Dibutyl maleate

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  • Identifiers

    CAS number
    105-76-0

    Molecular formula
    C12H20O4

    SMILES
    CCCCOC(=O)/C=C\C(=O)OCCCC

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Fruity 77.59%
    Winey 63.13%
    Herbal 62.22%
    Green 54.48%
    Apple 53.99%
    Caramellic 42.53%
    Sweet 41.37%
    Floral 36.22%
    Oily 34.88%
    Chamomile 33.35%

     

    Flavor
    Fruity 54.03%
    Cheese 25.7%
    Fatty 25.34%
    Creamy 22.77%
    Arrack 21.65%
    Green 21.37%
    Cucumber skin 21.24%
    Waxy 21.12%
    Buttery 20.92%
    Yeast 20.91%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.7

    pKa est.
    6.51 (neutral)

    Molecular weight
    228.28 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    274°C

    Flash point

    • 131.88 ˚C est.

  • Synonyms

    • DIBUTYL MALEATE
    • 105-76-0
    • Staflex DBM
    • Butyl maleate
    • RC Comonomer DBM
    • Maleic acid, dibutyl ester
    • 2-Butenedioic acid (Z)-, dibutyl ester
    • 2-Butenedioic acid (2Z)-, dibutyl ester
    • DTXSID3026724
    • 4X371TMK9K
    • NSC-6711
    • VINAVIL CF 5
    • 2-Butenedioic acid (2Z)-, 1,4-dibutyl ester
    • DTXCID206724
    • RefChem:132940
    • 203-328-4
    • dibutyl (Z)-but-2-enedioate
    • Dibutylmaleate
    • Maleic Acid Dibutyl Ester
    • di-n-Butyl maleate
    • 2-Butenedioic acid, dibutyl ester
    • MFCD00009447
    • PX-504
    • Dibutylester kyseliny maleinove
    • maleic acid di-n-butyl ester
    • DBM (VAN)
    • 29014-72-0
    • CCRIS 4136
    • NSC 6711
    • EINECS 203-328-4
    • Dibutylester kyseliny maleinove [Czech]
    • BRN 1726634
    • UNII-4X371TMK9K
    • Bibutyl maleate
    • AI3-00644
    • Bisomer DBM
    • Octomer DBM
    • 1,4-dibutyl (2Z)-but-2-enedioate
    • Dibutyl maleate, 96%
    • EC 203-328-4
    • SCHEMBL28153
    • MLS000515953
    • WLN: 4OV1U1VO4-C
    • dibutyl (2Z)-but-2-enedioate
    • CHEMBL1466826
    • Dibutyl (2Z)-2-butenedioate #
    • NSC6711
    • HMS2270N17
    • Tox21_200779
    • MSK002092
    • SBB060326
    • dibutyl (2Z)but-2-ene-1,4-dioate
    • AKOS015950672
    • CS-W010404
    • FD62552
    • HY-W009688
    • 2-Butenedioic acid, dibutyl ester, cis-
    • MSK002092-1000H
    • NCGC00164013-01
    • NCGC00164013-02
    • NCGC00258333-01
    • CAS-105-76-0
    • SMR000112422
    • 2-Butenedioic acid, dibutyl ester, (2Z)-
    • M0009
    • NS00009601
    • D78204
    • Dibutyl maleate Solution in Hexane, 1000ug/mL
    • F544562
    • Q27260622
    • 105-76-0

