(3R,4R)-3,4-Dihydroxy-3-methyloxolan-2-one

Overview IFRA Request a quote

  • Identifiers

    CAS number
    18465-71-9

    Molecular formula
    C5H8O4

    SMILES
    C[C@]1([C@@H](COC1=O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Caramellic 61.21%
    Sweet 56.05%
    Odorless 49.12%
    Burnt 34.79%
    Buttery 24.92%
    Creamy 22.22%
    Milky 21.0%
    Sharp 19.5%
    Vanilla 16.57%
    Woody 16.05%

     

    Flavor
    Sweet 75.84%
    Bitter 48.42%
    Caramel 41.86%
    Odorless 30.16%
    Bread 26.8%
    Candy 25.97%
    Maple 25.5%
    Creamy 25.13%
    Sugar 25.08%
    Sweet-like 24.92%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.2

    pKa est.
    6.23 (neutral)

    Molecular weight
    132.11 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    371°C

    Flash point

    • 135.93 ˚C est.

  • Synonyms

    • 18465-71-9
    • 2-C-Methyl-D-erythrono-1,4-lactone
    • (3R,4R)-3,4-Dihydroxy-3-methyloxolan-2-one
    • (3R,4R)-3,4-Dihydroxy-3-methyldihydrofuran-2(3H)-one
    • UHG7K52SWD
    • ( C)-Erythro-saccharinic acid lactone
    • (3R,4R)-Dihydro-3,4-dihydroxy-3-methyl-2(3H)-furanone
    • 2(3H)-Furanone, dihydro-3,4-dihydroxy-3-methyl-, (3R,4R)-
    • 3,4-Dihydroxy-3-methyloxolan-2-one, (3R,4R)-
    • UNII-UHG7K52SWD
    • 8Z2JX5Y7HG
    • 2(3H)-Furanone, dihydro-3,4-dihydroxy-3-methyl-, (3R-cis)-
    • orb1683776
    • SCHEMBL4653435
    • DTXSID30456056
    • HY-N1722
    • MFCD22665979
    • AKOS015999005
    • FS-9430
    • Erythronic acid,2-C-methyl-,-lactone,D-
    • DB-338294
    • CS-0017384
    • (3R,4R)-3,4-dihydroxy-3-methyl-tetrahydrofuran-2-one
    • 2(3H)-Furanone, dihydro-3,4-dihydroxy-3-methyl-, cis- (
    • rel-(3R,4R)-Dihydro-3,4-dihydroxy-3-methyl-2(3H)-furanone
    • 2(3H)-Furanone, dihydro-3,4-dihydroxy-3-methyl-, (3R,4R)-rel-
    • 167076-26-8
    • 18465-71-9

