2-Methylpent-3-enoic acid

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  • Identifiers

    CAS number
    37674-63-8

    Molecular formula
    C6H10O2

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

    Safety labels

    Corrosive
    Corrosive

  • Odor profile

    Fragrance
    Fruity 91.46%
    Cheesy 66.05%
    Green 43.98%
    Sour 42.26%
    Tropical 39.96%
    Dairy 36.08%
    Sweaty 33.52%
    Pungent 32.58%
    Sharp 31.51%
    Pineapple 30.94%

     

    Flavor
    Pungent 25.4%
    Odorless 24.71%
    Acidic 24.18%
    Sour 23.99%
    Cheese 22.28%
    Roquefort cheese 20.94%
    Hazelnut 20.66%
    Soy 20.6%
    Stinky 19.95%
    Acetoin 19.7%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.3

    pKa est.
    7.78 (neutral)

    Molecular weight
    114.14 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point est.
    195°C

    Flash point

    • 83.65 ˚C est.

    Solubility expt.

    • slightly soluble in water, soluble in alcohol and most fixed oils

  • Synonyms

    • 3-Pentenoic acid, 2-methyl-
    • 37674-63-8
    • 2-methylpent-3-enoic acid
    • 2-Methyl-3-pentenoic acid
    • 2-Methylpent-3-en-1-oic acid
    • 2-propenyl propanoic acid
    • DTXSID00865878
    • NFRJJFMXYKSRPK-UHFFFAOYSA-N
    • MFCD04972606
    • SY254091
    • DB-240384
    • NS00088489

