(E)-4-methylhex-2-enoic Acid

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  • Identifiers

    CAS number
    37549-83-0

    Molecular formula
    C7H12O2

    SMILES
    CCC(C)/C=C/C(=O)O

    Safety labels

  • Odor profile

    Fragrance
    Fruity 77.03%
    Fatty 71.94%
    Cheesy 63.4%
    Sour 55.52%
    Dairy 48.03%
    Sweaty 42.01%
    Green 38.75%
    Oily 36.96%
    Milky 34.11%
    Waxy 30.47%

     

    Flavor
    Fruity 40.67%
    Green 34.48%
    Fatty 27.72%
    Sour 25.77%
    Oily 25.09%
    Cheese 24.57%
    Sweet 24.26%
    Herbal 24.25%
    Acidic 21.1%
    Dry 20.75%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.9

    pKa est.
    7.65 (neutral)

    Molecular weight
    128.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    229°C

    Flash point

    • 104.93 ˚C est.

  • Synonyms

    • (E)-4-methylhex-2-enoic Acid
    • 4-methylhex-2-enoic acid
    • 37549-83-0
    • 4-methyl-2-hexenoic acid
    • (2E)-4-METHYLHEX-2-ENOIC ACID
    • SCHEMBL1156680
    • SCHEMBL6722054
    • AKOS017469594
    • CS-0295567
    • EN300-1852334
    • EN300-7309098
    • 37549-83-0

