3-O-Methyl-D-fructose

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  • Identifiers

    CAS number
    36256-85-6

    Molecular formula
    C7H14O6

    SMILES
    COC(C(C(CO)O)O)C(=O)CO

  • Odor profile

    Fragrance
    Sweet 60.78%
    Odorless 47.43%
    Buttery 36.41%
    Caramellic 31.81%
    Fruity 28.17%
    Milky 23.41%
    Alcoholic 21.22%
    Creamy 20.92%
    Bitter 18.88%
    Mint 18.24%

     

    Flavor
    Odorless 64.26%
    Sweet 39.03%
    Sweet-like 30.62%
    Very mild 30.22%
    Bland 22.86%
    Very slight 21.17%
    Mild 19.83%
    Yeast 19.64%
    Caramellic 19.54%
    Acetoin 19.19%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -2.7

    pKa est.
    5.37 (weak acid)

    Molecular weight
    194.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    526°C

    Flash point

    • 196.46 ˚C est.

  • Synonyms

    • D-Fructose, 3-O-methyl-
    • 36256-85-6
    • 3-O-Methyl-D-fructose
    • 1,4,5,6-tetrahydroxy-3-methoxyhexan-2-one
    • 3-O-Methylhex-2-ulose
    • 3-O-Methylhex-2-ulose #
    • SCHEMBL21067357
    • DTXSID60957642
    • PD042568

