diethyl (2R,3S)-2,3-dimethoxybutanedioate

  • Identifiers

    Molecular formula
    C10H18O6

    SMILES
    CCOC(=O)[C@@H]([C@@H](C(=O)OCC)OC)OC

  • Odor profile

    Fragrance
    Fruity 89.66%
    Caramellic 41.33%
    Buttery 37.66%
    Winey 37.33%
    Sweet 33.9%
    Tropical 31.48%
    Apple 30.55%
    Pineapple 28.52%
    Ethereal 26.85%
    Fatty 24.9%

     

    Flavor
    Fruity 57.29%
    Bitter 43.87%
    Mild 36.67%
    Odorless 32.17%
    Creamy 29.87%
    Waxy 28.32%
    Wine 28.0%
    Fatty 25.91%
    Grape 23.35%
    Bland 22.71%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.6

    pKa est.
    5.09 (weak acid)

    Molecular weight
    234.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    259°C

    Flash point

    • 105.43 ˚C est.

  • Applications

    Diethyl (2R,3S)-2,3-dimethoxybutanedioate is primarily used as an organic synthesis intermediate and a protected diacid derivative. It is commonly evaluated as a chiral building block for the preparation of advanced pharmaceuticals and fine chemicals, leveraging its diester functionality for selective transformations and its 2,3-dimethoxy substituents as temporary protecting groups. In polymer and materials chemistry, it can serve as a precursor to specialty monomers or as a scaffold for developing asymmetric catalysts and ligands in research settings. It may also appear as a starting material in method development for esterification, acetal formation, or cross-coupling workflows, and as a diester handle in process chemistry to facilitate purification and isolation of intermediates.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 136.54
    methanol 239.03
    isopropanol 87.44
    water 6.94
    ethyl acetate 193.04
    n-propanol 105.43
    acetone 264.76
    n-butanol 85.8
    acetonitrile 219.81
    DMF 517.58
    toluene 91.78
    isobutanol 79.14
    1,4-dioxane 363.29
    methyl acetate 234.7
    THF 362.03
    2-butanone 174.24
    n-pentanol 69.53
    sec-butanol 93.44
    n-hexane 9.83
    ethylene glycol 119.21
    NMP 824.64
    cyclohexane 57.2
    DMSO 621.9
    n-butyl acetate 120.02
    n-octanol 34.0
    chloroform 1008.27
    n-propyl acetate 105.29
    acetic acid 588.38
    dichloromethane 1096.32
    cyclohexanone 424.11
    propylene glycol 74.53
    isopropyl acetate 90.49
    DMAc 520.45
    2-ethoxyethanol 177.7
    isopentanol 67.79
    n-heptane 8.3
    ethyl formate 238.11
    1,2-dichloroethane 631.39
    n-hexanol 65.29
    2-methoxyethanol 315.96
    isobutyl acetate 56.53
    tetrachloromethane 197.58
    n-pentyl acetate 78.1
    transcutol 177.44
    n-heptanol 36.07
    ethylbenzene 59.63
    MIBK 56.98
    2-propoxyethanol 154.23
    tert-butanol 111.11
    MTBE 75.28
    2-butoxyethanol 90.18
    propionic acid 252.4
    o-xylene 93.36
    formic acid 398.85
    diethyl ether 83.86
    m-xylene 54.32
    p-xylene 90.1
    chlorobenzene 279.66
    dimethyl carbonate 123.37
    n-octane 4.71
    formamide 535.64
    cyclopentanone 430.1
    2-pentanone 106.07
    anisole 109.48
    cyclopentyl methyl ether 143.56
    gamma-butyrolactone 700.51
    1-methoxy-2-propanol 150.05
    pyridine 471.49
    3-pentanone 121.57
    furfural 783.97
    n-dodecane 3.84
    diethylene glycol 188.94
    diisopropyl ether 21.08
    tert-amyl alcohol 114.98
    acetylacetone 196.46
    n-hexadecane 4.51
    acetophenone 160.39
    methyl propionate 182.15
    isopentyl acetate 103.61
