2-Methyl-3-butenoic Acid

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  • Identifiers

    CAS number
    53774-20-2

    Molecular formula
    C5H8O2

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

    Safety labels

    Corrosive
    Corrosive

  • Odor profile

    Fragrance
    Fruity 83.52%
    Cheesy 56.39%
    Pungent 43.54%
    Sour 41.31%
    Sharp 37.36%
    Caramellic 31.23%
    Tropical 27.95%
    Green 26.17%
    Buttery 25.91%
    Dairy 25.56%

     

    Flavor
    Odorless 38.02%
    Pungent 26.83%
    Sour 26.27%
    Acidic 24.68%
    Soy 21.2%
    Mustard 20.97%
    Roquefort cheese 20.75%
    Mousy 20.7%
    Formyl 19.84%
    Stinky 19.83%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.1

    pKa est.
    6.75 (neutral)

    Molecular weight
    100.12 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    175°C

    Flash point

    • 72.49 ˚C est.

  • Synonyms

    • 2-methyl-3-butenoic acid
    • RefChem:475364
    • 835-823-1
    • 2-methylbut-3-enoic acid
    • 53774-20-2
    • MFCD00042650
    • (2R)-2-methylbut-3-enoic acid
    • 3-Butenoic acid, 2-methyl-
    • 2-Vinylpropionic acid
    • CH2=CHCH(CH3)COOH
    • (2S)-2-methylbut-3-enoic acid
    • 2-methylbut-3-enoicacid
    • 2-methyl-but-3-enoic acid
    • SCHEMBL22624
    • SCHEMBL1984184
    • SCHEMBL5402832
    • SCHEMBL7747125
    • SCHEMBL10607872
    • DTXSID10968546
    • CHEBI:193604
    • (+/-)-2-methylbut-3-enoic acid
    • AKOS009159358
    • AB86858
    • AB87041
    • DB-005249
    • CS-0006592
    • M3188
    • EN300-85901
    • T72590
    • F600489
    • 53774-20-2

