(E)-4-methylpent-2-enoic acid

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  • Identifiers

    CAS number
    10321-71-8

    Molecular formula
    C6H10O2

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

  • Odor profile

    Fragrance
    Fruity 87.64%
    Cheesy 74.09%
    Sour 69.59%
    Fatty 59.12%
    Sweaty 46.04%
    Dairy 44.41%
    Pungent 39.99%
    Caramellic 37.75%
    Sharp 36.09%
    Buttery 32.68%

     

    Flavor
    Sour 29.42%
    Odorless 25.57%
    Acidic 25.05%
    Cheese 24.44%
    Roquefort cheese 20.19%
    Pungent 19.98%
    Sharp 19.97%
    Stinky 19.95%
    Soy 19.42%
    Acetoin 19.07%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.4

    pKa est.
    7.46 (neutral)

    Molecular weight
    114.14 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    211°C

    Flash point

    • 85.81 ˚C est.

  • Synonyms

    • 4-Methyl-2-pentenoic acid
    • 10321-71-8
    • (E)-4-methylpent-2-enoic acid
    • (2E)-4-methylpent-2-enoic acid
    • 16666-43-6
    • 2-pentenoic acid, 4-methyl-, (2E)-
    • 4-methylpent-2-enoic acid
    • 3-isopropyl acrylic acid
    • (E)-4-Methyl-2-pentenoic acid
    • trans-4-Methyl-2-pentenoic acid
    • 4-Methyl-2-pentenoic acid, (2E)-
    • FEMA No. 4180, E-
    • 4-methyl-2E-pentenoic acid
    • 0QP1933PTD
    • 4-methyl-2-pentenoic acid (stabilized with hq)
    • (2E)-4-Methyl-2-pentenoic acid
    • 4-Methylpent-2-en-1-oic acid
    • UNII-0QP1933PTD
    • UNII-664UX09YV9
    • EINECS 233-706-4
    • MFCD00043804
    • NoName_60
    • SCHEMBL43207
    • DTXSID90901012
    • CHEBI:173387
    • 664UX09YV9
    • trans-4-methyl-pent-2-enoic acid
    • LMFA01020112
    • (2E)-4-Methyl-2-pentenoic acid #
    • AKOS004908022
    • FM35594
    • 4-methyl-pent-2-enoic acid, AldrichCPR
    • CS-0206284
    • M0268
    • EN300-76533
    • D91297
    • EN300-312635
    • Q27237114
    • InChI=1/C6H10O2/c1-5(2)3-4-6(7)8/h3-5H,1-2H3,(H,7,8)/b4-3

