Methyl 3-hydroxybutyrate, (R)-

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  • Identifiers

    CAS number
    3976-69-0

    Molecular formula
    C5H10O3

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

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

    Retention indicies (RI)

    • Carbowax: 1464.5

  • Odor profile

    Fruity 93.15%
    Green 78.67%
    Apple 59.22%
    Fresh 58.39%
    Sweet 50.65%
    Winey 49.7%
    Ethereal 46.77%
    Tropical 45.91%
    Grape 41.29%
    Pineapple 40.76%

    Scent© AI

  • Properties

    XLogP3-AA
    -0.2

    pKa est.
    8.87 (weak base)

    Molecular weight
    118.13 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    175°C

    Flash point est.
    68.91 ˚C

  • Synonyms

    • 3976-69-0
    • Methyl (R)-(-)-3-hydroxybutyrate
    • (R)-Methyl 3-Hydroxybutanoate
    • methyl (3R)-3-hydroxybutanoate
    • Methyl (R)-3-hydroxybutyrate
    • Methyl (R)-3-hydroxybutanoate
    • Methyl 3-hydroxybutyrate, (-)-
    • Butanoic acid, 3-hydroxy-, methyl ester, (3R)-
    • Methyl 3-hydroxybutyrate, (R)-
    • EINECS 223-610-0
    • MFCD00063289
    • Butanoic acid, 3-hydroxy-, methyl ester, (R)-
    • CL06316S38
    • (r)-methyl 3-hydroxybutyrate
    • METHYL 3R-HYDROXYBUTYRATE
    • (3R)-3-HYDROXYBUTANOIC ACID METHYL ESTER
    • (R)-(-)-Methyl 3-hydroxybutyrate
    • METHYL (-)-3-HYDROXYBUTANOATE
    • FEMA NO. 4450, (-)-
    • (-)-(3R)-3-HYDROXYBUTANOIC ACID METHYL ESTER
    • BUTYRIC ACID, 3-HYDROXY-, METHYL ESTER, D-(-)-
    • (R)-3-hydroxybutyric acid methyl ester
    • Methyl(R)-(-)-3-hydroxybutyrate
    • UNII-CL06316S38
    • (R)-(-)-3-Hydroxybutyric Acid Methyl Ester
    • Butanoic acid, 3-hydroxy-, methyl ester, (3R)-; Butanoic acid, 3-hydroxy-, methyl ester, (R)-; Butyric acid, 3-hydroxy-, methyl ester, D-(-)- (8CI); (-)-(3R)-3-Hydroxybutanoic acid methyl ester; (3R)-3-Hydroxybutanoic acid methyl ester; (R)-(-)-3-Hydroxy-
    • methyl 3(R)-hydroxybutyrate
    • Methyl(R)-3-hydroxybutyrate
    • methyl 3(R)-hydroxybutanoate
    • Methyl (-)-3-hydroxybutyrate
    • methyl 3-(R)-hydroxybutanoate
    • methyl (3R)-3-hydroxybutyrate
    • methyl (R)-3-hydroxy-butyrate
    • SCHEMBL2544991
    • methyl (R)-beta-hydroxybutyrate
    • (R)-3HB
    • Methyl (4R)-4-hydroxypentanoate
    • 3-hydroxy-butyric acid methyl ester
    • BCP15245
    • AC7720
    • BBL102284
    • STL556083
    • Methyl (R)-3-hydroxybutyrate, 99%
    • AKOS005137981
    • AKOS015920086
    • CS-W011223
    • GS-3453
    • HY-W010507
    • Methyl 3-hydroxybutanoate, (R)-(-)-
    • AC-25565
    • DB-009764
    • H0705
    • NS00083677
    • EN300-135784
    • (|R|)-(-)-3-Hydroxybutyric acid methyl ester
    • Q27275514
    • Methyl (R)-3-hydroxybutyrate, puriss., >=99.0% (sum of enantiomers, GC)
    • 223-610-0