  • Applications

    2-Methyl-3-butenoic Acid (CAS 53774-20-2) may serve as a synthetic intermediate in organic synthesis, enabling formation of esters, amides, and other derivatives for fragrance-related fine chemicals. It can function as a reactive monomer or co-monomer in the production of specialty polymers and resins, including unsaturated polyesters and acrylate systems. Its unsaturated carboxylic acid functionality supports crosslinking or further functionalization in coatings, inks, and adhesives. It is also used as a building block for fragrance ingredients and odorant precursors in perfumery, and may be evaluated as a synthetic intermediate for pharmaceutical or agrochemical applications. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 54.47
    methanol 95.23
    isopropanol 33.13
    water 24.45
    ethyl acetate 16.8
    n-propanol 33.7
    acetone 19.39
    n-butanol 33.57
    acetonitrile 11.31
    DMF 66.4
    toluene 2.35
    isobutanol 31.85
    1,4-dioxane 56.47
    methyl acetate 18.03
    THF 80.93
    2-butanone 20.3
    n-pentanol 36.83
    sec-butanol 34.06
    n-hexane 3.43
    ethylene glycol 32.77
    NMP 134.59
    cyclohexane 1.27
    DMSO 81.3
    n-butyl acetate 19.51
    n-octanol 25.7
    chloroform 8.52
    n-propyl acetate 14.72
    acetic acid 83.85
    dichloromethane 9.2
    cyclohexanone 42.62
    propylene glycol 29.8
    isopropyl acetate 15.48
    DMAc 72.05
    2-ethoxyethanol 70.71
    isopentanol 42.97
    n-heptane 2.33
    ethyl formate 18.19
    1,2-dichloroethane 8.86
    n-hexanol 41.69
    2-methoxyethanol 93.96
    isobutyl acetate 11.37
    tetrachloromethane 4.21
    n-pentyl acetate 21.51
    transcutol 198.57
    n-heptanol 31.15
    ethylbenzene 3.81
    MIBK 28.45
    2-propoxyethanol 68.3
    tert-butanol 70.32
    MTBE 27.67
    2-butoxyethanol 55.62
    propionic acid 48.89
    o-xylene 5.96
    formic acid 91.64
    diethyl ether 13.12
    m-xylene 5.93
    p-xylene 6.17
    chlorobenzene 5.47
    dimethyl carbonate 7.92
    n-octane 1.53
    formamide 87.31
    cyclopentanone 59.86
    2-pentanone 23.15
    anisole 14.42
    cyclopentyl methyl ether 32.42
    gamma-butyrolactone 80.68
    1-methoxy-2-propanol 64.93
    pyridine 13.06
    3-pentanone 13.2
    furfural 65.97
    n-dodecane 1.45
    diethylene glycol 67.76
    diisopropyl ether 8.7
    tert-amyl alcohol 68.18
    acetylacetone 30.35
    n-hexadecane 1.52
    acetophenone 20.04
    methyl propionate 15.71
    isopentyl acetate 23.99
    trichloroethylene 17.84
    n-nonanol 23.35
    cyclohexanol 29.87
    benzyl alcohol 18.86
    2-ethylhexanol 26.2
    isooctanol 27.4
    dipropyl ether 11.25
    1,2-dichlorobenzene 8.98
    ethyl lactate 15.88
    propylene carbonate 38.77
    n-methylformamide 44.22
    2-pentanol 28.64
    n-pentane 1.9
    1-propoxy-2-propanol 45.44
    1-methoxy-2-propyl acetate 29.87
    2-(2-methoxypropoxy) propanol 60.99
    mesitylene 6.27
    ε-caprolactone 51.83
    p-cymene 6.6
    epichlorohydrin 49.51
    1,1,1-trichloroethane 8.44
    2-aminoethanol 53.12
    morpholine-4-carbaldehyde 104.72
    sulfolane 116.97
    2,2,4-trimethylpentane 3.29
    2-methyltetrahydrofuran 58.84
    n-hexyl acetate 32.1
    isooctane 2.72
    2-(2-butoxyethoxy)ethanol 83.51
    sec-butyl acetate 12.64
    tert-butyl acetate 29.48
    decalin 2.48
    glycerin 56.45
    diglyme 107.9
    acrylic acid 44.96
    isopropyl myristate 14.87
    n-butyric acid 46.57
    acetyl acetate 12.94
    di(2-ethylhexyl) phthalate 20.58
    ethyl propionate 12.06
    nitromethane 69.34
    1,2-diethoxyethane 32.93
    benzonitrile 12.93
    trioctyl phosphate 16.47
    1-bromopropane 4.54
    gamma-valerolactone 95.06
    n-decanol 17.98
    triethyl phosphate 12.15
    4-methyl-2-pentanol 29.48
    propionitrile 8.92
    vinylene carbonate 28.64
    1,1,2-trichlorotrifluoroethane 49.19
    DMS 21.17
    cumene 6.23
    2-octanol 20.64
    2-hexanone 22.47
    octyl acetate 19.51
    limonene 10.22
    1,2-dimethoxyethane 66.12
    ethyl orthosilicate 12.26
    tributyl phosphate 18.06
    diacetone alcohol 64.99
    N,N-dimethylaniline 16.88
    acrylonitrile 12.43
    aniline 10.11
    1,3-propanediol 67.13
    bromobenzene 3.58
    dibromomethane 6.15
    1,1,2,2-tetrachloroethane 16.57
    2-methyl-cyclohexyl acetate 23.49
    tetrabutyl urea 25.01
    diisobutyl methanol 16.74
    2-phenylethanol 24.49
    styrene 3.44
    dioctyl adipate 22.2
    dimethyl sulfate 22.83
    ethyl butyrate 15.21
    methyl lactate 21.98
    butyl lactate 27.01
    diethyl carbonate 9.55
    propanediol butyl ether 58.18
    triethyl orthoformate 13.58
    p-tert-butyltoluene 6.76
    methyl 4-tert-butylbenzoate 37.53
    morpholine 65.44
    tert-butylamine 34.09
    n-dodecanol 13.49
    dimethoxymethane 31.35
    ethylene carbonate 21.98
    cyrene 56.79
    2-ethoxyethyl acetate 32.31
    2-ethylhexyl acetate 17.37
    1,2,4-trichlorobenzene 12.13
    4-methylpyridine 15.93
    dibutyl ether 14.53
    2,6-dimethyl-4-heptanol 16.74
    DEF 36.21
    dimethyl isosorbide 84.41
    tetrachloroethylene 16.25
    eugenol 39.67
    triacetin 33.66
    span 80 54.67
    1,4-butanediol 37.71
    1,1-dichloroethane 6.04
    2-methyl-1-pentanol 49.25
    methyl formate 29.78
    2-methyl-1-butanol 38.76
    n-decane 2.11
    butyronitrile 12.21
    3,7-dimethyl-1-octanol 26.52
    1-chlorooctane 8.01
    1-chlorotetradecane 3.97
    n-nonane 1.89
    undecane 1.71
    tert-butylcyclohexane 3.64
    cyclooctane 0.98
    cyclopentanol 43.11
    tetrahydropyran 26.22
    tert-amyl methyl ether 28.43
    2,5,8-trioxanonane 88.28
    1-hexene 8.02
    2-isopropoxyethanol 51.27
    2,2,2-trifluoroethanol 39.0
    methyl butyrate 20.06

    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