4-Methyl-2-methylene valeric acid

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  • Identifiers

    CAS number
    25044-10-4

    Molecular formula
    C7H12O2

    SMILES
    CC(C)CC(=C)C(=O)O

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 63.58%
    Sour 44.33%
    Herbal 38.93%
    Cheesy 34.44%
    Mint 31.77%
    Pungent 27.63%
    Dry 26.14%
    Sweet 23.91%
    Sweaty 22.49%
    Sharp 20.56%

     

    Flavor
    Fruity 34.24%
    Herbal 23.61%
    Odorless 21.83%
    Roquefort cheese 19.52%
    Stinky 19.22%
    Broccoli 19.15%
    Acrid 19.05%
    Filbert 18.97%
    Broom 18.7%
    Light 18.65%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.0

    pKa est.
    7.99 (neutral)

    Molecular weight
    128.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    210°C

    Flash point

    • 87.35 ˚C est.

  • Synonyms

    • 25044-10-4
    • 4-Methyl-2-methylene valeric acid
    • Pentanoic acid, 4-methyl-2-methylene-
    • DTXSID20179747
    • RefChem:99731
    • DTXCID80102238
    • 4-methyl-2-methylidenepentanoic acid
    • 4-methyl-2-methylenepentanoic acid
    • MFCD00797959
    • isobutylacrylic acid
    • 4-Methyl-2-methylenevalerate
    • isobutyl acrylic acid
    • Pentanoic acid,4-methyl-2-methylene-
    • 2-isobutylacrylic acid
    • SCHEMBL21715
    • SCHEMBL18606075
    • 4-methyl-2-methylidenepentanoicacid
    • ABA04410
    • 4-methyl-2-methylene-pentanoic acid
    • AKOS006272259
    • AS-63261
    • DB-123518
    • CS-0146225
    • EN300-216774
    • W18790
    • 25044-10-4

