Methyl 3-hydroxyhexanoate

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  • Identifiers

    CAS number
    21188-58-9

    Molecular formula
    C7H14O3

    SMILES
    CCCC(CC(=O)OC)O

    Safety labels

    Corrosive
    Corrosive

  • Odor profile

    Fruity 95.29%
    Sweet 71.79%
    Green 69.86%
    Pineapple 56.73%
    Apple 56.71%
    Tropical 54.18%
    Winey 50.19%
    Fresh 46.85%
    Banana 43.82%
    Ripe 41.58%

    Scent© AI

  • Properties

    XLogP3-AA
    0.7

    pKa est.
    8.39 (weak base)

    Molecular weight
    146.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point

    • 220.00 to 221.00 °C. @ 760.00 mm Hg

    Flash point est.
    81.01 ˚C

    Solubility expt.

    • insoluble in water and fat

  • Synonyms

    • Methyl 3-hydroxyhexanoate
    • 21188-58-9
    • Methyl 3-hydroxycaproate
    • Hexanoic acid, 3-hydroxy-, methyl ester
    • 3-hydroxyhexanoic acid methyl ester
    • FEMA No. 3508
    • 8H646ZUC4E
    • Methyl beta-hydroxycaproate
    • Methyl beta-hydroxyhexanoate
    • UNII-8H646ZUC4E
    • PINEAPPLE HYDROXYHEXANOATE
    • FEMA 3508
    • EINECS 244-261-0
    • DTXSID80864980
    • METHYL .BETA.-HYDROXYCAPROATE
    • METHYL .BETA.-HYDROXYHEXANOATE
    • METHYL 3-HYDROXYHEXANOATE [FHFI]
    • (+/-)-METHYL 3-HYDROXYHEXANOATE
    • METHYL 3-HYDROXYHEXANOATE, (+/-)-
    • Methyl3-hydroxycaproate
    • Methyl-b-hydroxyhexanoate
    • Methyl-I2-hydroxyhexanoate
    • Methyl-beta-hydroxyhexanoate
    • Methyl-b-hydroxyhexanoic acid
    • Methyl 3-hydroxyhexanoic acid
    • Methyl-I2-hydroxyhexanoic acid
    • SCHEMBL1171425
    • Methyl-beta-hydroxyhexanoic acid
    • DTXCID80813438
    • CHEBI:173244
    • Methyl (+/-)-3-hydroxyhexanoate
    • BCP24425
    • MFCD00083583
    • AKOS015842809
    • Hexanoic acid,3-hydroxy-,methyl ester
    • Methyl (A+-)-3-hydroxyhexanoic acid
    • Methyl 3-hydroxyhexanoate, >=97%, FG
    • AS-58404
    • PD078192
    • DB-308403
    • HY-116632
    • CS-0066118
    • NS00050982
    • Methyl 3-hydroxyhexanoate, analytical standard
    • E75830
    • EN300-1845972
    • Q27270468
    • 244-261-0