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 345.97
    methanol 678.82
    isopropanol 294.54
    water 196.74
    ethyl acetate 62.74
    n-propanol 235.31
    acetone 235.43
    n-butanol 163.16
    acetonitrile 146.08
    DMF 832.5
    toluene 9.35
    isobutanol 161.27
    1,4-dioxane 170.33
    methyl acetate 101.63
    THF 267.56
    2-butanone 108.88
    n-pentanol 90.54
    sec-butanol 180.47
    n-hexane 5.28
    ethylene glycol 411.18
    NMP 451.71
    cyclohexane 3.49
    DMSO 493.83
    n-butyl acetate 25.69
    n-octanol 51.69
    chloroform 83.89
    n-propyl acetate 31.58
    acetic acid 465.36
    dichloromethane 75.49
    cyclohexanone 119.08
    propylene glycol 485.08
    isopropyl acetate 37.26
    DMAc 508.71
    2-ethoxyethanol 207.31
    isopentanol 102.13
    n-heptane 3.47
    ethyl formate 87.33
    1,2-dichloroethane 46.75
    n-hexanol 76.68
    2-methoxyethanol 509.31
    isobutyl acetate 22.61
    tetrachloromethane 13.51
    n-pentyl acetate 23.4
    transcutol 227.97
    n-heptanol 39.73
    ethylbenzene 9.96
    MIBK 51.51
    2-propoxyethanol 171.32
    tert-butanol 291.11
    MTBE 72.83
    2-butoxyethanol 81.77
    propionic acid 235.36
    o-xylene 15.26
    formic acid 360.79
    diethyl ether 45.14
    m-xylene 14.81
    p-xylene 13.76
    chlorobenzene 18.4
    dimethyl carbonate 49.56
    n-octane 1.92
    formamide 227.79
    cyclopentanone 192.65
    2-pentanone 83.27
    anisole 41.17
    cyclopentyl methyl ether 73.89
    gamma-butyrolactone 227.57
    1-methoxy-2-propanol 360.86
    pyridine 52.28
    3-pentanone 54.09
    furfural 197.48
    n-dodecane 2.35
    diethylene glycol 254.91
    diisopropyl ether 13.61
    tert-amyl alcohol 187.2
    acetylacetone 100.62
    n-hexadecane 2.49
    acetophenone 50.04
    methyl propionate 87.32
    isopentyl acetate 27.73
    trichloroethylene 89.64
    n-nonanol 41.31
    cyclohexanol 107.21
    benzyl alcohol 62.87
    2-ethylhexanol 34.86
    isooctanol 32.0
    dipropyl ether 20.87
    1,2-dichlorobenzene 26.61
    ethyl lactate 63.48
    propylene carbonate 110.62
    n-methylformamide 329.39
    2-pentanol 93.85
    n-pentane 4.98
    1-propoxy-2-propanol 99.85
    1-methoxy-2-propyl acetate 50.02
    2-(2-methoxypropoxy) propanol 98.71
    mesitylene 12.33
    ε-caprolactone 106.02
    p-cymene 11.57
    epichlorohydrin 159.35
    1,1,1-trichloroethane 43.66
    2-aminoethanol 442.8
    morpholine-4-carbaldehyde 343.79
    sulfolane 317.52
    2,2,4-trimethylpentane 4.93
    2-methyltetrahydrofuran 128.07
    n-hexyl acetate 50.47
    isooctane 3.75
    2-(2-butoxyethoxy)ethanol 112.15
    sec-butyl acetate 22.27
    tert-butyl acetate 46.76
    decalin 4.35
    glycerin 606.94
    diglyme 157.06
    acrylic acid 243.27
    isopropyl myristate 20.27
    n-butyric acid 174.42
    acetyl acetate 45.7
    di(2-ethylhexyl) phthalate 33.04
    ethyl propionate 38.3
    nitromethane 414.67
    1,2-diethoxyethane 31.8
    benzonitrile 48.02
    trioctyl phosphate 25.67
    1-bromopropane 24.32
    gamma-valerolactone 260.46
    n-decanol 30.09
    triethyl phosphate 23.44
    4-methyl-2-pentanol 50.2
    propionitrile 89.04
    vinylene carbonate 95.12
    1,1,2-trichlorotrifluoroethane 234.08
    DMS 41.84
    cumene 12.28
    2-octanol 28.62
    2-hexanone 43.8
    octyl acetate 29.94
    limonene 16.38
    1,2-dimethoxyethane 202.44
    ethyl orthosilicate 21.05
    tributyl phosphate 27.04
    diacetone alcohol 128.95
    N,N-dimethylaniline 43.52
    acrylonitrile 134.2
    aniline 42.63
    1,3-propanediol 360.63
    bromobenzene 12.45
    dibromomethane 40.41
    1,1,2,2-tetrachloroethane 89.26
    2-methyl-cyclohexyl acetate 30.99
    tetrabutyl urea 41.17
    diisobutyl methanol 21.87
    2-phenylethanol 48.57
    styrene 10.44
    dioctyl adipate 35.52
    dimethyl sulfate 117.73
    ethyl butyrate 25.3
    methyl lactate 148.99
    butyl lactate 44.28
    diethyl carbonate 20.45
    propanediol butyl ether 130.3
    triethyl orthoformate 21.85
    p-tert-butyltoluene 12.39
    methyl 4-tert-butylbenzoate 64.26
    morpholine 230.72
    tert-butylamine 111.77
    n-dodecanol 22.58
    dimethoxymethane 196.32
    ethylene carbonate 69.57
    cyrene 120.24
    2-ethoxyethyl acetate 33.66
    2-ethylhexyl acetate 20.27
    1,2,4-trichlorobenzene 37.12
    4-methylpyridine 62.94
    dibutyl ether 20.53
    2,6-dimethyl-4-heptanol 21.87
    DEF 138.42
    dimethyl isosorbide 117.29
    tetrachloroethylene 53.39
    eugenol 76.29
    triacetin 60.74
    span 80 87.29
    1,4-butanediol 154.85
    1,1-dichloroethane 51.95
    2-methyl-1-pentanol 67.86
    methyl formate 221.76
    2-methyl-1-butanol 109.92
    n-decane 3.53
    butyronitrile 78.28
    3,7-dimethyl-1-octanol 41.72
    1-chlorooctane 15.62
    1-chlorotetradecane 7.0
    n-nonane 3.3
    undecane 2.79
    tert-butylcyclohexane 5.54
    cyclooctane 1.85
    cyclopentanol 172.53
    tetrahydropyran 86.22
    tert-amyl methyl ether 59.0
    2,5,8-trioxanonane 132.57
    1-hexene 15.58
    2-isopropoxyethanol 108.16
    2,2,2-trifluoroethanol 175.54
    methyl butyrate 55.73

    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

Botanical

Name CAS Botanical Proportion
Pineapple pulp Ananas comosus (L.) Merr., fam. Bromeliaceae 0.07%
Soursop, fruit Annona muricata L., fam. Annonaceae 0.05%