(S)-Methyl 2-hydroxy-3-methylbutanoate

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  • Identifiers

    CAS number
    24347-63-5

    Molecular formula
    C6H12O3

    SMILES
    CC(C)[C@@H](C(=O)OC)O

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 95.94%
    Caramellic 52.81%
    Buttery 50.36%
    Sweet 37.94%
    Ethereal 37.75%
    Berry 33.49%
    Pineapple 32.16%
    Winey 30.46%
    Nutty 28.17%
    Tropical 28.16%

     

    Flavor
    Fruity 86.77%
    Sweet 44.81%
    Creamy 40.94%
    Berry 34.5%
    Buttery 33.03%
    Grape 30.73%
    Tropical 28.93%
    Butter 27.03%
    Fruit 25.14%
    Odorless 23.71%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    0.8

    pKa est.
    7.86 (neutral)

    Molecular weight
    132.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point est.
    168°C

    Flash point

    • 62.13 ˚C est.

  • Synonyms

    • (S)-methyl 2-hydroxy-3-methylbutanoate
    • RefChem:408150
    • 800-145-7
    • 24347-63-5
    • 2-(S)-Hydroxy-3-Methylbutyric acid Methyl Ester
    • Methyl (2S)-2-hydroxy-3-methylbutanoate
    • MFCD09264168
    • Butanoic acid, 2-hydroxy-3-methyl-, methyl ester, (2S)-
    • SCHEMBL1085847
    • DTXSID50458239
    • ZAA34763
    • AKOS006331432
    • AKOS015850922
    • methyl(S)-2-hydroxy-3-methylbutyrate
    • (S)-methyl2-hydroxy-3-methylbutanoate
    • methyl (s)-2-hydroxy-3-methylbutanoate
    • methyl-2-(S)-hydroxy-3-methylbutanoate
    • AS-67306
    • SY120894
    • methyl (2S)-2-hydroxy-3-methyl-butanoate
    • CS-0186193
    • EN300-817871
    • N12468
    • (S)-2-hydroxy-3-methyl-butyric acid methyl ester
    • 347H635
    • F364100
    • 24347-63-5

