4-Methyl-3-pentenoic acid

Overview IFRA Request a quote

  • Identifiers

    CAS number
    504-85-8

    Molecular formula
    C6H10O2

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

    Safety labels

  • Odor profile

    Fragrance
    Fruity 79.39%
    Green 67.49%
    Cheesy 54.01%
    Sour 47.92%
    Fatty 39.54%
    Sweaty 37.1%
    Dairy 31.23%
    Sharp 29.08%
    Caramellic 28.34%
    Herbal 28.18%

     

    Flavor
    Green 50.91%
    Pungent 29.32%
    Woody 29.03%
    Sharp 28.77%
    Acidic 28.59%
    Sour 27.5%
    Dry 26.06%
    Phenolic 25.6%
    Sweet 24.94%
    Cheese 22.78%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.4

    pKa est.
    8.68 (weak base)

    Molecular weight
    114.14 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    219°C

    Flash point

    • 95.1 ˚C est.

  • Synonyms

    • 4-methylpent-3-enoic acid
    • 4-Methyl-3-pentenoic acid
    • 504-85-8
    • Pyroterebic acid
    • 3-Pentenoic acid, 4-methyl-
    • 3C9RW4Q8R4
    • CHEBI:143856
    • DTXSID40198450
    • 4,4-DIMETHYL-3-BUTENOIC ACID
    • 4-METHYL-3-PENTEN-1-OIC ACID
    • Pyroterebate
    • 4-methyl-3-pentenoate
    • 4-methylpent-3-enoate
    • RefChem:99782
    • DTXCID70120941
    • 610-536-2
    • CQJHAULYLJXJNL-UHFFFAOYSA-N
    • MFCD01846267
    • Brenzterebinsaure
    • 4-methylpent-3-enoicacid
    • UNII-3C9RW4Q8R4
    • SCHEMBL822374
    • SCHEMBL3619114
    • SCHEMBL6050281
    • SCHEMBL6050284
    • SCHEMBL9360547
    • LMFA01020031
    • AKOS000191167
    • AS-30640
    • DB-003968
    • CS-0453086
    • NS00022249
    • EN300-40931
    • 1866-96-2
    • 504-85-8