  • Applications

    Chemical name: (E)-4-methylhex-2-enoic Acid; CAS number: 37549-83-0. (E)-4-methylhex-2-enoic acid is primarily used as an organic synthesis intermediate. In practical terms, it serves as a precursor for the preparation of esters and aroma compounds used in the fragrance and flavor industries, and can be involved in the synthesis of cosmetic and personal-care ingredients via its carboxylic acid functionality. It is also viewed as a building block for specialty polymers and coatings, enabling the introduction of a non-conjugated vinyl functionality and a methyl substituent to adjust material properties. Additionally, it may be employed as a starting material for the synthesis of other fragrance-related compounds or additive components, and may be evaluated for research applications in related industrial sectors, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 139.18
    methanol 120.05
    isopropanol 114.48
    water 1.57
    ethyl acetate 58.16
    n-propanol 106.42
    acetone 103.41
    n-butanol 104.3
    acetonitrile 34.12
    DMF 281.59
    toluene 12.55
    isobutanol 88.98
    1,4-dioxane 88.78
    methyl acetate 54.33
    THF 214.05
    2-butanone 82.31
    n-pentanol 72.82
    sec-butanol 99.06
    n-hexane 3.77
    ethylene glycol 60.44
    NMP 234.19
    cyclohexane 3.17
    DMSO 238.53
    n-butyl acetate 74.3
    n-octanol 41.66
    chloroform 41.32
    n-propyl acetate 30.27
    acetic acid 90.4
    dichloromethane 48.64
    cyclohexanone 120.4
    propylene glycol 103.53
    isopropyl acetate 45.22
    DMAc 174.87
    2-ethoxyethanol 89.97
    isopentanol 106.08
    n-heptane 4.55
    ethyl formate 48.56
    1,2-dichloroethane 40.87
    n-hexanol 124.87
    2-methoxyethanol 181.88
    isobutyl acetate 25.32
    tetrachloromethane 10.26
    n-pentyl acetate 37.5
    transcutol 186.68
    n-heptanol 53.87
    ethylbenzene 13.73
    MIBK 56.39
    2-propoxyethanol 171.85
    tert-butanol 175.2
    MTBE 65.59
    2-butoxyethanol 86.62
    propionic acid 91.32
    o-xylene 20.01
    formic acid 46.13
    diethyl ether 27.91
    m-xylene 22.0
    p-xylene 17.33
    chlorobenzene 21.87
    dimethyl carbonate 24.75
    n-octane 2.1
    formamide 55.47
    cyclopentanone 181.47
    2-pentanone 72.28
    anisole 36.68
    cyclopentyl methyl ether 64.82
    gamma-butyrolactone 182.71
    1-methoxy-2-propanol 181.44
    pyridine 48.05
    3-pentanone 39.57
    furfural 132.85
    n-dodecane 2.37
    diethylene glycol 141.65
    diisopropyl ether 14.98
    tert-amyl alcohol 137.63
    acetylacetone 88.16
    n-hexadecane 2.6
    acetophenone 41.17
    methyl propionate 56.44
    isopentyl acetate 77.44
    trichloroethylene 74.49
    n-nonanol 37.53
    cyclohexanol 73.69
    benzyl alcohol 45.64
    2-ethylhexanol 64.64
    isooctanol 43.84
    dipropyl ether 29.46
    1,2-dichlorobenzene 28.47
    ethyl lactate 36.98
    propylene carbonate 98.8
    n-methylformamide 101.61
    2-pentanol 67.52
    n-pentane 2.87
    1-propoxy-2-propanol 134.46
    1-methoxy-2-propyl acetate 91.94
    2-(2-methoxypropoxy) propanol 91.0
    mesitylene 17.4
    ε-caprolactone 105.05
    p-cymene 20.9
    epichlorohydrin 153.69
    1,1,1-trichloroethane 36.45
    2-aminoethanol 111.72
    morpholine-4-carbaldehyde 174.97
    sulfolane 278.6
    2,2,4-trimethylpentane 5.07
    2-methyltetrahydrofuran 134.43
    n-hexyl acetate 55.38
    isooctane 4.67
    2-(2-butoxyethoxy)ethanol 111.22
    sec-butyl acetate 27.01
    tert-butyl acetate 64.77
    decalin 5.17
    glycerin 127.19
    diglyme 142.02
    acrylic acid 72.25
    isopropyl myristate 24.07
    n-butyric acid 117.52
    acetyl acetate 34.01
    di(2-ethylhexyl) phthalate 36.17
    ethyl propionate 33.36
    nitromethane 101.16
    1,2-diethoxyethane 42.74
    benzonitrile 41.28
    trioctyl phosphate 29.21
    1-bromopropane 20.89
    gamma-valerolactone 209.1
    n-decanol 30.16
    triethyl phosphate 28.37
    4-methyl-2-pentanol 53.78
    propionitrile 38.05
    vinylene carbonate 71.75
    1,1,2-trichlorotrifluoroethane 113.56
    DMS 41.2
    cumene 16.27
    2-octanol 33.34
    2-hexanone 41.41
    octyl acetate 33.99
    limonene 30.33
    1,2-dimethoxyethane 100.58
    ethyl orthosilicate 26.81
    tributyl phosphate 29.0
    diacetone alcohol 140.7
    N,N-dimethylaniline 37.05
    acrylonitrile 51.57
    aniline 35.54
    1,3-propanediol 139.01
    bromobenzene 18.09
    dibromomethane 29.39
    1,1,2,2-tetrachloroethane 62.78
    2-methyl-cyclohexyl acetate 46.18
    tetrabutyl urea 42.44
    diisobutyl methanol 39.01
    2-phenylethanol 68.22
    styrene 12.53
    dioctyl adipate 40.67
    dimethyl sulfate 54.98
    ethyl butyrate 43.84
    methyl lactate 64.07
    butyl lactate 50.96
    diethyl carbonate 30.35
    propanediol butyl ether 98.23
    triethyl orthoformate 33.31
    p-tert-butyltoluene 22.85
    methyl 4-tert-butylbenzoate 68.77
    morpholine 135.7
    tert-butylamine 81.69
    n-dodecanol 22.74
    dimethoxymethane 91.39
    ethylene carbonate 54.26
    cyrene 87.55
    2-ethoxyethyl acetate 52.29
    2-ethylhexyl acetate 54.7
    1,2,4-trichlorobenzene 38.25
    4-methylpyridine 57.7
    dibutyl ether 20.16
    2,6-dimethyl-4-heptanol 39.01
    DEF 86.63
    dimethyl isosorbide 141.63
    tetrachloroethylene 39.4
    eugenol 72.46
    triacetin 47.74
    span 80 90.79
    1,4-butanediol 58.34
    1,1-dichloroethane 36.48
    2-methyl-1-pentanol 79.15
    methyl formate 67.96
    2-methyl-1-butanol 95.33
    n-decane 2.98
    butyronitrile 50.36
    3,7-dimethyl-1-octanol 46.91
    1-chlorooctane 13.83
    1-chlorotetradecane 7.26
    n-nonane 2.58
    undecane 2.66
    tert-butylcyclohexane 6.59
    cyclooctane 1.74
    cyclopentanol 112.73
    tetrahydropyran 69.07
    tert-amyl methyl ether 55.05
    2,5,8-trioxanonane 124.8
    1-hexene 15.26
    2-isopropoxyethanol 68.43
    2,2,2-trifluoroethanol 35.58
    methyl butyrate 46.42

    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