  • Applications

    Dibutyl maleate (CAS 105-76-0) is widely used as a reactive diluent and monomer for UV/EB-curable coatings and inks, helping to reduce viscosity and participate in polymerization to form crosslinked networks; it also serves as a plasticizer in certain polymer systems to improve flexibility and processability; as an intermediate, it is used in the synthesis of unsaturated polyester resins and vinyl copolymers, and as a building block in alkyd resin production for specialty polymers; in adhesive and sealant formulations, DBM is chosen to optimize film formation and adhesion.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 213.08
    methanol 324.04
    isopropanol 129.75
    water 0.16
    ethyl acetate 758.22
    n-propanol 143.47
    acetone 1023.45
    n-butanol 129.39
    acetonitrile 790.57
    DMF 1977.48
    toluene 393.85
    isobutanol 112.35
    1,4-dioxane 473.35
    methyl acetate 774.7
    THF 1135.47
    2-butanone 786.76
    n-pentanol 116.66
    sec-butanol 147.68
    n-hexane 29.29
    ethylene glycol 27.21
    NMP 2397.19
    cyclohexane 45.36
    DMSO 2019.85
    n-butyl acetate 504.68
    n-octanol 56.54
    chloroform 1960.29
    n-propyl acetate 500.24
    acetic acid 542.02
    dichloromethane 2700.48
    cyclohexanone 1169.18
    propylene glycol 40.34
    isopropyl acetate 448.28
    DMAc 2259.09
    2-ethoxyethanol 322.19
    isopentanol 146.49
    n-heptane 10.88
    ethyl formate 359.4
    1,2-dichloroethane 1857.32
    n-hexanol 100.62
    2-methoxyethanol 461.87
    isobutyl acetate 260.28
    tetrachloromethane 181.39
    n-pentyl acetate 236.93
    transcutol 1137.87
    n-heptanol 47.99
    ethylbenzene 204.64
    MIBK 319.83
    2-propoxyethanol 290.06
    tert-butanol 209.35
    MTBE 322.57
    2-butoxyethanol 170.37
    propionic acid 329.76
    o-xylene 249.58
    formic acid 163.53
    diethyl ether 303.66
    m-xylene 210.59
    p-xylene 300.99
    chlorobenzene 703.8
    dimethyl carbonate 304.11
    n-octane 6.26
    formamide 480.92
    cyclopentanone 1659.26
    2-pentanone 561.42
    anisole 457.52
    cyclopentyl methyl ether 529.34
    gamma-butyrolactone 1993.96
    1-methoxy-2-propanol 332.71
    pyridine 1143.38
    3-pentanone 508.85
    furfural 1493.42
    n-dodecane 5.63
    diethylene glycol 184.8
    diisopropyl ether 94.4
    tert-amyl alcohol 214.79
    acetylacetone 987.89
    n-hexadecane 6.74
    acetophenone 634.86
    methyl propionate 614.97
    isopentyl acetate 429.16
    trichloroethylene 3415.94
    n-nonanol 54.81
    cyclohexanol 196.33
    benzyl alcohol 289.52
    2-ethylhexanol 85.22
    isooctanol 47.26
    dipropyl ether 131.27
    1,2-dichlorobenzene 749.98
    ethyl lactate 179.4
    propylene carbonate 883.61
    n-methylformamide 654.49
    2-pentanol 109.82
    n-pentane 17.1
    1-propoxy-2-propanol 218.7
    1-methoxy-2-propyl acetate 470.48
    2-(2-methoxypropoxy) propanol 267.35
    mesitylene 118.99
    ε-caprolactone 964.62
    p-cymene 95.16
    epichlorohydrin 2012.52
    1,1,1-trichloroethane 1249.84
    2-aminoethanol 80.04
    morpholine-4-carbaldehyde 1237.83
    sulfolane 2443.39
    2,2,4-trimethylpentane 17.74
    2-methyltetrahydrofuran 812.45
    n-hexyl acetate 303.21
    isooctane 10.4
    2-(2-butoxyethoxy)ethanol 307.35
    sec-butyl acetate 345.32
    tert-butyl acetate 473.57
    decalin 40.87
    glycerin 76.92
    diglyme 688.81
    acrylic acid 335.22
    isopropyl myristate 104.72
    n-butyric acid 436.89
    acetyl acetate 610.86
    di(2-ethylhexyl) phthalate 119.69
    ethyl propionate 479.44
    nitromethane 1810.05
    1,2-diethoxyethane 395.87
    benzonitrile 496.67
    trioctyl phosphate 67.58
    1-bromopropane 629.94
    gamma-valerolactone 1690.6
    n-decanol 39.96
    triethyl phosphate 187.45
    4-methyl-2-pentanol 74.77
    propionitrile 414.96
    vinylene carbonate 734.95
    1,1,2-trichlorotrifluoroethane 1057.8
    DMS 432.14
    cumene 122.96
    2-octanol 39.06
    2-hexanone 401.9
    octyl acetate 129.47
    limonene 139.53
    1,2-dimethoxyethane 737.36
    ethyl orthosilicate 162.54
    tributyl phosphate 123.0
    diacetone alcohol 399.37
    N,N-dimethylaniline 334.9
    acrylonitrile 690.91
    aniline 389.24
    1,3-propanediol 125.87
    bromobenzene 847.89
    dibromomethane 1530.12
    1,1,2,2-tetrachloroethane 2455.06
    2-methyl-cyclohexyl acetate 287.65
    tetrabutyl urea 160.99
    diisobutyl methanol 61.09
    2-phenylethanol 214.19
    styrene 308.5
    dioctyl adipate 202.31
    dimethyl sulfate 687.21
    ethyl butyrate 341.35
    methyl lactate 243.21
    butyl lactate 185.65
    diethyl carbonate 255.3
    propanediol butyl ether 156.5
    triethyl orthoformate 212.43
    p-tert-butyltoluene 87.5
    methyl 4-tert-butylbenzoate 292.21
    morpholine 698.5
    tert-butylamine 125.79
    n-dodecanol 30.45
    dimethoxymethane 609.3
    ethylene carbonate 554.29
    cyrene 331.51
    2-ethoxyethyl acetate 387.76
    2-ethylhexyl acetate 345.42
    1,2,4-trichlorobenzene 895.39
    4-methylpyridine 1259.92
    dibutyl ether 133.0
    2,6-dimethyl-4-heptanol 61.09
    DEF 976.55
    dimethyl isosorbide 621.96
    tetrachloroethylene 1322.69
    eugenol 268.38
    triacetin 381.17
    span 80 194.81
    1,4-butanediol 61.27
    1,1-dichloroethane 1336.0
    2-methyl-1-pentanol 150.1
    methyl formate 464.38
    2-methyl-1-butanol 137.36
    n-decane 9.15
    butyronitrile 361.27
    3,7-dimethyl-1-octanol 82.31
    1-chlorooctane 64.63
    1-chlorotetradecane 26.28
    n-nonane 8.39
    undecane 6.79
    tert-butylcyclohexane 31.16
    cyclooctane 13.79
    cyclopentanol 244.39
    tetrahydropyran 481.29
    tert-amyl methyl ether 299.0
    2,5,8-trioxanonane 469.62
    1-hexene 130.63
    2-isopropoxyethanol 232.42
    2,2,2-trifluoroethanol 213.82
    methyl butyrate 693.34

    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