  • Applications

    4-Methyl-3-pentenoic acid is an alkenoic acid that primarily serves as an organic synthesis intermediate. In practical use, it is commonly employed as a precursor for the preparation of fragrance and flavor esters used in perfumery and flavor industries; as a starting material for cosmetic and personal-care derivatives obtained by esterification; as a functional monomer or precursor for polymers and coatings in plastics, paints, and inks after suitable functionalization; as an intermediate in the synthesis of pharmaceutical and agrochemical products; and it may be evaluated for additional industrial synthesis routes and specialty chemicals. It should be noted that use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 187.75
    methanol 247.0
    isopropanol 176.47
    water 43.64
    ethyl acetate 44.59
    n-propanol 149.78
    acetone 111.27
    n-butanol 119.47
    acetonitrile 39.41
    DMF 302.01
    toluene 11.84
    isobutanol 107.84
    1,4-dioxane 75.94
    methyl acetate 63.22
    THF 191.27
    2-butanone 87.01
    n-pentanol 79.86
    sec-butanol 139.26
    n-hexane 8.87
    ethylene glycol 135.88
    NMP 142.71
    cyclohexane 3.17
    DMSO 157.0
    n-butyl acetate 35.25
    n-octanol 61.74
    chloroform 49.05
    n-propyl acetate 24.63
    acetic acid 68.67
    dichloromethane 30.46
    cyclohexanone 68.55
    propylene glycol 209.66
    isopropyl acetate 30.5
    DMAc 210.76
    2-ethoxyethanol 112.89
    isopentanol 85.98
    n-heptane 6.61
    ethyl formate 50.13
    1,2-dichloroethane 22.81
    n-hexanol 116.3
    2-methoxyethanol 225.39
    isobutyl acetate 19.07
    tetrachloromethane 15.46
    n-pentyl acetate 28.51
    transcutol 114.29
    n-heptanol 62.8
    ethylbenzene 15.12
    MIBK 39.71
    2-propoxyethanol 166.26
    tert-butanol 176.12
    MTBE 66.33
    2-butoxyethanol 95.56
    propionic acid 93.8
    o-xylene 14.96
    formic acid 75.55
    diethyl ether 34.69
    m-xylene 16.18
    p-xylene 17.29
    chlorobenzene 14.16
    dimethyl carbonate 31.16
    n-octane 3.79
    formamide 61.47
    cyclopentanone 119.18
    2-pentanone 60.68
    anisole 40.13
    cyclopentyl methyl ether 55.57
    gamma-butyrolactone 102.51
    1-methoxy-2-propanol 203.22
    pyridine 37.41
    3-pentanone 38.44
    furfural 86.92
    n-dodecane 3.56
    diethylene glycol 154.13
    diisopropyl ether 12.33
    tert-amyl alcohol 137.14
    acetylacetone 56.71
    n-hexadecane 3.73
    acetophenone 34.87
    methyl propionate 56.02
    isopentyl acetate 35.0
    trichloroethylene 43.06
    n-nonanol 49.2
    cyclohexanol 63.92
    benzyl alcohol 46.35
    2-ethylhexanol 50.81
    isooctanol 45.27
    dipropyl ether 27.79
    1,2-dichlorobenzene 16.24
    ethyl lactate 40.59
    propylene carbonate 53.19
    n-methylformamide 133.06
    2-pentanol 77.87
    n-pentane 5.64
    1-propoxy-2-propanol 111.02
    1-methoxy-2-propyl acetate 52.14
    2-(2-methoxypropoxy) propanol 78.27
    mesitylene 11.34
    ε-caprolactone 61.38
    p-cymene 14.63
    epichlorohydrin 83.39
    1,1,1-trichloroethane 31.29
    2-aminoethanol 189.41
    morpholine-4-carbaldehyde 141.08
    sulfolane 119.12
    2,2,4-trimethylpentane 5.29
    2-methyltetrahydrofuran 98.19
    n-hexyl acetate 49.01
    isooctane 4.44
    2-(2-butoxyethoxy)ethanol 90.98
    sec-butyl acetate 19.44
    tert-butyl acetate 37.2
    decalin 4.75
    glycerin 217.86
    diglyme 118.61
    acrylic acid 71.92
    isopropyl myristate 20.41
    n-butyric acid 82.86
    acetyl acetate 22.27
    di(2-ethylhexyl) phthalate 27.13
    ethyl propionate 30.73
    nitromethane 85.42
    1,2-diethoxyethane 29.9
    benzonitrile 28.92
    trioctyl phosphate 23.61
    1-bromopropane 19.85
    gamma-valerolactone 129.69
    n-decanol 37.88
    triethyl phosphate 20.81
    4-methyl-2-pentanol 47.58
    propionitrile 48.65
    vinylene carbonate 43.75
    1,1,2-trichlorotrifluoroethane 97.34
    DMS 28.53
    cumene 15.8
    2-octanol 41.95
    2-hexanone 39.28
    octyl acetate 29.55
    limonene 18.88
    1,2-dimethoxyethane 120.25
    ethyl orthosilicate 20.43
    tributyl phosphate 21.47
    diacetone alcohol 86.4
    N,N-dimethylaniline 37.69
    acrylonitrile 55.66
    aniline 32.22
    1,3-propanediol 170.28
    bromobenzene 10.31
    dibromomethane 22.98
    1,1,2,2-tetrachloroethane 47.85
    2-methyl-cyclohexyl acetate 29.23
    tetrabutyl urea 34.43
    diisobutyl methanol 29.3
    2-phenylethanol 55.32
    styrene 13.36
    dioctyl adipate 26.22
    dimethyl sulfate 54.17
    ethyl butyrate 26.8
    methyl lactate 70.98
    butyl lactate 42.05
    diethyl carbonate 19.59
    propanediol butyl ether 111.4
    triethyl orthoformate 22.92
    p-tert-butyltoluene 15.44
    methyl 4-tert-butylbenzoate 50.97
    morpholine 112.76
    tert-butylamine 88.69
    n-dodecanol 28.18
    dimethoxymethane 117.76
    ethylene carbonate 33.35
    cyrene 66.06
    2-ethoxyethyl acetate 32.6
    2-ethylhexyl acetate 25.45
    1,2,4-trichlorobenzene 22.57
    4-methylpyridine 47.4
    dibutyl ether 23.37
    2,6-dimethyl-4-heptanol 29.3
    DEF 70.28
    dimethyl isosorbide 93.31
    tetrachloroethylene 31.9
    eugenol 67.42
    triacetin 35.58
    span 80 72.81
    1,4-butanediol 82.33
    1,1-dichloroethane 35.09
    2-methyl-1-pentanol 62.85
    methyl formate 89.33
    2-methyl-1-butanol 87.22
    n-decane 5.65
    butyronitrile 46.97
    3,7-dimethyl-1-octanol 50.05
    1-chlorooctane 20.88
    1-chlorotetradecane 8.75
    n-nonane 5.48
    undecane 4.4
    tert-butylcyclohexane 7.44
    cyclooctane 1.96
    cyclopentanol 104.11
    tetrahydropyran 59.46
    tert-amyl methyl ether 50.68
    2,5,8-trioxanonane 92.73
    1-hexene 25.4
    2-isopropoxyethanol 75.13
    2,2,2-trifluoroethanol 44.0
    methyl butyrate 41.64

    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