  • Applications

    (S)-Methyl 2-hydroxy-3-methylbutanoate (CAS 24347-63-5) is a chiral beta-hydroxy ester that functions mainly as a building block and synthetic intermediate. In pharmaceutical research and development, it is often used as a starting material or intermediate for accessing chiral beta-hydroxy ester motifs and related medicinal chemistry scaffolds via asymmetric transformations. In fragrance and flavor chemistry, it may serve as an aroma intermediate or precursor for derivatization to create fragrance concepts. In cosmetics and personal care, it can be used as a chiral scaffold or functional ester intermediate. In polymer and materials science, it may be employed as a monomer precursor or crosslinkable building block for specialty polyesters and related materials. In agrochemical research, it may be evaluated as a chiral building block for the synthesis of active ingredients. Subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 513.06
    methanol 760.61
    isopropanol 341.43
    water 71.18
    ethyl acetate 150.17
    n-propanol 374.99
    acetone 230.13
    n-butanol 220.47
    acetonitrile 193.83
    DMF 312.14
    toluene 17.72
    isobutanol 249.78
    1,4-dioxane 460.96
    methyl acetate 230.19
    THF 327.19
    2-butanone 186.44
    n-pentanol 170.5
    sec-butanol 349.74
    n-hexane 9.72
    ethylene glycol 374.44
    NMP 439.24
    cyclohexane 15.8
    DMSO 554.47
    n-butyl acetate 96.67
    n-octanol 112.01
    chloroform 354.59
    n-propyl acetate 96.28
    acetic acid 969.41
    dichloromethane 313.4
    cyclohexanone 263.63
    propylene glycol 351.04
    isopropyl acetate 80.28
    DMAc 263.01
    2-ethoxyethanol 371.08
    isopentanol 163.44
    n-heptane 9.03
    ethyl formate 182.58
    1,2-dichloroethane 174.59
    n-hexanol 160.08
    2-methoxyethanol 586.3
    isobutyl acetate 57.32
    tetrachloromethane 69.55
    n-pentyl acetate 89.56
    transcutol 497.25
    n-heptanol 114.49
    ethylbenzene 25.46
    MIBK 75.56
    2-propoxyethanol 260.71
    tert-butanol 411.89
    MTBE 159.3
    2-butoxyethanol 199.5
    propionic acid 470.9
    o-xylene 33.25
    formic acid 653.58
    diethyl ether 95.88
    m-xylene 24.74
    p-xylene 39.81
    chlorobenzene 70.38
    dimethyl carbonate 50.35
    n-octane 7.3
    formamide 536.55
    cyclopentanone 335.59
    2-pentanone 107.08
    anisole 74.48
    cyclopentyl methyl ether 125.03
    gamma-butyrolactone 521.04
    1-methoxy-2-propanol 334.68
    pyridine 153.13
    3-pentanone 79.6
    furfural 396.6
    n-dodecane 6.75
    diethylene glycol 324.57
    diisopropyl ether 34.39
    tert-amyl alcohol 390.89
    acetylacetone 154.26
    n-hexadecane 7.29
    acetophenone 104.97
    methyl propionate 129.93
    isopentyl acetate 96.84
    trichloroethylene 413.49
    n-nonanol 91.66
    cyclohexanol 210.82
    benzyl alcohol 118.33
    2-ethylhexanol 92.65
    isooctanol 98.87
    dipropyl ether 43.05
    1,2-dichlorobenzene 96.6
    ethyl lactate 101.21
    propylene carbonate 253.5
    n-methylformamide 345.24
    2-pentanol 155.2
    n-pentane 9.06
    1-propoxy-2-propanol 172.14
    1-methoxy-2-propyl acetate 113.02
    2-(2-methoxypropoxy) propanol 157.59
    mesitylene 23.09
    ε-caprolactone 278.42
    p-cymene 32.73
    epichlorohydrin 398.43
    1,1,1-trichloroethane 148.61
    2-aminoethanol 504.83
    morpholine-4-carbaldehyde 371.51
    sulfolane 702.93
    2,2,4-trimethylpentane 13.54
    2-methyltetrahydrofuran 296.19
    n-hexyl acetate 140.6
    isooctane 8.86
    2-(2-butoxyethoxy)ethanol 228.59
    sec-butyl acetate 59.28
    tert-butyl acetate 102.9
    decalin 13.86
    glycerin 486.47
    diglyme 345.52
    acrylic acid 481.67
    isopropyl myristate 46.26
    n-butyric acid 363.85
    acetyl acetate 103.86
    di(2-ethylhexyl) phthalate 69.32
    ethyl propionate 73.56
    nitromethane 886.79
    1,2-diethoxyethane 103.08
    benzonitrile 108.57
    trioctyl phosphate 57.84
    1-bromopropane 67.61
    gamma-valerolactone 455.77
    n-decanol 68.07
    triethyl phosphate 51.66
    4-methyl-2-pentanol 84.22
    propionitrile 126.03
    vinylene carbonate 236.6
    1,1,2-trichlorotrifluoroethane 491.69
    DMS 104.01
    cumene 30.39
    2-octanol 85.11
    2-hexanone 90.76
    octyl acetate 73.01
    limonene 48.93
    1,2-dimethoxyethane 310.81
    ethyl orthosilicate 46.42
    tributyl phosphate 58.68
    diacetone alcohol 207.3
    N,N-dimethylaniline 64.06
    acrylonitrile 206.01
    aniline 78.71
    1,3-propanediol 469.44
    bromobenzene 53.78
    dibromomethane 172.74
    1,1,2,2-tetrachloroethane 372.82
    2-methyl-cyclohexyl acetate 90.85
    tetrabutyl urea 71.48
    diisobutyl methanol 54.91
    2-phenylethanol 117.72
    styrene 27.6
    dioctyl adipate 75.93
    dimethyl sulfate 133.61
    ethyl butyrate 67.27
    methyl lactate 139.36
    butyl lactate 115.11
    diethyl carbonate 49.33
    propanediol butyl ether 241.69
    triethyl orthoformate 54.06
    p-tert-butyltoluene 33.87
    methyl 4-tert-butylbenzoate 139.05
    morpholine 453.82
    tert-butylamine 186.65
    n-dodecanol 51.13
    dimethoxymethane 142.17
    ethylene carbonate 176.31
    cyrene 185.94
    2-ethoxyethyl acetate 116.46
    2-ethylhexyl acetate 69.87
    1,2,4-trichlorobenzene 135.29
    4-methylpyridine 110.31
    dibutyl ether 50.85
    2,6-dimethyl-4-heptanol 54.91
    DEF 145.31
    dimethyl isosorbide 224.01
    tetrachloroethylene 313.67
    eugenol 154.64
    triacetin 141.11
    span 80 155.93
    1,4-butanediol 232.43
    1,1-dichloroethane 152.24
    2-methyl-1-pentanol 137.56
    methyl formate 278.5
    2-methyl-1-butanol 186.59
    n-decane 10.52
    butyronitrile 109.41
    3,7-dimethyl-1-octanol 95.83
    1-chlorooctane 46.56
    1-chlorotetradecane 18.19
    n-nonane 10.27
    undecane 8.17
    tert-butylcyclohexane 15.48
    cyclooctane 6.71
    cyclopentanol 314.8
    tetrahydropyran 214.78
    tert-amyl methyl ether 118.11
    2,5,8-trioxanonane 234.74
    1-hexene 29.57
    2-isopropoxyethanol 229.5
    2,2,2-trifluoroethanol 386.9
    methyl butyrate 122.01

    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