  • Applications

    3-O-Methyl-D-fructose (CAS 36256-85-6) is primarily used as an intermediate and protecting-group sugar derivative in carbohydrate chemistry, serving as a building block for oligosaccharide synthesis and glycoconjugates. In pharmaceutical and biotech research, it is often employed as a glycosylation substrate or donor/acceptor in the construction of glycosylated drug candidates. It also finds utility in analytical and method development as a reference material for carbohydrate analyses and as a synthetic intermediate for preparing more complex fructose-derived compounds. Additionally, it can function as a starting point in asymmetric synthesis to access chiral sugar derivatives, and as a lab reagent in academic settings for protecting-group strategies and reaction screening.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 10.59
    methanol 116.0
    isopropanol 3.05
    water 1315.67
    ethyl acetate 0.94
    n-propanol 5.2
    acetone 1.3
    n-butanol 2.76
    acetonitrile 1.51
    DMF 263.05
    toluene 0.18
    isobutanol 2.25
    1,4-dioxane 8.3
    methyl acetate 1.1
    THF 4.26
    2-butanone 1.2
    n-pentanol 1.51
    sec-butanol 2.88
    n-hexane 0.08
    ethylene glycol 369.35
    NMP 209.76
    cyclohexane 0.49
    DMSO 844.66
    n-butyl acetate 0.65
    n-octanol 1.36
    chloroform 0.6
    n-propyl acetate 0.56
    acetic acid 24.86
    dichloromethane 1.27
    cyclohexanone 4.75
    propylene glycol 96.59
    isopropyl acetate 0.58
    DMAc 111.42
    2-ethoxyethanol 29.13
    isopentanol 1.73
    n-heptane 0.37
    ethyl formate 2.57
    1,2-dichloroethane 1.47
    n-hexanol 1.87
    2-methoxyethanol 106.18
    isobutyl acetate 0.3
    tetrachloromethane 0.39
    n-pentyl acetate 0.59
    transcutol 19.88
    n-heptanol 1.7
    ethylbenzene 0.26
    MIBK 0.7
    2-propoxyethanol 13.53
    tert-butanol 3.59
    MTBE 0.73
    2-butoxyethanol 7.58
    propionic acid 10.48
    o-xylene 0.6
    formic acid 657.05
    diethyl ether 0.59
    m-xylene 0.36
    p-xylene 0.31
    chlorobenzene 0.23
    dimethyl carbonate 4.32
    n-octane 0.15
    formamide 389.26
    cyclopentanone 5.1
    2-pentanone 0.83
    anisole 0.91
    cyclopentyl methyl ether 2.1
    gamma-butyrolactone 11.63
    1-methoxy-2-propanol 32.41
    pyridine 1.97
    3-pentanone 1.09
    furfural 23.79
    n-dodecane 0.1
    diethylene glycol 67.63
    diisopropyl ether 0.27
    tert-amyl alcohol 3.77
    acetylacetone 2.3
    n-hexadecane 0.11
    acetophenone 2.11
    methyl propionate 2.66
    isopentyl acetate 0.56
    trichloroethylene 1.49
    n-nonanol 1.23
    cyclohexanol 4.86
    benzyl alcohol 3.34
    2-ethylhexanol 1.17
    isooctanol 1.3
    dipropyl ether 0.94
    1,2-dichlorobenzene 0.61
    ethyl lactate 5.6
    propylene carbonate 4.87
    n-methylformamide 103.12
    2-pentanol 1.25
    n-pentane 0.13
    1-propoxy-2-propanol 6.65
    1-methoxy-2-propyl acetate 2.81
    2-(2-methoxypropoxy) propanol 8.31
    mesitylene 0.44
    ε-caprolactone 6.29
    p-cymene 0.61
    epichlorohydrin 5.67
    1,1,1-trichloroethane 0.27
    2-aminoethanol 158.82
    morpholine-4-carbaldehyde 116.84
    sulfolane 104.4
    2,2,4-trimethylpentane 0.14
    2-methyltetrahydrofuran 2.05
    n-hexyl acetate 0.92
    isooctane 0.07
    2-(2-butoxyethoxy)ethanol 10.62
    sec-butyl acetate 0.34
    tert-butyl acetate 0.86
    decalin 0.2
    glycerin 364.93
    diglyme 19.56
    acrylic acid 23.84
    isopropyl myristate 0.42
    n-butyric acid 4.98
    acetyl acetate 0.97
    di(2-ethylhexyl) phthalate 1.54
    ethyl propionate 0.8
    nitromethane 25.41
    1,2-diethoxyethane 1.28
    benzonitrile 1.27
    trioctyl phosphate 1.27
    1-bromopropane 0.31
    gamma-valerolactone 25.22
    n-decanol 0.92
    triethyl phosphate 1.66
    4-methyl-2-pentanol 0.81
    propionitrile 1.11
    vinylene carbonate 5.64
    1,1,2-trichlorotrifluoroethane 52.66
    DMS 1.86
    cumene 0.32
    2-octanol 0.85
    2-hexanone 0.56
    octyl acetate 0.65
    limonene 0.97
    1,2-dimethoxyethane 13.5
    ethyl orthosilicate 1.32
    tributyl phosphate 1.03
    diacetone alcohol 5.64
    N,N-dimethylaniline 2.04
    acrylonitrile 2.92
    aniline 1.21
    1,3-propanediol 65.73
    bromobenzene 0.17
    dibromomethane 0.64
    1,1,2,2-tetrachloroethane 2.16
    2-methyl-cyclohexyl acetate 1.17
    tetrabutyl urea 2.34
    diisobutyl methanol 0.91
    2-phenylethanol 2.5
    styrene 0.22
    dioctyl adipate 1.19
    dimethyl sulfate 26.32
    ethyl butyrate 0.85
    methyl lactate 22.96
    butyl lactate 2.65
    diethyl carbonate 0.75
    propanediol butyl ether 12.48
    triethyl orthoformate 1.19
    p-tert-butyltoluene 0.64
    methyl 4-tert-butylbenzoate 4.04
    morpholine 15.58
    tert-butylamine 1.25
    n-dodecanol 0.72
    dimethoxymethane 19.05
    ethylene carbonate 3.69
    cyrene 32.19
    2-ethoxyethyl acetate 1.22
    2-ethylhexyl acetate 0.49
    1,2,4-trichlorobenzene 0.9
    4-methylpyridine 1.24
    dibutyl ether 0.45
    2,6-dimethyl-4-heptanol 0.91
    DEF 11.31
    dimethyl isosorbide 14.38
    tetrachloroethylene 2.33
    eugenol 6.1
    triacetin 2.56
    span 80 8.08
    1,4-butanediol 26.63
    1,1-dichloroethane 0.27
    2-methyl-1-pentanol 1.25
    methyl formate 35.71
    2-methyl-1-butanol 2.08
    n-decane 0.15
    butyronitrile 0.79
    3,7-dimethyl-1-octanol 1.03
    1-chlorooctane 0.35
    1-chlorotetradecane 0.18
    n-nonane 0.16
    undecane 0.12
    tert-butylcyclohexane 0.12
    cyclooctane 0.29
    cyclopentanol 5.69
    tetrahydropyran 1.75
    tert-amyl methyl ether 1.18
    2,5,8-trioxanonane 17.59
    1-hexene 0.13
    2-isopropoxyethanol 8.16
    2,2,2-trifluoroethanol 42.43
    methyl butyrate 1.3

    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