Isovaline

Overview IFRA Request a quote

  • Identifiers

    CAS number
    465-58-7

    Molecular formula
    C5H11NO2

    SMILES
    CCC(C)(C(=O)O)N

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 64.79%
    Cooling 23.52%
    Sweet 22.99%
    Savory 22.25%
    Fishy 19.97%
    Cheesy 18.96%
    Milky 18.81%
    Mint 18.13%
    Bitter 16.42%
    Buttery 15.39%

     

    Flavor
    Odorless 42.1%
    Mild 23.79%
    Bland 22.92%
    Fruity 22.39%
    Sour 21.08%
    Roquefort cheese 20.49%
    Cheese 20.38%
    Acidic 19.95%
    Stinky 19.91%
    Acrid 19.88%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -2.3

    pKa est.
    6.26 (neutral)

    Molecular weight
    117.15 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    218°C

    Flash point

    • 100.92 ˚C est.

  • Synonyms

    • 2-Amino-2-methylbutyric acid
    • Isovaline
    • 2-Amino-2-methylbutanoic acid
    • DL-Isovaline
    • 465-58-7
    • 595-39-1
    • 2-amino-2-methyl-butanoic acid
    • Isovaline, DL-
    • L-Isovaline
    • D-Isovaline
    • DL-2-Amino-2-methylbutyric acid
    • 3059-97-0
    • JUL973T11C
    • ISOVALINE [MI]
    • (Dl)-2-amino-2-methyl-butanoic acid
    • 2-Amino-2-methylbutanoate
    • 2-Ethylalanine
    • DL-.ALPHA.-ETHYLALANINE
    • alpha-Ethylalanine
    • DTXSID70974906
    • MFCD00272968
    • DL-.ALPHA.-AMINO-.ALPHA.-METHYLBUTYRIC ACID
    • alpha-Amino-2-methylbutanoic acid
    • UNII-JUL973T11C
    • DTXSID501016649
    • DTXSID801016648
    • D-aIsovaline
    • L-aIsovaline
    • MFCD00800497
    • Alanine, 2-ethyl-
    • methyl aminoisobutyric acid
    • methyl-aminoisobutyric acid
    • C03571
    • 2-ammonio-2-methylbutanoate
    • DL-ALPHA-ETHYLALANINE
    • SCHEMBL23348
    • 2-azaniumyl-2-methyl-butanoate
    • DTXCID10818355
    • NSC1019
    • 2-Amino-2-methyl-butyric acid,rac
    • BBL020852
    • DL-2-Aminobutyric acid, 2-methyl-
    • STK893542
    • AKOS000186769
    • AKOS016053554
    • .alpha.-Amino-.alpha.-methylbutyric acid
    • AS-60071
    • SY047556
    • SY074815
    • DB-047809
    • DB-051393
    • DB-053407
    • CS-0311817
    • EN300-65927
    • A80214
    • DL-ALPHA-AMINO-ALPHA-METHYLBUTYRIC ACID
    • A820450
    • Q412994
    • Z317024736
    • DL-alpha-Amino-alpha-methylbutyric acid; DL-alpha-Ethylalanine
    • 857-182-7

