(R)-ethyl 2-hydroxybutanoate

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  • Identifiers

    CAS number
    52089-54-0

    Molecular formula
    C6H12O3

    SMILES
    CCC(C(=O)OCC)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 87.48%
    Caramellic 64.75%
    Buttery 52.13%
    Sweet 46.23%
    Winey 41.96%
    Ethereal 41.5%
    Pineapple 32.34%
    Rummy 30.87%
    Creamy 30.66%
    Milky 30.31%

     

    Flavor
    Fruity 76.01%
    Creamy 44.77%
    Buttery 38.08%
    Fruit 36.9%
    Grape 33.03%
    Odorless 32.97%
    Waxy 32.4%
    Mild 31.09%
    Sweet 30.75%
    Butter 30.24%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    0.8

    pKa est.
    8.11 (weak base)

    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

    • 64.11 ˚C est.

  • Synonyms

    • (R)-Ethyl 2-hydroxybutanoate
    • RefChem:407398
    • 879-406-2
    • Ethyl 2-hydroxybutanoate
    • 52089-54-0
    • Ethyl 2-Hydroxybutyrate
    • 2-Hydroxy-n-Butyric Acid Ethyl Ester
    • Butanoic acid, 2-hydroxy-, ethyl ester
    • MFCD00014407
    • 2-Hydroxybutyric Acid Ethyl Ester
    • Ethyl .alpha.-hydroxybutyrate
    • 2-Hydroxy-butanoic acid ethyl ester
    • Ethyl2-hydroxybutanoate
    • ethyl-2-hydroxybutyrate
    • SCHEMBL544994
    • orb2940251
    • SCHEMBL2481120
    • SCHEMBL27865798
    • DTXSID90334629
    • CHEBI:232871
    • MDA17281
    • NDA27113
    • AKOS009157542
    • HY-W127500
    • AS-58224
    • SY054318
    • DB-017467
    • CS-0185728
    • H0229
    • T72564
    • F510121
    • 2-Hydroxybutyric acid ethyl ester; Ethyl a-Hydroxybutyrate
    • 52089-54-0