  • Applications

    (E)-4-methylpent-2-enoic acid (CAS 10321-71-8) is a branched alpha,beta-unsaturated carboxylic acid that functions mainly as an organic synthesis intermediate. In practice, it is commonly considered a building block for fragrance chemistry, enabling the synthesis of aroma compounds and ester derivatives; it may also serve as a precursor for flavor-related compounds. It can be used to prepare cosmetic and personal-care ingredients via esterification or further functionalization. The unsaturation and branched structure make it a useful reactive monomer or functional additive in specialty polymers and coatings, supporting copolymerization or crosslinking. Additionally, it is used in industrial manufacturing as a general chemical intermediate for the preparation of more complex specialty chemicals, with application and handling governed by local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 87.39
    methanol 114.42
    isopropanol 87.56
    water 5.0
    ethyl acetate 25.44
    n-propanol 74.16
    acetone 63.77
    n-butanol 64.11
    acetonitrile 19.39
    DMF 163.37
    toluene 8.91
    isobutanol 60.3
    1,4-dioxane 42.03
    methyl acetate 33.16
    THF 155.55
    2-butanone 52.31
    n-pentanol 50.29
    sec-butanol 81.14
    n-hexane 7.69
    ethylene glycol 58.0
    NMP 110.68
    cyclohexane 2.92
    DMSO 118.16
    n-butyl acetate 35.56
    n-octanol 48.32
    chloroform 29.2
    n-propyl acetate 18.79
    acetic acid 38.37
    dichloromethane 19.72
    cyclohexanone 55.67
    propylene glycol 88.59
    isopropyl acetate 22.31
    DMAc 117.44
    2-ethoxyethanol 59.92
    isopentanol 57.86
    n-heptane 5.85
    ethyl formate 25.74
    1,2-dichloroethane 19.69
    n-hexanol 97.69
    2-methoxyethanol 104.76
    isobutyl acetate 16.53
    tetrachloromethane 8.4
    n-pentyl acetate 26.55
    transcutol 84.1
    n-heptanol 50.74
    ethylbenzene 12.66
    MIBK 34.51
    2-propoxyethanol 118.54
    tert-butanol 113.6
    MTBE 50.84
    2-butoxyethanol 69.99
    propionic acid 49.38
    o-xylene 12.9
    formic acid 29.9
    diethyl ether 20.34
    m-xylene 14.46
    p-xylene 14.05
    chlorobenzene 12.52
    dimethyl carbonate 16.64
    n-octane 3.48
    formamide 24.56
    cyclopentanone 98.24
    2-pentanone 43.19
    anisole 27.61
    cyclopentyl methyl ether 44.54
    gamma-butyrolactone 79.62
    1-methoxy-2-propanol 105.09
    pyridine 24.28
    3-pentanone 26.39
    furfural 66.59
    n-dodecane 3.12
    diethylene glycol 94.5
    diisopropyl ether 11.0
    tert-amyl alcohol 101.57
    acetylacetone 43.38
    n-hexadecane 3.32
    acetophenone 27.5
    methyl propionate 32.69
    isopentyl acetate 38.26
    trichloroethylene 36.01
    n-nonanol 40.06
    cyclohexanol 47.66
    benzyl alcohol 30.3
    2-ethylhexanol 48.29
    isooctanol 39.86
    dipropyl ether 23.58
    1,2-dichlorobenzene 16.44
    ethyl lactate 29.73
    propylene carbonate 43.94
    n-methylformamide 55.76
    2-pentanol 52.07
    n-pentane 4.38
    1-propoxy-2-propanol 90.09
    1-methoxy-2-propyl acetate 46.6
    2-(2-methoxypropoxy) propanol 66.05
    mesitylene 11.38
    ε-caprolactone 48.14
    p-cymene 14.92
    epichlorohydrin 64.58
    1,1,1-trichloroethane 23.49
    2-aminoethanol 84.49
    morpholine-4-carbaldehyde 90.86
    sulfolane 125.04
    2,2,4-trimethylpentane 5.23
    2-methyltetrahydrofuran 76.01
    n-hexyl acetate 41.65
    isooctane 4.8
    2-(2-butoxyethoxy)ethanol 74.42
    sec-butyl acetate 16.5
    tert-butyl acetate 34.41
    decalin 4.73
    glycerin 99.08
    diglyme 92.75
    acrylic acid 39.24
    isopropyl myristate 19.56
    n-butyric acid 52.33
    acetyl acetate 15.06
    di(2-ethylhexyl) phthalate 25.27
    ethyl propionate 20.64
    nitromethane 42.88
    1,2-diethoxyethane 24.67
    benzonitrile 23.05
    trioctyl phosphate 22.51
    1-bromopropane 15.25
    gamma-valerolactone 91.28
    n-decanol 31.57
    triethyl phosphate 19.46
    4-methyl-2-pentanol 39.06
    propionitrile 26.44
    vinylene carbonate 33.48
    1,1,2-trichlorotrifluoroethane 69.66
    DMS 25.68
    cumene 13.99
    2-octanol 36.5
    2-hexanone 32.24
    octyl acetate 27.37
    limonene 19.85
    1,2-dimethoxyethane 70.24
    ethyl orthosilicate 18.82
    tributyl phosphate 20.17
    diacetone alcohol 73.04
    N,N-dimethylaniline 28.9
    acrylonitrile 31.36
    aniline 21.17
    1,3-propanediol 77.9
    bromobenzene 10.24
    dibromomethane 15.68
    1,1,2,2-tetrachloroethane 39.62
    2-methyl-cyclohexyl acetate 29.97
    tetrabutyl urea 31.48
    diisobutyl methanol 29.18
    2-phenylethanol 47.48
    styrene 10.73
    dioctyl adipate 27.03
    dimethyl sulfate 37.06
    ethyl butyrate 24.06
    methyl lactate 41.84
    butyl lactate 36.56
    diethyl carbonate 17.2
    propanediol butyl ether 79.2
    triethyl orthoformate 21.09
    p-tert-butyltoluene 16.02
    methyl 4-tert-butylbenzoate 49.49
    morpholine 58.47
    tert-butylamine 61.89
    n-dodecanol 23.89
    dimethoxymethane 64.81
    ethylene carbonate 25.11
    cyrene 58.47
    2-ethoxyethyl acetate 27.25
    2-ethylhexyl acetate 27.63
    1,2,4-trichlorobenzene 21.74
    4-methylpyridine 30.1
    dibutyl ether 18.24
    2,6-dimethyl-4-heptanol 29.18
    DEF 44.18
    dimethyl isosorbide 88.8
    tetrachloroethylene 25.83
    eugenol 58.88
    triacetin 29.67
    span 80 62.39
    1,4-butanediol 45.81
    1,1-dichloroethane 24.13
    2-methyl-1-pentanol 48.14
    methyl formate 41.45
    2-methyl-1-butanol 56.21
    n-decane 4.62
    butyronitrile 30.52
    3,7-dimethyl-1-octanol 41.97
    1-chlorooctane 18.24
    1-chlorotetradecane 8.31
    n-nonane 4.48
    undecane 3.76
    tert-butylcyclohexane 6.78
    cyclooctane 1.96
    cyclopentanol 75.36
    tetrahydropyran 37.22
    tert-amyl methyl ether 41.9
    2,5,8-trioxanonane 78.9
    1-hexene 20.27
    2-isopropoxyethanol 46.06
    2,2,2-trifluoroethanol 19.4
    methyl butyrate 29.91

    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