  • Applications

    Isovaline (CAS 465-58-7) is an alpha-branched amino acid primarily used as a chiral building block for peptide and peptidomimetic synthesis in pharmaceutical and chemical research, and as a precursor for derivatives of amino acids; it also serves as an intermediate in complex chemical synthesis and may be used as an analytical standard/reference material for amino acid analysis in HPLC/LC-MS methods. In academic and industrial research settings, Isovaline can function as a reagent or substrate for enzyme studies and assay development.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.81
    methanol 7.47
    isopropanol 0.65
    water 70.29
    ethyl acetate 0.56
    n-propanol 0.69
    acetone 0.34
    n-butanol 0.85
    acetonitrile 0.53
    DMF 0.51
    toluene 0.17
    isobutanol 1.05
    1,4-dioxane 2.03
    methyl acetate 0.41
    THF 2.79
    2-butanone 0.51
    n-pentanol 0.77
    sec-butanol 0.91
    n-hexane 0.17
    ethylene glycol 13.42
    NMP 15.35
    cyclohexane 0.16
    DMSO 8.61
    n-butyl acetate 0.66
    n-octanol 1.17
    chloroform 0.5
    n-propyl acetate 0.39
    acetic acid 18.23
    dichloromethane 0.53
    cyclohexanone 1.96
    propylene glycol 6.45
    isopropyl acetate 0.68
    DMAc 4.28
    2-ethoxyethanol 5.03
    isopentanol 1.71
    n-heptane 0.21
    ethyl formate 0.84
    1,2-dichloroethane 0.35
    n-hexanol 1.54
    2-methoxyethanol 7.17
    isobutyl acetate 0.42
    tetrachloromethane 0.59
    n-pentyl acetate 1.04
    transcutol 16.94
    n-heptanol 2.06
    ethylbenzene 0.26
    MIBK 1.44
    2-propoxyethanol 5.41
    tert-butanol 2.35
    MTBE 0.86
    2-butoxyethanol 6.0
    propionic acid 3.13
    o-xylene 0.6
    formic acid 82.81
    diethyl ether 0.34
    m-xylene 0.48
    p-xylene 0.48
    chlorobenzene 0.29
    dimethyl carbonate 0.46
    n-octane 0.14
    formamide 29.56
    cyclopentanone 2.34
    2-pentanone 0.63
    anisole 0.62
    cyclopentyl methyl ether 1.43
    gamma-butyrolactone 4.21
    1-methoxy-2-propanol 3.48
    pyridine 0.63
    3-pentanone 0.55
    furfural 7.82
    n-dodecane 0.09
    diethylene glycol 15.11
    diisopropyl ether 0.44
    tert-amyl alcohol 3.74
    acetylacetone 1.81
    n-hexadecane 0.09
    acetophenone 1.39
    methyl propionate 0.5
    isopentyl acetate 1.37
    trichloroethylene 0.84
    n-nonanol 1.17
    cyclohexanol 1.5
    benzyl alcohol 1.22
    2-ethylhexanol 1.46
    isooctanol 2.26
    dipropyl ether 0.46
    1,2-dichlorobenzene 0.65
    ethyl lactate 1.31
    propylene carbonate 3.09
    n-methylformamide 1.23
    2-pentanol 0.75
    n-pentane 0.11
    1-propoxy-2-propanol 3.15
    1-methoxy-2-propyl acetate 2.24
    2-(2-methoxypropoxy) propanol 9.14
    mesitylene 0.66
    ε-caprolactone 2.81
    p-cymene 0.74
    epichlorohydrin 2.1
    1,1,1-trichloroethane 0.44
    2-aminoethanol 8.73
    morpholine-4-carbaldehyde 9.34
    sulfolane 19.06
    2,2,4-trimethylpentane 0.3
    2-methyltetrahydrofuran 1.91
    n-hexyl acetate 1.46
    isooctane 0.22
    2-(2-butoxyethoxy)ethanol 9.8
    sec-butyl acetate 0.48
    tert-butyl acetate 1.94
    decalin 0.23
    glycerin 24.73
    diglyme 12.13
    acrylic acid 5.42
    isopropyl myristate 0.73
    n-butyric acid 2.54
    acetyl acetate 1.03
    di(2-ethylhexyl) phthalate 2.84
    ethyl propionate 0.43
    nitromethane 5.0
    1,2-diethoxyethane 1.11
    benzonitrile 0.66
    trioctyl phosphate 1.78
    1-bromopropane 0.17
    gamma-valerolactone 6.65
    n-decanol 0.92
    triethyl phosphate 1.29
    4-methyl-2-pentanol 1.47
    propionitrile 0.25
    vinylene carbonate 2.07
    1,1,2-trichlorotrifluoroethane 10.22
    DMS 1.55
    cumene 0.54
    2-octanol 1.12
    2-hexanone 0.54
    octyl acetate 1.04
    limonene 1.0
    1,2-dimethoxyethane 2.7
    ethyl orthosilicate 1.34
    tributyl phosphate 1.68
    diacetone alcohol 6.51
    N,N-dimethylaniline 1.08
    acrylonitrile 0.39
    aniline 0.63
    1,3-propanediol 6.87
    bromobenzene 0.24
    dibromomethane 0.36
    1,1,2,2-tetrachloroethane 0.96
    2-methyl-cyclohexyl acetate 1.98
    tetrabutyl urea 2.2
    diisobutyl methanol 1.55
    2-phenylethanol 2.17
    styrene 0.18
    dioctyl adipate 1.37
    dimethyl sulfate 2.38
    ethyl butyrate 0.67
    methyl lactate 2.19
    butyl lactate 2.67
    diethyl carbonate 0.52
    propanediol butyl ether 7.35
    triethyl orthoformate 1.02
    p-tert-butyltoluene 0.8
    methyl 4-tert-butylbenzoate 5.82
    morpholine 1.9
    tert-butylamine 1.11
    n-dodecanol 0.7
    dimethoxymethane 0.92
    ethylene carbonate 1.39
    cyrene 12.64
    2-ethoxyethyl acetate 2.1
    2-ethylhexyl acetate 0.99
    1,2,4-trichlorobenzene 1.0
    4-methylpyridine 0.54
    dibutyl ether 0.43
    2,6-dimethyl-4-heptanol 1.55
    DEF 1.0
    dimethyl isosorbide 14.87
    tetrachloroethylene 1.55
    eugenol 6.41
    triacetin 3.37
    span 80 8.61
    1,4-butanediol 3.68
    1,1-dichloroethane 0.19
    2-methyl-1-pentanol 1.78
    methyl formate 1.3
    2-methyl-1-butanol 1.57
    n-decane 0.13
    butyronitrile 0.33
    3,7-dimethyl-1-octanol 1.5
    1-chlorooctane 0.32
    1-chlorotetradecane 0.18
    n-nonane 0.12
    undecane 0.11
    tert-butylcyclohexane 0.28
    cyclooctane 0.14
    cyclopentanol 2.1
    tetrahydropyran 0.59
    tert-amyl methyl ether 1.25
    2,5,8-trioxanonane 13.38
    1-hexene 0.2
    2-isopropoxyethanol 3.3
    2,2,2-trifluoroethanol 12.23
    methyl butyrate 0.59

    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