    trichloroethylene 1162.76
    n-nonanol 31.51
    cyclohexanol 186.07
    benzyl alcohol 158.85
    2-ethylhexanol 48.52
    isooctanol 30.13
    dipropyl ether 41.05
    1,2-dichlorobenzene 286.87
    ethyl lactate 85.78
    propylene carbonate 410.77
    n-methylformamide 349.29
    2-pentanol 49.14
    n-pentane 10.98
    1-propoxy-2-propanol 89.62
    1-methoxy-2-propyl acetate 110.23
    2-(2-methoxypropoxy) propanol 77.27
    mesitylene 37.69
    ε-caprolactone 394.26
    p-cymene 46.41
    epichlorohydrin 602.35
    1,1,1-trichloroethane 461.72
    2-aminoethanol 127.65
    morpholine-4-carbaldehyde 474.5
    sulfolane 873.64
    2,2,4-trimethylpentane 9.55
    2-methyltetrahydrofuran 266.93
    n-hexyl acetate 86.48
    isooctane 3.91
    2-(2-butoxyethoxy)ethanol 90.61
    sec-butyl acetate 61.6
    tert-butyl acetate 86.13
    decalin 21.89
    glycerin 160.84
    diglyme 198.27
    acrylic acid 331.93
    isopropyl myristate 30.07
    n-butyric acid 250.98
    acetyl acetate 194.99
    di(2-ethylhexyl) phthalate 53.2
    ethyl propionate 104.38
    nitromethane 735.54
    1,2-diethoxyethane 74.75
    benzonitrile 230.1
    trioctyl phosphate 36.67
    1-bromopropane 175.94
    gamma-valerolactone 554.23
    n-decanol 22.8
    triethyl phosphate 83.06
    4-methyl-2-pentanol 27.99
    propionitrile 148.6
    vinylene carbonate 430.56
    1,1,2-trichlorotrifluoroethane 647.09
    DMS 135.5
    cumene 41.9
    2-octanol 26.72
    2-hexanone 76.77
    octyl acetate 43.96
    limonene 65.75
    1,2-dimethoxyethane 262.87
    ethyl orthosilicate 69.05
    tributyl phosphate 45.59
    diacetone alcohol 113.75
    N,N-dimethylaniline 88.69
    acrylonitrile 252.88
    aniline 176.81
    1,3-propanediol 160.81
    bromobenzene 263.11
    dibromomethane 609.03
    1,1,2,2-tetrachloroethane 965.76
    2-methyl-cyclohexyl acetate 95.61
    tetrabutyl urea 65.47
    diisobutyl methanol 27.87
    2-phenylethanol 119.24
    styrene 82.83
    dioctyl adipate 61.03
    dimethyl sulfate 263.14
    ethyl butyrate 95.46
    methyl lactate 137.95
    butyl lactate 70.36
    diethyl carbonate 91.09
    propanediol butyl ether 74.27
    triethyl orthoformate 77.04
    p-tert-butyltoluene 41.38
    methyl 4-tert-butylbenzoate 108.42
    morpholine 378.46
    tert-butylamine 65.96
    n-dodecanol 17.59
    dimethoxymethane 187.27
    ethylene carbonate 343.78
    cyrene 167.84
    2-ethoxyethyl acetate 98.48
    2-ethylhexyl acetate 90.82
    1,2,4-trichlorobenzene 355.73
    4-methylpyridine 320.71
    dibutyl ether 33.91
    2,6-dimethyl-4-heptanol 27.87
    DEF 212.16
    dimethyl isosorbide 177.31
    tetrachloroethylene 783.95
    eugenol 107.6
    triacetin 107.95
    span 80 72.02
    1,4-butanediol 85.11
    1,1-dichloroethane 393.45
    2-methyl-1-pentanol 67.14
    methyl formate 358.16
    2-methyl-1-butanol 77.92
    n-decane 6.27
    butyronitrile 131.53
    3,7-dimethyl-1-octanol 34.68
    1-chlorooctane 31.44
    1-chlorotetradecane 13.42
    n-nonane 5.94
    undecane 4.76
    tert-butylcyclohexane 12.42
    cyclooctane 13.93
    cyclopentanol 203.3
    tetrahydropyran 249.75
    tert-amyl methyl ether 72.57
    2,5,8-trioxanonane 134.58
    1-hexene 31.52
    2-isopropoxyethanol 103.91
    2,2,2-trifluoroethanol 351.92
    methyl butyrate 157.22

    Scent© AI

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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