Monobutyl maleate

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  • Identifiers

    CAS number
    925-21-3

    Molecular formula
    C8H12O4

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

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Fruity 79.93%
    Caramellic 62.3%
    Winey 61.01%
    Sweet 47.98%
    Sour 42.79%
    Herbal 39.22%
    Green 37.9%
    Apple 36.91%
    Buttery 31.51%
    Ethereal 30.75%

     

    Flavor
    Fruity 32.52%
    Sour 31.66%
    Odorless 30.37%
    Caramel 26.5%
    Acidic 22.75%
    Very mild 22.57%
    Buttery 20.57%
    Roquefort cheese 20.16%
    Caramellic 20.12%
    Acetoin 19.88%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.1

    pKa est.
    6.14 (neutral)

    Molecular weight
    172.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    264°C

    Flash point

    • 131.62 ˚C est.

  • Synonyms

    • Monobutyl maleate
    • 925-21-3
    • Butyl hydrogen maleate
    • 2-Butenedioic acid (2Z)-, monobutyl ester
    • 2-Butenedioic acid (Z)-, monobutyl ester
    • n-butyl maleate
    • F2LD7FVO1L
    • 2-Butenedioic acid (2Z)-, 1-butyl ester
    • DTXSID2027337
    • RefChem:7810
    • DTXCID007337
    • 213-116-3
    • (Z)-4-butoxy-4-oxobut-2-enoic acid
    • Maleic acid, monobutyl ester
    • MFCD00040407
    • Mono-n-butyl maleate
    • mono-Butyl maleate
    • UNII-F2LD7FVO1L
    • MALEIC ACID 1-BUTYL ESTER
    • EINECS 213-116-3
    • Hydrogen butyl maleate
    • (2Z)-4-butoxy-4-oxobut-2-enoic acid
    • (Z)-4-butoxy-4-oxo-but-2-enoic acid
    • mono-Butyl maleate, 90%
    • EC 213-116-3
    • SCHEMBL124163
    • maleic acid-mono-n-butyl ester
    • CHEBI:145719
    • (2Z)-4-Butoxy-4-oxo-2-butenoic acid
    • (2Z)-4-Butoxy-4-oxo-2-butenoic acid #
    • NS00002295
    • G92201
    • Q27277547
    • 925-21-3