  • Applications

    Methyl 3-hydroxyhexanoate (CAS 21188-58-9) is a straight-chain hydroxy ester valued in research and industry for its versatility: it serves as a key monomer for producing biodegradable polyhydroxyalkanoates, notably poly(3-hydroxyhexanoate) and related PHA copolymers used in compostable packaging, biomedical implants, drug delivery and tissue engineering; acts as a chiral-functional intermediate for synthesizing pharmaceuticals, agrochemicals and surfactants through selective reductions, lactone ring openings or trans-esterifications; functions as a flavour and fragrance ingredient imparting subtle fruity-creamy notes to foods, beverages and cosmetics; is employed as an analytical standard in metabolomics to trace fatty-acid β-oxidation pathways; is being evaluated as a bio-based solvent of medium polarity, a hydrogen-acceptor in enzymatic catalysis and a precursor to floral lactones; and, because it can be fermented from glucose or vegetable oils, the compound is considered a green option that supports sustainable materials and circular chemistry.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1834.81
    methanol 3206.93
    isopropanol 1447.2
    water 40.8
    ethyl acetate 263.62
    n-propanol 1148.6
    acetone 758.24
    n-butanol 891.22
    acetonitrile 418.66
    DMF 1685.82
    toluene 46.15
    isobutanol 712.85
    1,4-dioxane 1101.83
    methyl acetate 330.84
    THF 1246.38
    2-butanone 321.97
    n-pentanol 440.28
    sec-butanol 784.92
    n-hexane 13.84
    ethylene glycol 955.78
    NMP 980.57
    cyclohexane 30.65
    DMSO 1291.74
    n-butyl acetate 127.0
    n-octanol 133.39
    chloroform 552.42
    n-propyl acetate 121.34
    acetic acid 2068.67
    dichloromethane 380.15
    cyclohexanone 539.59
    propylene glycol 1136.85
    isopropyl acetate 151.69
    DMAc 827.2
    2-ethoxyethanol 668.31
    isopentanol 528.23
    n-heptane 8.91
    ethyl formate 301.74
    1,2-dichloroethane 241.17
    n-hexanol 340.83
    2-methoxyethanol 1801.95
    isobutyl acetate 86.11
    tetrachloromethane 68.27
    n-pentyl acetate 87.45
    transcutol 929.44
    n-heptanol 118.43
    ethylbenzene 32.01
    MIBK 147.21
    2-propoxyethanol 592.32
    tert-butanol 1325.25
    MTBE 319.15
    2-butoxyethanol 259.1
    propionic acid 859.97
    o-xylene 51.06
    formic acid 1060.35
    diethyl ether 222.66
    m-xylene 52.73
    p-xylene 48.46
    chlorobenzene 106.78
    dimethyl carbonate 102.08
    n-octane 4.06
    formamide 786.51
    cyclopentanone 656.21
    2-pentanone 256.54
    anisole 122.07
    cyclopentyl methyl ether 315.15
    gamma-butyrolactone 828.24
    1-methoxy-2-propanol 992.91
    pyridine 321.83
    3-pentanone 146.24
    furfural 643.01
    n-dodecane 5.03
    diethylene glycol 722.76
    diisopropyl ether 46.21
    tert-amyl alcohol 753.83
    acetylacetone 282.04
    n-hexadecane 5.62
    acetophenone 126.46
    methyl propionate 227.7
    isopentyl acetate 120.1
    trichloroethylene 476.05
    n-nonanol 108.28
    cyclohexanol 598.91
    benzyl alcohol 185.1
    2-ethylhexanol 124.02
    isooctanol 90.49
    dipropyl ether 79.82
    1,2-dichlorobenzene 109.0
    ethyl lactate 134.38
    propylene carbonate 377.6
    n-methylformamide 846.05
    2-pentanol 393.04
    n-pentane 16.09
    1-propoxy-2-propanol 315.48
    1-methoxy-2-propyl acetate 169.27
    2-(2-methoxypropoxy) propanol 223.64
    mesitylene 38.85
    ε-caprolactone 482.86
    p-cymene 31.5
    epichlorohydrin 651.4
    1,1,1-trichloroethane 220.24
    2-aminoethanol 1307.14
    morpholine-4-carbaldehyde 931.1
    sulfolane 870.77
    2,2,4-trimethylpentane 12.37
    2-methyltetrahydrofuran 642.68
    n-hexyl acetate 161.82
    isooctane 9.58
    2-(2-butoxyethoxy)ethanol 327.13
    sec-butyl acetate 81.11
    tert-butyl acetate 176.56
    decalin 13.95
    glycerin 1187.44
    diglyme 502.65
    acrylic acid 780.61
    isopropyl myristate 54.92
    n-butyric acid 842.49
    acetyl acetate 180.12
    di(2-ethylhexyl) phthalate 81.69
    ethyl propionate 110.3
    nitromethane 1394.78
    1,2-diethoxyethane 142.6
    benzonitrile 183.79
    trioctyl phosphate 62.2
    1-bromopropane 115.6
    gamma-valerolactone 932.28
    n-decanol 74.17
    triethyl phosphate 60.99
    4-methyl-2-pentanol 164.16
    propionitrile 320.26
    vinylene carbonate 340.2
    1,1,2-trichlorotrifluoroethane 697.95
    DMS 123.68
    cumene 31.07
    2-octanol 77.75
    2-hexanone 136.22
    octyl acetate 79.09
    limonene 55.36
    1,2-dimethoxyethane 745.86
    ethyl orthosilicate 58.42
    tributyl phosphate 68.23
    diacetone alcohol 343.83
    N,N-dimethylaniline 91.16
    acrylonitrile 388.3
    aniline 188.0
    1,3-propanediol 1420.7
    bromobenzene 78.21
    dibromomethane 224.02
    1,1,2,2-tetrachloroethane 461.77
    2-methyl-cyclohexyl acetate 98.67
    tetrabutyl urea 93.49
    diisobutyl methanol 69.62
    2-phenylethanol 148.88
    styrene 39.28
    dioctyl adipate 97.4
    dimethyl sulfate 197.84
    ethyl butyrate 92.21
    methyl lactate 266.83
    butyl lactate 120.83
    diethyl carbonate 73.12
    propanediol butyl ether 343.28
    triethyl orthoformate 78.45
    p-tert-butyltoluene 33.52
    methyl 4-tert-butylbenzoate 142.27
    morpholine 1414.19
    tert-butylamine 539.94
    n-dodecanol 53.11
    dimethoxymethane 456.21
    ethylene carbonate 289.73
    cyrene 248.44
    2-ethoxyethyl acetate 132.4
    2-ethylhexyl acetate 83.86
    1,2,4-trichlorobenzene 145.6
    4-methylpyridine 288.45
    dibutyl ether 69.29
    2,6-dimethyl-4-heptanol 69.62
    DEF 384.28
    dimethyl isosorbide 301.71
    tetrachloroethylene 294.04
    eugenol 162.27
    triacetin 161.8
    span 80 228.99
    1,4-butanediol 495.59
    1,1-dichloroethane 261.61
    2-methyl-1-pentanol 284.7
    methyl formate 521.16
    2-methyl-1-butanol 483.74
    n-decane 7.62
    butyronitrile 364.78
    3,7-dimethyl-1-octanol 110.54
    1-chlorooctane 41.33
    1-chlorotetradecane 16.82
    n-nonane 7.02
    undecane 5.96
    tert-butylcyclohexane 14.43
    cyclooctane 7.34
    cyclopentanol 823.0
    tetrahydropyran 657.67
    tert-amyl methyl ether 194.7
    2,5,8-trioxanonane 358.24
    1-hexene 57.97
    2-isopropoxyethanol 348.86
    2,2,2-trifluoroethanol 506.99
    methyl butyrate 175.46

    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