gamma-Aminobutyric acid ethyl ester

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  • Identifiers

    CAS number
    5959-36-4

    Molecular formula
    C6H13NO2

    SMILES
    CCOC(=O)CCCN

    Safety labels

  • Odor profile

    Fragrance
    Fruity 62.01%
    Grape 31.91%
    Cheesy 31.05%
    Sweet 24.81%
    Meaty 22.73%
    Tropical 22.7%
    Winey 22.1%
    Pineapple 21.79%
    Fatty 21.75%
    Buttery 21.61%

     

    Flavor
    Fruity 84.19%
    Pineapple 59.37%
    Sweet 44.15%
    Tropical 44.15%
    Fruit 36.8%
    Grape 36.69%
    Berry 36.09%
    Ripe 32.66%
    Cheese 31.2%
    Apple 29.22%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    -0.2

    pKa est.
    7.13 (neutral)

    Molecular weight
    131.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    191°C

    Flash point

    • 75.26 ˚C est.

  • Synonyms

    • ethyl 4-aminobutanoate
    • Ethyl 4-aminobutyrate
    • Butanoic acid, 4-amino-, ethyl ester
    • 4-Aminobutyric acid ethyl ester
    • 4-Aminobutanoic acid ethyl ester
    • gamma-Aminobutyric acid ethyl ester
    • Ethyl gamma-aminobutyrate
    • UNII-1BW5958A8H
    • 1BW5958A8H
    • gamma-Aminobutyric acid ethyl ester [MI]
    • DTXSID10208257
    • ETHYL .GAMMA.-AMINOBUTYRATE
    • .GAMMA.-AMINOBUTYRIC ACID ETHYL ESTER
    • .GAMMA.-AMINOBUTYRIC ACID ETHYL ESTER [MI]
    • RefChem:142276
    • DTXCID30130748
    • 5959-36-4
    • MFCD00175692
    • bmse000973
    • NSC-40245
    • NSC40245
    • ethyl4-aminobutanoate
    • ethyl-4-aminobutyrate
    • NCIStruc1_000047
    • NCIStruc2_000247
    • SCHEMBL208140
    • SCHEMBL208141
    • CHEMBL1741856
    • SCHEMBL10772584
    • SCHEMBL28918945
    • 4-amino-butyric acid ethyl ester
    • 4-Amino-n-butyric acid ethyl ester
    • NCI40245
    • CCG-36562
    • NCGC00013468
    • AKOS017278378
    • NCGC00013468-02
    • NCGC00096583-01
    • NCI60_003776
    • DB-351537
    • EN300-33964
    • Q27252208
    • 5959-36-4