  • Applications

    Monobutyl maleate may be used as an intermediate and reactive monomer in polymer and coatings formulations. It serves as a building block for unsaturated polyester and alkyd resins and can participate in copolymerization with vinyl monomers (such as acrylates or styrene) to introduce maleate functionality. The compound may also act as a plasticizer or processing aid in coatings and adhesives, aiding flow and flexibility. Additionally, it is used as a starting material for the synthesis of other maleate esters and related specialty chemicals in industrial manufacturing.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 581.68
    methanol 1006.02
    isopropanol 260.39
    water 1.95
    ethyl acetate 155.41
    n-propanol 271.21
    acetone 320.72
    n-butanol 224.95
    acetonitrile 142.23
    DMF 1560.79
    toluene 21.3
    isobutanol 150.1
    1,4-dioxane 168.59
    methyl acetate 199.69
    THF 359.8
    2-butanone 227.93
    n-pentanol 147.56
    sec-butanol 204.04
    n-hexane 2.23
    ethylene glycol 113.41
    NMP 605.15
    cyclohexane 1.91
    DMSO 1261.48
    n-butyl acetate 103.97
    n-octanol 24.73
    chloroform 44.76
    n-propyl acetate 95.82
    acetic acid 318.13
    dichloromethane 84.97
    cyclohexanone 173.07
    propylene glycol 124.03
    isopropyl acetate 85.63
    DMAc 1125.49
    2-ethoxyethanol 403.88
    isopentanol 189.62
    n-heptane 1.08
    ethyl formate 132.06
    1,2-dichloroethane 96.98
    n-hexanol 74.46
    2-methoxyethanol 783.3
    isobutyl acetate 48.08
    tetrachloromethane 6.08
    n-pentyl acetate 36.39
    transcutol 511.64
    n-heptanol 25.7
    ethylbenzene 22.64
    MIBK 85.98
    2-propoxyethanol 207.48
    tert-butanol 322.83
    MTBE 135.4
    2-butoxyethanol 84.08
    propionic acid 154.64
    o-xylene 25.31
    formic acid 264.29
    diethyl ether 91.03
    m-xylene 21.42
    p-xylene 28.24
    chlorobenzene 28.8
    dimethyl carbonate 71.35
    n-octane 0.7
    formamide 522.28
    cyclopentanone 261.15
    2-pentanone 156.19
    anisole 90.89
    cyclopentyl methyl ether 104.24
    gamma-butyrolactone 334.34
    1-methoxy-2-propanol 413.63
    pyridine 139.23
    3-pentanone 82.07
    furfural 288.54
    n-dodecane 0.87
    diethylene glycol 215.74
    diisopropyl ether 17.13
    tert-amyl alcohol 272.73
    acetylacetone 174.53
    n-hexadecane 0.98
    acetophenone 95.79
    methyl propionate 148.76
    isopentyl acetate 99.81
    trichloroethylene 130.03
    n-nonanol 22.43
    cyclohexanol 76.59
    benzyl alcohol 110.25
    2-ethylhexanol 37.62
    isooctanol 23.38
    dipropyl ether 22.73
    1,2-dichlorobenzene 32.67
    ethyl lactate 58.42
    propylene carbonate 141.27
    n-methylformamide 494.98
    2-pentanol 105.55
    n-pentane 1.97
    1-propoxy-2-propanol 120.08
    1-methoxy-2-propyl acetate 115.97
    2-(2-methoxypropoxy) propanol 118.43
    mesitylene 12.79
    ε-caprolactone 170.54
    p-cymene 12.17
    epichlorohydrin 339.68
    1,1,1-trichloroethane 35.46
    2-aminoethanol 270.39
    morpholine-4-carbaldehyde 433.37
    sulfolane 447.88
    2,2,4-trimethylpentane 2.64
    2-methyltetrahydrofuran 224.03
    n-hexyl acetate 51.97
    isooctane 1.53
    2-(2-butoxyethoxy)ethanol 153.89
    sec-butyl acetate 62.55
    tert-butyl acetate 108.24
    decalin 3.09
    glycerin 172.82
    diglyme 275.81
    acrylic acid 142.54
    isopropyl myristate 18.76
    n-butyric acid 193.84
    acetyl acetate 75.05
    di(2-ethylhexyl) phthalate 32.86
    ethyl propionate 75.33
    nitromethane 584.59
    1,2-diethoxyethane 90.33
    benzonitrile 73.48
    trioctyl phosphate 19.38
    1-bromopropane 39.59
    gamma-valerolactone 382.49
    n-decanol 16.71
    triethyl phosphate 35.6
    4-methyl-2-pentanol 53.83
    propionitrile 104.48
    vinylene carbonate 114.36
    1,1,2-trichlorotrifluoroethane 218.63
    DMS 63.64
    cumene 17.6
    2-octanol 16.68
    2-hexanone 100.38
    octyl acetate 26.1
    limonene 17.09
    1,2-dimethoxyethane 427.56
    ethyl orthosilicate 32.19
    tributyl phosphate 28.69
    diacetone alcohol 205.26
    N,N-dimethylaniline 78.23
    acrylonitrile 153.6
    aniline 71.58
    1,3-propanediol 338.44
    bromobenzene 23.12
    dibromomethane 46.72
    1,1,2,2-tetrachloroethane 110.9
    2-methyl-cyclohexyl acetate 54.48
    tetrabutyl urea 45.38
    diisobutyl methanol 21.41
    2-phenylethanol 72.02
    styrene 28.83
    dioctyl adipate 42.04
    dimethyl sulfate 156.99
    ethyl butyrate 58.32
    methyl lactate 109.38
    butyl lactate 46.3
    diethyl carbonate 42.97
    propanediol butyl ether 98.63
    triethyl orthoformate 39.13
    p-tert-butyltoluene 12.07
    methyl 4-tert-butylbenzoate 70.55
    morpholine 312.13
    tert-butylamine 118.6
    n-dodecanol 12.47
    dimethoxymethane 324.49
    ethylene carbonate 88.1
    cyrene 125.58
    2-ethoxyethyl acetate 74.88
    2-ethylhexyl acetate 64.65
    1,2,4-trichlorobenzene 51.24
    4-methylpyridine 174.35
    dibutyl ether 22.31
    2,6-dimethyl-4-heptanol 21.41
    DEF 276.65
    dimethyl isosorbide 181.41
    tetrachloroethylene 60.7
    eugenol 79.86
    triacetin 64.84
    span 80 75.84
    1,4-butanediol 125.48
    1,1-dichloroethane 51.2
    2-methyl-1-pentanol 148.99
    methyl formate 262.99
    2-methyl-1-butanol 175.53
    n-decane 1.18
    butyronitrile 112.82
    3,7-dimethyl-1-octanol 31.72
    1-chlorooctane 7.67
    1-chlorotetradecane 3.8
    n-nonane 1.0
    undecane 0.99
    tert-butylcyclohexane 3.21
    cyclooctane 0.85
    cyclopentanol 111.26
    tetrahydropyran 114.29
    tert-amyl methyl ether 115.38
    2,5,8-trioxanonane 209.72
    1-hexene 19.5
    2-isopropoxyethanol 199.05
    2,2,2-trifluoroethanol 93.59
    methyl butyrate 131.85

    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