.45
    3-pentanone 93.59
    furfural 286.85
    n-dodecane 1.76
    diethylene glycol 43.31
    diisopropyl ether 22.36
    tert-amyl alcohol 43.52
    acetylacetone 194.57
    n-hexadecane 2.06
    acetophenone 147.68
    methyl propionate 116.53
    isopentyl acetate 85.29
    trichloroethylene 400.95
    n-nonanol 11.83
    cyclohexanol 20.7
    benzyl alcohol 58.48
    2-ethylhexanol 18.37
    isooctanol 8.68
    dipropyl ether 35.25
    1,2-dichlorobenzene 94.05
    ethyl lactate 36.97
    propylene carbonate 150.78
    n-methylformamide 106.61
    2-pentanol 14.86
    n-pentane 2.71
    1-propoxy-2-propanol 44.03
    1-methoxy-2-propyl acetate 102.6
    2-(2-methoxypropoxy) propanol 74.91
    mesitylene 21.5
    ε-caprolactone 141.58
    p-cymene 23.67
    epichlorohydrin 344.89
    1,1,1-trichloroethane 144.84
    2-aminoethanol 11.38
    morpholine-4-carbaldehyde 264.36
    sulfolane 372.67
    2,2,4-trimethylpentane 4.01
    2-methyltetrahydrofuran 172.25
    n-hexyl acetate 50.97
    isooctane 1.82
    2-(2-butoxyethoxy)ethanol 71.61
    sec-butyl acetate 70.56
    tert-butyl acetate 95.17
    decalin 7.58
    glycerin 12.3
    diglyme 186.76
    acrylic acid 45.07
    isopropyl myristate 24.67
    n-butyric acid 48.82
    acetyl acetate 123.49
    di(2-ethylhexyl) phthalate 28.26
    ethyl propionate 98.12
    nitromethane 373.9
    1,2-diethoxyethane 97.71
    benzonitrile 91.92
    trioctyl phosphate 14.38
    1-bromopropane 79.9
    gamma-valerolactone 275.62
    n-decanol 9.26
    triethyl phosphate 49.58
    4-methyl-2-pentanol 12.11
    propionitrile 74.1
    vinylene carbonate 124.19
    1,1,2-trichlorotrifluoroethane 167.56
    DMS 100.46
    cumene 29.99
    2-octanol 7.14
    2-hexanone 87.73
    octyl acetate 29.24
    limonene 30.73
    1,2-dimethoxyethane 218.88
    ethyl orthosilicate 42.84
    tributyl phosphate 26.5
    diacetone alcohol 81.52
    N,N-dimethylaniline 91.76
    acrylonitrile 123.23
    aniline 54.04
    1,3-propanediol 18.4
    bromobenzene 97.25
    dibromomethane 179.48
    1,1,2,2-tetrachloroethane 270.29
    2-methyl-cyclohexyl acetate 66.17
    tetrabutyl urea 40.3
    diisobutyl methanol 14.16
    2-phenylethanol 46.37
    styrene 64.68
    dioctyl adipate 49.1
    dimethyl sulfate 168.54
    ethyl butyrate 82.81
    methyl lactate 43.07
    butyl lactate 28.29
    diethyl carbonate 67.46
    propanediol butyl ether 26.74
    triethyl orthoformate 56.18
    p-tert-butyltoluene 21.32
    methyl 4-tert-butylbenzoate 74.98
    morpholine 129.54
    tert-butylamine 22.0
    n-dodecanol 7.52
    dimethoxymethane 142.08
    ethylene carbonate 87.94
    cyrene 80.32
    2-ethoxyethyl acetate 75.37
    2-ethylhexyl acetate 70.48
    1,2,4-trichlorobenzene 127.7
    4-methylpyridine 190.06
    dibutyl ether 31.98
    2,6-dimethyl-4-heptanol 14.16
    DEF 168.27
    dimethyl isosorbide 170.86
    tetrachloroethylene 140.01
    eugenol 61.76
    triacetin 87.43
    span 80 38.82
    1,4-butanediol 10.35
    1,1-dichloroethane 142.36
    2-methyl-1-pentanol 27.77
    methyl formate 98.32
    2-methyl-1-butanol 19.38
    n-decane 2.73
    butyronitrile 57.38
    3,7-dimethyl-1-octanol 17.96
    1-chlorooctane 13.36
    1-chlorotetradecane 6.67
    n-nonane 2.4
    undecane 2.13
    tert-butylcyclohexane 6.3
    cyclooctane 2.14
    cyclopentanol 25.02
    tetrahydropyran 81.33
    tert-amyl methyl ether 83.32
    2,5,8-trioxanonane 140.06
    1-hexene 21.55
    2-isopropoxyethanol 57.34
    2,2,2-trifluoroethanol 39.11
    methyl butyrate 125.01

    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