Glucose Pentaacetate

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  • Identifiers

    CAS number
    3891-59-6

    Molecular formula
    C16H22O11

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

  • Odor profile

    Fragrance
    Odorless 70.4%
    Winey 22.98%
    Clean 20.71%
    Alcoholic 19.83%
    Fruity 19.7%
    Ethereal 19.09%
    Sour 18.99%
    Creamy 18.81%
    Buttery 18.18%
    Milky 17.61%

     

    Flavor
    Fruity 56.93%
    Odorless 43.14%
    Bitter 40.67%
    Mild 37.63%
    Creamy 26.6%
    Very mild 26.23%
    Buttery 22.68%
    Bland 21.76%
    Sweet-like 21.23%
    Marshmallow 20.69%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.6

    pKa est.
    3.38 (weak acid)

    Molecular weight
    390.34 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    366°C

    Flash point

    • 202.12 ˚C est.

  • Synonyms

    • 3891-59-6
    • (2R,3R,4S,5R)-6-Oxohexane-1,2,3,4,5-pentayl pentaacetate
    • Glucose pentaacetate
    • D-Glucose, 2,3,4,5,6-pentaacetate
    • FEMA No. 2524
    • UNII-3040885R4N
    • Glucose 2,3,4,5,6-pentaacetate
    • EINECS 223-439-1
    • AI3-20769
    • Pentaacetylglucose
    • DTXSID70878056
    • D-Glucose,2,3,4,5,6-pentaacetate
    • 3040885R4N
    • MFCD09996912
    • D-Glucose 2,3,4,5,6-pentaacetate
    • d-Allose, pentaacetate (ester)
    • ((2R,3R,4S,5R,6S)-3,4,5,6-Tetrakis(acetyloxy)oxan-2-yl)methyl acetic acid
    • [(2R,3R,4S,5R,6S)-3,4,5,6-Tetrakis(acetyloxy)oxan-2-yl]methyl acetic acid
    • .alpha.-d-Glucose 2,3,4,5,6-pentaacetate
    • I2-d-glucose pentaacetate
    • SCHEMBL60713
    • b-D-Glucopyranose pentaacetate
    • (2R,3R,4S,5R)-1,2,4,5-tetrakis(acetyloxy)-6-oxohexan-3-yl acetate
    • FEMA 2524
    • b-D-Glucopyranose pentaacetic acid
    • DTXCID201016119
    • GLUCOSE PENTAACETATE [FHFI]
    • GLUCOSE PENTAACETATE [INCI]
    • [(2R,3R,4S,5R)-2,3,4,5-tetraacetyloxy-6-oxohexyl] acetate
    • beta-D-Glucopyranose pentaacetic acid
    • AKOS016010500
    • DS-4781
    • alpha-d-Glucose 2,3,4,5,6-pentaacetate
    • CS-0155026
    • NS00046285
    • (2R,3R,4S,5R)-6-Oxohexane-1,2,3,4,5-pentaylpentaacetate
    • 223-439-1