  • Applications

    (3R,4R)-3,4-Dihydroxy-3-methyloxolan-2-one (CAS 18465-71-9) is commonly used as a chiral building block and intermediate in pharmaceutical synthesis and fine chemicals; it provides a scaffold for asymmetric synthesis to access more complex molecules; in industry it may be used in fragrance and cosmetics as a polyol precursor or related derivative; it can also function as a precursor or monomer for certain polymer/plastics formulations under controlled conditions, with use subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 433.73
    methanol 898.18
    isopropanol 198.94
    water 1194.33
    ethyl acetate 52.51
    n-propanol 174.35
    acetone 126.46
    n-butanol 140.89
    acetonitrile 52.93
    DMF 717.86
    toluene 4.85
    isobutanol 100.26
    1,4-dioxane 151.37
    methyl acetate 53.78
    THF 156.98
    2-butanone 55.84
    n-pentanol 58.11
    sec-butanol 127.53
    n-hexane 1.68
    ethylene glycol 540.55
    NMP 196.57
    cyclohexane 4.76
    DMSO 703.84
    n-butyl acetate 5.67
    n-octanol 23.13
    chloroform 18.72
    n-propyl acetate 14.53
    acetic acid 510.01
    dichloromethane 26.59
    cyclohexanone 43.73
    propylene glycol 314.36
    isopropyl acetate 30.11
    DMAc 390.23
    2-ethoxyethanol 386.66
    isopentanol 103.31
    n-heptane 2.74
    ethyl formate 77.92
    1,2-dichloroethane 21.14
    n-hexanol 24.9
    2-methoxyethanol 1006.17
    isobutyl acetate 5.84
    tetrachloromethane 8.82
    n-pentyl acetate 11.29
    transcutol 308.88
    n-heptanol 28.32
    ethylbenzene 3.87
    MIBK 37.91
    2-propoxyethanol 110.38
    tert-butanol 216.58
    MTBE 54.69
    2-butoxyethanol 99.38
    propionic acid 112.8
    o-xylene 8.37
    formic acid 1901.09
    diethyl ether 49.24
    m-xylene 6.24
    p-xylene 5.02
    chlorobenzene 3.35
    dimethyl carbonate 58.5
    n-octane 1.89
    formamide 2290.67
    cyclopentanone 68.97
    2-pentanone 57.06
    anisole 21.62
    cyclopentyl methyl ether 42.74
    gamma-butyrolactone 96.84
    1-methoxy-2-propanol 452.98
    pyridine 33.07
    3-pentanone 30.83
    furfural 117.09
    n-dodecane 1.25
    diethylene glycol 255.1
    diisopropyl ether 13.41
    tert-amyl alcohol 161.22
    acetylacetone 85.74
    n-hexadecane 1.29
    acetophenone 22.56
    methyl propionate 56.51
    isopentyl acetate 6.83
    trichloroethylene 30.44
    n-nonanol 20.89
    cyclohexanol 58.58
    benzyl alcohol 35.54
    2-ethylhexanol 11.47
    isooctanol 21.49
    dipropyl ether 11.29
    1,2-dichlorobenzene 4.91
    ethyl lactate 32.79
    propylene carbonate 41.27
    n-methylformamide 517.84
    2-pentanol 76.39
    n-pentane 3.95
    1-propoxy-2-propanol 47.76
    1-methoxy-2-propyl acetate 21.9
    2-(2-methoxypropoxy) propanol 73.7
    mesitylene 6.09
    ε-caprolactone 46.82
    p-cymene 3.72
    epichlorohydrin 93.08
    1,1,1-trichloroethane 10.97
    2-aminoethanol 635.75
    morpholine-4-carbaldehyde 314.65
    sulfolane 153.17
    2,2,4-trimethylpentane 2.68
    2-methyltetrahydrofuran 71.66
    n-hexyl acetate 16.42
    isooctane 1.87
    2-(2-butoxyethoxy)ethanol 117.5
    sec-butyl acetate 10.74
    tert-butyl acetate 36.35
    decalin 1.7
    glycerin 648.42
    diglyme 223.86
    acrylic acid 133.81
    isopropyl myristate 6.72
    n-butyric acid 117.66
    acetyl acetate 33.38
    di(2-ethylhexyl) phthalate 10.61
    ethyl propionate 16.86
    nitromethane 495.72
    1,2-diethoxyethane 31.54
    benzonitrile 10.38
    trioctyl phosphate 8.55
    1-bromopropane 8.27
    gamma-valerolactone 175.62
    n-decanol 14.97
    triethyl phosphate 7.6
    4-methyl-2-pentanol 42.83
    propionitrile 22.2
    vinylene carbonate 35.24
    1,1,2-trichlorotrifluoroethane 166.45
    DMS 14.73
    cumene 4.09
    2-octanol 17.03
    2-hexanone 17.16
    octyl acetate 9.89
    limonene 5.69
    1,2-dimethoxyethane 234.19
    ethyl orthosilicate 7.88
    tributyl phosphate 7.13
    diacetone alcohol 126.54
    N,N-dimethylaniline 23.66
    acrylonitrile 35.35
    aniline 24.46
    1,3-propanediol 625.4
    bromobenzene 2.44
    dibromomethane 13.03
    1,1,2,2-tetrachloroethane 27.78
    2-methyl-cyclohexyl acetate 7.27
    tetrabutyl urea 13.85
    diisobutyl methanol 11.27
    2-phenylethanol 18.78
    styrene 4.0
    dioctyl adipate 10.69
    dimethyl sulfate 107.43
    ethyl butyrate 8.11
    methyl lactate 119.21
    butyl lactate 19.52
    diethyl carbonate 5.89
    propanediol butyl ether 93.77
    triethyl orthoformate 8.13
    p-tert-butyltoluene 4.1
    methyl 4-tert-butylbenzoate 35.11
    morpholine 220.91
    tert-butylamine 79.14
    n-dodecanol 10.79
    dimethoxymethane 311.12
    ethylene carbonate 28.47
    cyrene 84.69
    2-ethoxyethyl acetate 24.96
    2-ethylhexyl acetate 4.19
    1,2,4-trichlorobenzene 6.52
    4-methylpyridine 25.5
    dibutyl ether 10.72
    2,6-dimethyl-4-heptanol 11.27
    DEF 137.54
    dimethyl isosorbide 66.7
    tetrachloroethylene 29.81
    eugenol 44.14
    triacetin 25.75
    span 80 46.16
    1,4-butanediol 197.6
    1,1-dichloroethane 11.56
    2-methyl-1-pentanol 49.95
    methyl formate 306.7
    2-methyl-1-butanol 95.24
    n-decane 2.09
    butyronitrile 27.33
    3,7-dimethyl-1-octanol 19.08
    1-chlorooctane 4.88
    1-chlorotetradecane 2.27
    n-nonane 2.0
    undecane 1.56
    tert-butylcyclohexane 1.38
    cyclooctane 2.57
    cyclopentanol 79.91
    tetrahydropyran 52.18
    tert-amyl methyl ether 49.26
    2,5,8-trioxanonane 151.34
    1-hexene 4.27
    2-isopropoxyethanol 148.24
    2,2,2-trifluoroethanol 332.73
    methyl butyrate 26.46

    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