  • Applications

    2-Methylpent-3-enoic acid (CAS 37674-63-8) is an unsaturated carboxylic acid commonly used as a synthetic intermediate. In industry it serves as a versatile building block for the preparation of esters and derivatives used in fragrance and flavor applications, and is also encountered as a reactive intermediate in cosmetics and personal care formulations. Its alkenyl moiety enables use as a monomer or comonomer in specialty polymers and unsaturated resins, allowing grafting or crosslinking in coatings and adhesives. It is also evaluated as a synthetic intermediate in pharmaceutical or agrochemical programs to enable elaboration of more complex molecules. Additionally, it can be used as a reactive component in coatings/inks formulations to introduce carboxyl functionality for further modification.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 392.53
    methanol 520.92
    isopropanol 371.6
    water 19.01
    ethyl acetate 95.36
    n-propanol 304.82
    acetone 175.58
    n-butanol 262.78
    acetonitrile 111.74
    DMF 460.71
    toluene 40.98
    isobutanol 247.01
    1,4-dioxane 354.48
    methyl acetate 118.99
    THF 441.46
    2-butanone 142.66
    n-pentanol 245.74
    sec-butanol 306.34
    n-hexane 34.64
    ethylene glycol 177.92
    NMP 355.61
    cyclohexane 14.06
    DMSO 372.76
    n-butyl acetate 111.73
    n-octanol 143.03
    chloroform 144.13
    n-propyl acetate 79.56
    acetic acid 179.14
    dichloromethane 115.85
    cyclohexanone 172.16
    propylene glycol 205.27
    isopropyl acetate 79.2
    DMAc 278.61
    2-ethoxyethanol 275.25
    isopentanol 224.82
    n-heptane 15.61
    ethyl formate 90.32
    1,2-dichloroethane 96.1
    n-hexanol 273.06
    2-methoxyethanol 366.99
    isobutyl acetate 67.22
    tetrachloromethane 43.45
    n-pentyl acetate 89.99
    transcutol 437.34
    n-heptanol 151.35
    ethylbenzene 45.3
    MIBK 117.54
    2-propoxyethanol 341.47
    tert-butanol 458.28
    MTBE 241.87
    2-butoxyethanol 204.86
    propionic acid 174.93
    o-xylene 56.81
    formic acid 149.48
    diethyl ether 129.26
    m-xylene 55.3
    p-xylene 56.41
    chlorobenzene 62.12
    dimethyl carbonate 41.79
    n-octane 10.94
    formamide 125.98
    cyclopentanone 252.93
    2-pentanone 127.85
    anisole 101.73
    cyclopentyl methyl ether 176.12
    gamma-butyrolactone 260.46
    1-methoxy-2-propanol 313.76
    pyridine 101.66
    3-pentanone 79.53
    furfural 205.47
    n-dodecane 11.07
    diethylene glycol 279.45
    diisopropyl ether 59.4
    tert-amyl alcohol 367.8
    acetylacetone 123.32
    n-hexadecane 11.9
    acetophenone 86.65
    methyl propionate 89.81
    isopentyl acetate 114.09
    trichloroethylene 153.8
    n-nonanol 118.29
    cyclohexanol 168.03
    benzyl alcohol 105.77
    2-ethylhexanol 133.83
    isooctanol 122.71
    dipropyl ether 78.42
    1,2-dichlorobenzene 66.75
    ethyl lactate 70.11
    propylene carbonate 134.1
    n-methylformamide 190.61
    2-pentanol 209.64
    n-pentane 22.48
    1-propoxy-2-propanol 212.25
    1-methoxy-2-propyl acetate 114.92
    2-(2-methoxypropoxy) propanol 159.33
    mesitylene 45.61
    ε-caprolactone 164.58
    p-cymene 39.38
    epichlorohydrin 230.53
    1,1,1-trichloroethane 95.77
    2-aminoethanol 287.09
    morpholine-4-carbaldehyde 289.59
    sulfolane 355.83
    2,2,4-trimethylpentane 23.01
    2-methyltetrahydrofuran 296.58
    n-hexyl acetate 142.01
    isooctane 21.82
    2-(2-butoxyethoxy)ethanol 225.22
    sec-butyl acetate 68.05
    tert-butyl acetate 123.18
    decalin 20.01
    glycerin 227.55
    diglyme 286.24
    acrylic acid 143.86
    isopropyl myristate 60.66
    n-butyric acid 173.8
    acetyl acetate 51.24
    di(2-ethylhexyl) phthalate 63.66
    ethyl propionate 69.74
    nitromethane 188.52
    1,2-diethoxyethane 126.87
    benzonitrile 91.7
    trioctyl phosphate 59.76
    1-bromopropane 75.08
    gamma-valerolactone 278.12
    n-decanol 91.98
    triethyl phosphate 44.49
    4-methyl-2-pentanol 140.54
    propionitrile 110.74
    vinylene carbonate 109.91
    1,1,2-trichlorotrifluoroethane 177.13
    DMS 71.86
    cumene 45.62
    2-octanol 110.07
    2-hexanone 115.34
    octyl acetate 82.48
    limonene 56.35
    1,2-dimethoxyethane 301.75
    ethyl orthosilicate 47.96
    tributyl phosphate 57.97
    diacetone alcohol 203.62
    N,N-dimethylaniline 93.77
    acrylonitrile 118.78
    aniline 83.05
    1,3-propanediol 281.28
    bromobenzene 49.16
    dibromomethane 85.48
    1,1,2,2-tetrachloroethane 151.42
    2-methyl-cyclohexyl acetate 78.61
    tetrabutyl urea 76.2
    diisobutyl methanol 80.62
    2-phenylethanol 124.12
    styrene 45.85
    dioctyl adipate 71.41
    dimethyl sulfate 90.32
    ethyl butyrate 68.76
    methyl lactate 94.63
    butyl lactate 87.82
    diethyl carbonate 44.11
    propanediol butyl ether 199.11
    triethyl orthoformate 55.43
    p-tert-butyltoluene 41.75
    methyl 4-tert-butylbenzoate 113.73
    morpholine 358.27
    tert-butylamine 284.79
    n-dodecanol 70.75
    dimethoxymethane 197.44
    ethylene carbonate 88.36
    cyrene 142.59
    2-ethoxyethyl acetate 105.84
    2-ethylhexyl acetate 85.33
    1,2,4-trichlorobenzene 79.84
    4-methylpyridine 128.5
    dibutyl ether 76.08
    2,6-dimethyl-4-heptanol 80.62
    DEF 157.29
    dimethyl isosorbide 210.24
    tetrachloroethylene 108.65
    eugenol 135.08
    triacetin 90.52
    span 80 147.67
    1,4-butanediol 192.83
    1,1-dichloroethane 110.94
    2-methyl-1-pentanol 215.44
    methyl formate 127.23
    2-methyl-1-butanol 223.35
    n-decane 16.98
    butyronitrile 128.18
    3,7-dimethyl-1-octanol 122.98
    1-chlorooctane 61.0
    1-chlorotetradecane 27.19
    n-nonane 16.3
    undecane 13.5
    tert-butylcyclohexane 27.55
    cyclooctane 8.26
    cyclopentanol 250.19
    tetrahydropyran 226.53
    tert-amyl methyl ether 174.83
    2,5,8-trioxanonane 226.87
    1-hexene 96.36
    2-isopropoxyethanol 215.48
    2,2,2-trifluoroethanol 80.94
    methyl butyrate 96.18

    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