  • Applications

    (R)-ethyl 2-hydroxybutanoate (CAS 52089-54-0) is a chiral ester commonly used as a synthetic building block and intermediate in chemical manufacturing. In pharmaceutical development, it serves as a starting material for the preparation of beta-hydroxy ester motifs and other enantioenriched intermediates in drug synthesis. It is also evaluated as a precursor for agrochemicals and related fine chemicals where enantioenriched products are desired. In the fragrance and flavor sector, it may function as a chiral building block or fragrance intermediate, and in cosmetics and personal care it can be used as a starting material for the synthesis of chiral actives or formulation ingredients. In research and development, it supports asymmetric synthesis methodologies, including as a substrate for the development of chiral ligands and catalytic routes.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1074.37
    methanol 2058.36
    isopropanol 725.84
    water 42.44
    ethyl acetate 313.22
    n-propanol 700.05
    acetone 665.19
    n-butanol 537.04
    acetonitrile 745.18
    DMF 1285.02
    toluene 91.39
    isobutanol 443.56
    1,4-dioxane 891.53
    methyl acetate 429.97
    THF 675.08
    2-butanone 416.64
    n-pentanol 503.73
    sec-butanol 567.17
    n-hexane 43.35
    ethylene glycol 526.87
    NMP 818.29
    cyclohexane 79.53
    DMSO 1541.31
    n-butyl acetate 321.43
    n-octanol 300.76
    chloroform 1124.76
    n-propyl acetate 293.2
    acetic acid 1341.96
    dichloromethane 1363.01
    cyclohexanone 568.68
    propylene glycol 419.73
    isopropyl acetate 173.23
    DMAc 771.18
    2-ethoxyethanol 843.49
    isopentanol 370.51
    n-heptane 36.97
    ethyl formate 490.28
    1,2-dichloroethane 722.55
    n-hexanol 346.81
    2-methoxyethanol 1173.52
    isobutyl acetate 152.35
    tetrachloromethane 160.95
    n-pentyl acetate 255.22
    transcutol 1087.28
    n-heptanol 232.72
    ethylbenzene 112.4
    MIBK 168.06
    2-propoxyethanol 567.68
    tert-butanol 668.71
    MTBE 327.94
    2-butoxyethanol 405.74
    propionic acid 666.16
    o-xylene 115.78
    formic acid 899.17
    diethyl ether 291.41
    m-xylene 81.49
    p-xylene 167.37
    chlorobenzene 297.6
    dimethyl carbonate 148.67
    n-octane 27.39
    formamide 945.81
    cyclopentanone 581.93
    2-pentanone 267.17
    anisole 262.6
    cyclopentyl methyl ether 242.4
    gamma-butyrolactone 859.14
    1-methoxy-2-propanol 636.59
    pyridine 554.69
    3-pentanone 211.65
    furfural 921.76
    n-dodecane 29.99
    diethylene glycol 599.75
    diisopropyl ether 79.8
    tert-amyl alcohol 544.36
    acetylacetone 322.12
    n-hexadecane 32.67
    acetophenone 299.35
    methyl propionate 281.09
    isopentyl acetate 246.79
    trichloroethylene 1159.42
    n-nonanol 238.19
    cyclohexanol 415.41
    benzyl alcohol 330.91
    2-ethylhexanol 225.19
    isooctanol 183.06
    dipropyl ether 168.12
    1,2-dichlorobenzene 342.12
    ethyl lactate 217.41
    propylene carbonate 470.79
    n-methylformamide 879.88
    2-pentanol 308.94
    n-pentane 46.43
    1-propoxy-2-propanol 373.42
    1-methoxy-2-propyl acetate 221.45
    2-(2-methoxypropoxy) propanol 324.04
    mesitylene 71.71
    ε-caprolactone 528.01
    p-cymene 99.66
    epichlorohydrin 816.58
    1,1,1-trichloroethane 423.22
    2-aminoethanol 660.55
    morpholine-4-carbaldehyde 819.55
    sulfolane 1041.02
    2,2,4-trimethylpentane 33.35
    2-methyltetrahydrofuran 461.89
    n-hexyl acetate 369.0
    isooctane 21.8
    2-(2-butoxyethoxy)ethanol 467.31
    sec-butyl acetate 144.93
    tert-butyl acetate 189.53
    decalin 45.94
    glycerin 597.69
    diglyme 822.67
    acrylic acid 695.37
    isopropyl myristate 133.46
    n-butyric acid 628.34
    acetyl acetate 211.58
    di(2-ethylhexyl) phthalate 153.58
    ethyl propionate 220.62
    nitromethane 1493.79
    1,2-diethoxyethane 352.04
    benzonitrile 444.57
    trioctyl phosphate 134.13
    1-bromopropane 335.4
    gamma-valerolactone 839.47
    n-decanol 175.23
    triethyl phosphate 137.38
    4-methyl-2-pentanol 156.07
    propionitrile 490.75
    vinylene carbonate 537.72
    1,1,2-trichlorotrifluoroethane 792.37
    DMS 239.4
    cumene 100.58
    2-octanol 197.76
    2-hexanone 283.12
    octyl acetate 193.19
    limonene 139.43
    1,2-dimethoxyethane 1006.78
    ethyl orthosilicate 122.01
    tributyl phosphate 149.39
    diacetone alcohol 285.91
    N,N-dimethylaniline 215.29
    acrylonitrile 761.87
    aniline 228.85
    1,3-propanediol 751.04
    bromobenzene 270.96
    dibromomethane 801.86
    1,1,2,2-tetrachloroethane 928.16
    2-methyl-cyclohexyl acetate 198.74
    tetrabutyl urea 191.32
    diisobutyl methanol 124.21
    2-phenylethanol 264.31
    styrene 154.41
    dioctyl adipate 215.5
    dimethyl sulfate 276.36
    ethyl butyrate 229.48
    methyl lactate 256.72
    butyl lactate 242.39
    diethyl carbonate 185.77
    propanediol butyl ether 425.17
    triethyl orthoformate 168.72
    p-tert-butyltoluene 90.34
    methyl 4-tert-butylbenzoate 279.82
    morpholine 861.31
    tert-butylamine 401.06
    n-dodecanol 136.79
    dimethoxymethane 487.75
    ethylene carbonate 413.07
    cyrene 303.96
    2-ethoxyethyl acetate 283.28
    2-ethylhexyl acetate 187.52
    1,2,4-trichlorobenzene 389.17
    4-methylpyridine 440.52
    dibutyl ether 210.84
    2,6-dimethyl-4-heptanol 124.21
    DEF 448.23
    dimethyl isosorbide 413.52
    tetrachloroethylene 718.07
    eugenol 304.08
    triacetin 311.6
    span 80 296.24
    1,4-butanediol 468.59
    1,1-dichloroethane 525.65
    2-methyl-1-pentanol 367.92
    methyl formate 704.72
    2-methyl-1-butanol 375.76
    n-decane 44.77
    butyronitrile 489.07
    3,7-dimethyl-1-octanol 221.52
    1-chlorooctane 158.59
    1-chlorotetradecane 70.24
    n-nonane 43.13
    undecane 35.81
    tert-butylcyclohexane 42.87
    cyclooctane 25.26
    cyclopentanol 502.85
    tetrahydropyran 523.06
    tert-amyl methyl ether 236.45
    2,5,8-trioxanonane 579.21
    1-hexene 148.11
    2-isopropoxyethanol 453.77
    2,2,2-trifluoroethanol 401.09
    methyl butyrate 371.5

    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