  • Applications

    gamma-Aminobutyric acid ethyl ester is primarily used as an intermediate in organic synthesis, serving as a versatile amino-acid ester building block for pharmaceutical and agrochemical compounds, including as a precursor to GABA-related derivatives. It is commonly evaluated for use in peptide chemistry and as a protected amino acid building block in medicinal chemistry. In polymer and plastics chemistry, it can be employed as a functionalized monomer or co-monomer in amino acid-based polymer systems. It also appears in research and development settings as a starting material for the synthesis of more complex amide and ester derivatives. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 739.86
    methanol 1780.65
    isopropanol 383.09
    water 83.06
    ethyl acetate 75.82
    n-propanol 427.61
    acetone 204.23
    n-butanol 306.27
    acetonitrile 284.46
    DMF 732.16
    toluene 36.04
    isobutanol 249.75
    1,4-dioxane 237.87
    methyl acetate 101.43
    THF 296.07
    2-butanone 114.35
    n-pentanol 212.67
    sec-butanol 239.85
    n-hexane 6.92
    ethylene glycol 396.22
    NMP 489.2
    cyclohexane 10.82
    DMSO 846.92
    n-butyl acetate 71.98
    n-octanol 61.21
    chloroform 328.16
    n-propyl acetate 60.98
    acetic acid 1158.16
    dichloromethane 336.65
    cyclohexanone 223.03
    propylene glycol 332.52
    isopropyl acetate 44.29
    DMAc 472.87
    2-ethoxyethanol 324.1
    isopentanol 181.61
    n-heptane 4.61
    ethyl formate 182.05
    1,2-dichloroethane 151.12
    n-hexanol 123.16
    2-methoxyethanol 597.15
    isobutyl acetate 40.94
    tetrachloromethane 41.65
    n-pentyl acetate 51.88
    transcutol 383.62
    n-heptanol 54.84
    ethylbenzene 26.19
    MIBK 49.4
    2-propoxyethanol 215.05
    tert-butanol 285.32
    MTBE 89.12
    2-butoxyethanol 120.59
    propionic acid 390.47
    o-xylene 34.87
    formic acid 906.79
    diethyl ether 60.32
    m-xylene 27.78
    p-xylene 39.26
    chlorobenzene 99.93
    dimethyl carbonate 39.82
    n-octane 2.7
    formamide 587.62
    cyclopentanone 263.24
    2-pentanone 76.11
    anisole 75.47
    cyclopentyl methyl ether 86.34
    gamma-butyrolactone 354.66
    1-methoxy-2-propanol 280.89
    pyridine 257.46
    3-pentanone 52.34
    furfural 463.08
    n-dodecane 3.21
    diethylene glycol 278.52
    diisopropyl ether 13.21
    tert-amyl alcohol 204.14
    acetylacetone 93.55
    n-hexadecane 3.46
    acetophenone 88.72
    methyl propionate 70.87
    isopentyl acetate 64.86
    trichloroethylene 290.27
    n-nonanol 49.29
    cyclohexanol 176.16
    benzyl alcohol 134.22
    2-ethylhexanol 58.19
    isooctanol 43.35
    dipropyl ether 30.39
    1,2-dichlorobenzene 91.73
    ethyl lactate 72.17
    propylene carbonate 202.34
    n-methylformamide 466.59
    2-pentanol 118.57
    n-pentane 7.67
    1-propoxy-2-propanol 124.26
    1-methoxy-2-propyl acetate 69.19
    2-(2-methoxypropoxy) propanol 109.94
    mesitylene 18.77
    ε-caprolactone 201.67
    p-cymene 21.0
    epichlorohydrin 254.68
    1,1,1-trichloroethane 96.09
    2-aminoethanol 549.02
    morpholine-4-carbaldehyde 377.74
    sulfolane 462.26
    2,2,4-trimethylpentane 6.65
    2-methyltetrahydrofuran 168.23
    n-hexyl acetate 73.05
    isooctane 3.76
    2-(2-butoxyethoxy)ethanol 136.36
    sec-butyl acetate 35.65
    tert-butyl acetate 47.16
    decalin 7.7
    glycerin 471.68
    diglyme 233.67
    acrylic acid 424.46
    isopropyl myristate 27.61
    n-butyric acid 401.75
    acetyl acetate 72.61
    di(2-ethylhexyl) phthalate 55.19
    ethyl propionate 46.7
    nitromethane 659.26
    1,2-diethoxyethane 74.43
    benzonitrile 171.24
    trioctyl phosphate 36.36
    1-bromopropane 71.15
    gamma-valerolactone 378.22
    n-decanol 34.81
    triethyl phosphate 39.1
    4-methyl-2-pentanol 56.77
    propionitrile 200.2
    vinylene carbonate 231.01
    1,1,2-trichlorotrifluoroethane 359.19
    DMS 56.51
    cumene 21.99
    2-octanol 35.6
    2-hexanone 68.47
    octyl acetate 39.97
    limonene 30.45
    1,2-dimethoxyethane 320.27
    ethyl orthosilicate 35.48
    tributyl phosphate 45.28
    diacetone alcohol 101.87
    N,N-dimethylaniline 64.52
    acrylonitrile 292.76
    aniline 130.93
    1,3-propanediol 485.48
    bromobenzene 77.63
    dibromomethane 169.75
    1,1,2,2-tetrachloroethane 249.23
    2-methyl-cyclohexyl acetate 54.69
    tetrabutyl urea 59.27
    diisobutyl methanol 29.42
    2-phenylethanol 92.5
    styrene 39.87
    dioctyl adipate 56.01
    dimethyl sulfate 95.24
    ethyl butyrate 48.34
    methyl lactate 112.25
    butyl lactate 73.94
    diethyl carbonate 42.09
    propanediol butyl ether 150.36
    triethyl orthoformate 43.4
    p-tert-butyltoluene 19.23
    methyl 4-tert-butylbenzoate 81.03
    morpholine 322.54
    tert-butylamine 144.71
    n-dodecanol 26.14
    dimethoxymethane 151.79
    ethylene carbonate 168.74
    cyrene 137.91
    2-ethoxyethyl acetate 68.63
    2-ethylhexyl acetate 46.14
    1,2,4-trichlorobenzene 113.88
    4-methylpyridine 216.71
    dibutyl ether 34.49
    2,6-dimethyl-4-heptanol 29.42
    DEF 162.39
    dimethyl isosorbide 149.13
    tetrachloroethylene 195.67
    eugenol 105.33
    triacetin 87.98
    span 80 112.26
    1,4-butanediol 246.26
    1,1-dichloroethane 124.56
    2-methyl-1-pentanol 146.8
    methyl formate 291.41
    2-methyl-1-butanol 185.23
    n-decane 4.59
    butyronitrile 218.35
    3,7-dimethyl-1-octanol 54.67
    1-chlorooctane 22.24
    1-chlorotetradecane 9.76
    n-nonane 4.21
    undecane 3.63
    tert-butylcyclohexane 7.46
    cyclooctane 3.32
    cyclopentanol 241.43
    tetrahydropyran 162.43
    tert-amyl methyl ether 63.62
    2,5,8-trioxanonane 170.2
    1-hexene 33.01
    2-isopropoxyethanol 156.37
    2,2,2-trifluoroethanol 268.25
    methyl butyrate 88.56

    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