  • Applications

    Glucose pentaacetate (CAS 3891-59-6) is a fully acetylated glucose derivative, primarily used as a protecting-group intermediate in carbohydrate chemistry to temporarily mask all five hydroxyls and enable selective transformations. It also serves as a versatile precursor for additional sugar-derived compounds and glycosyl intermediates in pharmaceutical R&D. Additionally, it functions as a building block for carbohydrate-based polymers and other specialty chemicals, and is commonly evaluated as a starting material for the synthesis of more complex sugar derivatives in fine chemical development. Use and handling are subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 48.8
    methanol 96.98
    isopropanol 28.07
    water 8.39
    ethyl acetate 68.12
    n-propanol 29.1
    acetone 190.97
    n-butanol 15.86
    acetonitrile 86.31
    DMF 657.88
    toluene 7.48
    isobutanol 15.46
    1,4-dioxane 96.64
    methyl acetate 136.03
    THF 172.1
    2-butanone 94.42
    n-pentanol 10.94
    sec-butanol 19.15
    n-hexane 1.12
    ethylene glycol 33.49
    NMP 1029.5
    cyclohexane 1.06
    DMSO 1184.1
    n-butyl acetate 25.33
    n-octanol 4.01
    chloroform 75.68
    n-propyl acetate 43.6
    acetic acid 269.11
    dichloromethane 142.58
    cyclohexanone 105.18
    propylene glycol 29.21
    isopropyl acetate 29.97
    DMAc 1038.06
    2-ethoxyethanol 96.48
    isopentanol 10.23
    n-heptane 0.46
    ethyl formate 105.15
    1,2-dichloroethane 92.07
    n-hexanol 4.26
    2-methoxyethanol 203.64
    isobutyl acetate 15.61
    tetrachloromethane 8.57
    n-pentyl acetate 10.21
    transcutol 110.92
    n-heptanol 2.56
    ethylbenzene 6.61
    MIBK 17.66
    2-propoxyethanol 46.62
    tert-butanol 26.04
    MTBE 21.17
    2-butoxyethanol 21.71
    propionic acid 95.47
    o-xylene 7.97
    formic acid 306.62
    diethyl ether 23.38
    m-xylene 3.94
    p-xylene 10.2
    chlorobenzene 18.39
    dimethyl carbonate 103.12
    n-octane 0.25
    formamide 445.74
    cyclopentanone 199.87
    2-pentanone 47.9
    anisole 39.5
    cyclopentyl methyl ether 33.49
    gamma-butyrolactone 415.44
    1-methoxy-2-propanol 84.89
    pyridine 102.52
    3-pentanone 48.36
    furfural 425.82
    n-dodecane 0.28
    diethylene glycol 52.35
    diisopropyl ether 3.38
    tert-amyl alcohol 21.86
    acetylacetone 105.25
    n-hexadecane 0.31
    acetophenone 64.06
    methyl propionate 98.14
    isopentyl acetate 18.46
    trichloroethylene 161.59
    n-nonanol 4.06
    cyclohexanol 13.02
    benzyl alcohol 31.07
    2-ethylhexanol 3.45
    isooctanol 2.03
    dipropyl ether 11.63
    1,2-dichlorobenzene 27.27
    ethyl lactate 37.47
    propylene carbonate 167.86
    n-methylformamide 317.52
    2-pentanol 7.17
    n-pentane 0.78
    1-propoxy-2-propanol 26.46
    1-methoxy-2-propyl acetate 40.41
    2-(2-methoxypropoxy) propanol 51.25
    mesitylene 2.33
    ε-caprolactone 130.69
    p-cymene 3.06
    epichlorohydrin 270.42
    1,1,1-trichloroethane 44.4
    2-aminoethanol 45.47
    morpholine-4-carbaldehyde 537.88
    sulfolane 743.74
    2,2,4-trimethylpentane 0.5
    2-methyltetrahydrofuran 75.1
    n-hexyl acetate 14.78
    isooctane 0.16
    2-(2-butoxyethoxy)ethanol 40.73
    sec-butyl acetate 20.91
    tert-butyl acetate 26.29
    decalin 1.01
    glycerin 79.96
    diglyme 118.89
    acrylic acid 132.24
    isopropyl myristate 5.98
    n-butyric acid 63.31
    acetyl acetate 61.74
    di(2-ethylhexyl) phthalate 12.5
    ethyl propionate 54.96
    nitromethane 770.47
    1,2-diethoxyethane 27.21
    benzonitrile 31.17
    trioctyl phosphate 6.0
    1-bromopropane 22.54
    gamma-valerolactone 412.92
    n-decanol 2.95
    triethyl phosphate 32.36
    4-methyl-2-pentanol 3.2
    propionitrile 36.75
    vinylene carbonate 169.02
    1,1,2-trichlorotrifluoroethane 254.44
    DMS 45.5
    cumene 4.49
    2-octanol 1.75
    2-hexanone 31.67
    octyl acetate 8.58
    limonene 4.29
    1,2-dimethoxyethane 216.02
    ethyl orthosilicate 23.64
    tributyl phosphate 12.53
    diacetone alcohol 40.17
    N,N-dimethylaniline 35.75
    acrylonitrile 79.1
    aniline 25.84
    1,3-propanediol 51.09
    bromobenzene 14.56
    dibromomethane 59.57
    1,1,2,2-tetrachloroethane 114.59
    2-methyl-cyclohexyl acetate 21.84
    tetrabutyl urea 22.45
    diisobutyl methanol 2.19
    2-phenylethanol 11.47
    styrene 9.08
    dioctyl adipate 18.27
    dimethyl sulfate 344.27
    ethyl butyrate 31.95
    methyl lactate 83.09
    butyl lactate 14.82
    diethyl carbonate 31.29
    propanediol butyl ether 19.45
    triethyl orthoformate 26.94
    p-tert-butyltoluene 2.65
    methyl 4-tert-butylbenzoate 34.62
    morpholine 130.55
    tert-butylamine 10.07
    n-dodecanol 2.23
    dimethoxymethane 184.98
    ethylene carbonate 114.18
    cyrene 89.45
    2-ethoxyethyl acetate 27.06
    2-ethylhexyl acetate 14.92
    1,2,4-trichlorobenzene 45.31
    4-methylpyridine 96.86
    dibutyl ether 8.02
    2,6-dimethyl-4-heptanol 2.19
    DEF 139.24
    dimethyl isosorbide 96.88
    tetrachloroethylene 64.78
    eugenol 27.96
    triacetin 44.4
    span 80 21.1
    1,4-butanediol 20.36
    1,1-dichloroethane 48.87
    2-methyl-1-pentanol 9.25
    methyl formate 310.31
    2-methyl-1-butanol 12.56
    n-decane 0.47
    butyronitrile 23.42
    3,7-dimethyl-1-octanol 3.89
    1-chlorooctane 2.49
    1-chlorotetradecane 1.14
    n-nonane 0.4
    undecane 0.35
    tert-butylcyclohexane 0.7
    cyclooctane 0.29
    cyclopentanol 25.53
    tetrahydropyran 40.19
    tert-amyl methyl ether 18.87
    2,5,8-trioxanonane 87.57
    1-hexene 4.27
    2-isopropoxyethanol 43.16
    2,2,2-trifluoroethanol 173.87
    methyl butyrate 74.3

    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