  • Applications

    4-Methyl-2-methylene valeric acid (CAS 25044-10-4) is primarily used as an organic building block in synthetic chemistry. In industry, it is commonly evaluated as an intermediate for producing fragrance- and flavor-related esters, and as a reactive precursor in the synthesis of specialty polymers and copolymers. It can also serve as an intermediate in pharmaceutical and agrochemical manufacture, and may find use in coatings, inks, and adhesive formulations where vinyl carboxyl functionality is advantageous. Its applications are pursued within regulatory and formulation limits depending on the particular process.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 149.67
    methanol 202.38
    isopropanol 156.98
    water 2.85
    ethyl acetate 48.82
    n-propanol 128.77
    acetone 88.25
    n-butanol 116.98
    acetonitrile 34.31
    DMF 127.5
    toluene 21.69
    isobutanol 112.27
    1,4-dioxane 98.57
    methyl acetate 53.85
    THF 223.73
    2-butanone 85.98
    n-pentanol 113.41
    sec-butanol 156.22
    n-hexane 22.1
    ethylene glycol 66.99
    NMP 149.47
    cyclohexane 7.32
    DMSO 114.39
    n-butyl acetate 90.05
    n-octanol 98.43
    chloroform 57.36
    n-propyl acetate 41.1
    acetic acid 62.38
    dichloromethane 42.92
    cyclohexanone 97.78
    propylene glycol 96.81
    isopropyl acetate 46.99
    DMAc 125.27
    2-ethoxyethanol 121.44
    isopentanol 121.94
    n-heptane 13.69
    ethyl formate 38.33
    1,2-dichloroethane 41.84
    n-hexanol 223.33
    2-methoxyethanol 163.42
    isobutyl acetate 39.95
    tetrachloromethane 16.46
    n-pentyl acetate 62.65
    transcutol 199.22
    n-heptanol 108.3
    ethylbenzene 28.29
    MIBK 73.98
    2-propoxyethanol 232.65
    tert-butanol 241.99
    MTBE 135.99
    2-butoxyethanol 130.41
    propionic acid 69.2
    o-xylene 31.05
    formic acid 39.94
    diethyl ether 56.07
    m-xylene 35.12
    p-xylene 33.32
    chlorobenzene 30.07
    dimethyl carbonate 18.21
    n-octane 8.07
    formamide 29.13
    cyclopentanone 135.13
    2-pentanone 76.68
    anisole 57.3
    cyclopentyl methyl ether 94.11
    gamma-butyrolactone 117.28
    1-methoxy-2-propanol 161.71
    pyridine 43.07
    3-pentanone 49.52
    furfural 99.31
    n-dodecane 7.13
    diethylene glycol 153.17
    diisopropyl ether 33.75
    tert-amyl alcohol 225.09
    acetylacetone 70.09
    n-hexadecane 7.62
    acetophenone 55.65
    methyl propionate 47.3
    isopentyl acetate 102.21
    trichloroethylene 77.94
    n-nonanol 84.51
    cyclohexanol 85.22
    benzyl alcohol 55.06
    2-ethylhexanol 112.23
    isooctanol 87.94
    dipropyl ether 55.92
    1,2-dichlorobenzene 35.96
    ethyl lactate 42.36
    propylene carbonate 69.23
    n-methylformamide 58.41
    2-pentanol 109.72
    n-pentane 12.22
    1-propoxy-2-propanol 176.32
    1-methoxy-2-propyl acetate 91.99
    2-(2-methoxypropoxy) propanol 117.05
    mesitylene 28.91
    ε-caprolactone 93.37
    p-cymene 33.06
    epichlorohydrin 117.2
    1,1,1-trichloroethane 46.18
    2-aminoethanol 108.45
    morpholine-4-carbaldehyde 134.72
    sulfolane 167.04
    2,2,4-trimethylpentane 14.82
    2-methyltetrahydrofuran 151.29
    n-hexyl acetate 95.19
    isooctane 13.87
    2-(2-butoxyethoxy)ethanol 147.77
    sec-butyl acetate 40.03
    tert-butyl acetate 82.74
    decalin 11.95
    glycerin 100.4
    diglyme 176.13
    acrylic acid 51.28
    isopropyl myristate 42.45
    n-butyric acid 84.84
    acetyl acetate 27.02
    di(2-ethylhexyl) phthalate 48.51
    ethyl propionate 38.99
    nitromethane 57.29
    1,2-diethoxyethane 68.11
    benzonitrile 45.37
    trioctyl phosphate 41.93
    1-bromopropane 33.77
    gamma-valerolactone 147.07
    n-decanol 67.73
    triethyl phosphate 30.45
    4-methyl-2-pentanol 88.97
    propionitrile 44.89
    vinylene carbonate 50.7
    1,1,2-trichlorotrifluoroethane 95.64
    DMS 43.55
    cumene 32.17
    2-octanol 80.51
    2-hexanone 71.84
    octyl acetate 58.45
    limonene 47.81
    1,2-dimethoxyethane 127.83
    ethyl orthosilicate 33.08
    tributyl phosphate 37.87
    diacetone alcohol 138.17
    N,N-dimethylaniline 54.62
    acrylonitrile 44.88
    aniline 35.98
    1,3-propanediol 119.19
    bromobenzene 25.21
    dibromomethane 34.44
    1,1,2,2-tetrachloroethane 76.72
    2-methyl-cyclohexyl acetate 63.29
    tetrabutyl urea 53.15
    diisobutyl methanol 65.94
    2-phenylethanol 91.57
    styrene 24.06
    dioctyl adipate 52.11
    dimethyl sulfate 39.1
    ethyl butyrate 50.12
    methyl lactate 50.18
    butyl lactate 66.25
    diethyl carbonate 29.53
    propanediol butyl ether 138.62
    triethyl orthoformate 38.58
    p-tert-butyltoluene 36.22
    methyl 4-tert-butylbenzoate 86.41
    morpholine 109.86
    tert-butylamine 140.47
    n-dodecanol 52.03
    dimethoxymethane 75.47
    ethylene carbonate 40.81
    cyrene 97.38
    2-ethoxyethyl acetate 64.59
    2-ethylhexyl acetate 72.76
    1,2,4-trichlorobenzene 44.07
    4-methylpyridine 58.07
    dibutyl ether 44.65
    2,6-dimethyl-4-heptanol 65.94
    DEF 70.75
    dimethyl isosorbide 157.64
    tetrachloroethylene 51.39
    eugenol 94.31
    triacetin 54.51
    span 80 110.04
    1,4-butanediol 77.37
    1,1-dichloroethane 49.95
    2-methyl-1-pentanol 117.49
    methyl formate 43.04
    2-methyl-1-butanol 112.27
    n-decane 11.38
    butyronitrile 52.8
    3,7-dimethyl-1-octanol 95.6
    1-chlorooctane 46.14
    1-chlorotetradecane 19.5
    n-nonane 10.93
    undecane 8.94
    tert-butylcyclohexane 17.6
    cyclooctane 5.34
    cyclopentanol 110.64
    tetrahydropyran 81.19
    tert-amyl methyl ether 112.42
    2,5,8-trioxanonane 140.47
    1-hexene 51.23
    2-isopropoxyethanol 101.76
    2,2,2-trifluoroethanol 23.99
    methyl butyrate 50.95

    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