1-O-(2,6-Dimethylbenzoyl)-beta-D-glucopyranose

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  • Identifiers

    CAS number
    97400-73-2

    Molecular formula
    C15H20O7

    SMILES
    CC1=C(C(=CC=C1)C)C(=O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 57.28%
    Sweet 41.15%
    Vanilla 30.28%
    Powdery 23.79%
    Phenolic 21.77%
    Bitter 21.44%
    Milky 21.2%
    Balsamic 20.97%
    Creamy 20.44%
    Floral 19.62%

     

    Flavor
    Bitter 71.73%
    Odorless 36.17%
    Bland 29.18%
    Sweet-like 25.76%
    Mild 21.64%
    Very mild 20.65%
    Cedarleaf 20.43%
    Parsley 20.41%
    Leaves 19.82%
    Eugenol 19.78%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.4

    pKa est.
    5.46 (weak acid)

    Molecular weight
    312.31 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1310°C

    Flash point

    • 227.29 ˚C est.

  • Synonyms

    • DTXSID101263458
    • 1-O-(2,6-Dimethylbenzoyl)-beta-D-glucopyranose
    • I(2)-D-Glucopyranose, 1-(2,6-dimethylbenzoate)
    • 97400-73-2
    • 97400-73-2

  • Applications

    1-O-(2,6-Dimethylbenzoyl)-beta-D-glucopyranose (CAS 97400-73-2) is primarily used as a protecting group for the anomeric position of glucose in carbohydrate synthesis, enabling selective manipulation of the remaining hydroxyls; it also serves as a versatile building block and intermediate for the preparation of glycoside derivatives in pharmaceutical research and development; as a synthetic precursor in fine chemicals and industrial manufacturing, it supports access to sugar-containing intermediates and functionalized glycosides; in both academic and industrial laboratories it is employed as a reagent for route development and for introducing protected sugar units into complex synthetic sequences.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 13.32
    methanol 41.98
    isopropanol 5.15
    water 1.92
    ethyl acetate 2.38
    n-propanol 7.31
    acetone 4.65
    n-butanol 5.75
    acetonitrile 1.59
    DMF 56.77
    toluene 0.7
    isobutanol 3.04
    1,4-dioxane 9.19
    methyl acetate 2.75
    THF 18.44
    2-butanone 3.52
    n-pentanol 2.47
    sec-butanol 3.9
    n-hexane 0.14
    ethylene glycol 35.59
    NMP 60.78
    cyclohexane 0.42
    DMSO 221.81
    n-butyl acetate 1.49
    n-octanol 2.7
    chloroform 1.52
    n-propyl acetate 1.17
    acetic acid 54.21
    dichloromethane 1.74
    cyclohexanone 9.18
    propylene glycol 21.92
    isopropyl acetate 1.91
    DMAc 78.52
    2-ethoxyethanol 26.32
    isopentanol 4.51
    n-heptane 0.27
    ethyl formate 2.67
    1,2-dichloroethane 2.48
    n-hexanol 3.94
    2-methoxyethanol 78.11
    isobutyl acetate 0.7
    tetrachloromethane 0.48
    n-pentyl acetate 2.0
    transcutol 64.44
    n-heptanol 3.97
    ethylbenzene 0.51
    MIBK 3.49
    2-propoxyethanol 23.44
    tert-butanol 7.29
    MTBE 1.72
    2-butoxyethanol 14.24
    propionic acid 10.81
    o-xylene 1.1
    formic acid 124.24
    diethyl ether 2.09
    m-xylene 0.92
    p-xylene 0.57
    chlorobenzene 0.62
    dimethyl carbonate 7.71
    n-octane 0.17
    formamide 124.5
    cyclopentanone 13.33
    2-pentanone 3.68
    anisole 1.85
    cyclopentyl methyl ether 5.99
    gamma-butyrolactone 20.23
    1-methoxy-2-propanol 41.4
    pyridine 4.28
    3-pentanone 3.37
    furfural 17.83
    n-dodecane 0.13
    diethylene glycol 50.94
    diisopropyl ether 0.75
    tert-amyl alcohol 5.6
    acetylacetone 8.78
    n-hexadecane 0.14
    acetophenone 3.9
    methyl propionate 5.08
    isopentyl acetate 2.02
    trichloroethylene 4.33
    n-nonanol 2.93
    cyclohexanol 5.95
    benzyl alcohol 4.07
    2-ethylhexanol 2.11
    isooctanol 3.1
    dipropyl ether 1.96
    1,2-dichlorobenzene 1.09
    ethyl lactate 6.0
    propylene carbonate 6.61
    n-methylformamide 28.71
    2-pentanol 3.01
    n-pentane 0.21
    1-propoxy-2-propanol 12.28
    1-methoxy-2-propyl acetate 8.04
    2-(2-methoxypropoxy) propanol 16.39
    mesitylene 0.78
    ε-caprolactone 9.38
    p-cymene 0.88
    epichlorohydrin 14.54
    1,1,1-trichloroethane 0.92
    2-aminoethanol 35.52
    morpholine-4-carbaldehyde 49.4
    sulfolane 68.04
    2,2,4-trimethylpentane 0.17
    2-methyltetrahydrofuran 5.76
    n-hexyl acetate 3.06
    isooctane 0.11
    2-(2-butoxyethoxy)ethanol 23.56
    sec-butyl acetate 0.89
    tert-butyl acetate 4.03
    decalin 0.18
    glycerin 77.82
    diglyme 37.54
    acrylic acid 19.04
    isopropyl myristate 1.48
    n-butyric acid 8.85
    acetyl acetate 2.98
    di(2-ethylhexyl) phthalate 3.13
    ethyl propionate 1.64
    nitromethane 42.65
    1,2-diethoxyethane 5.32
    benzonitrile 1.48
    trioctyl phosphate 2.51
    1-bromopropane 0.83
    gamma-valerolactone 28.42
    n-decanol 2.15
    triethyl phosphate 3.02
    4-methyl-2-pentanol 2.38
    propionitrile 1.47
    vinylene carbonate 6.09
    1,1,2-trichlorotrifluoroethane 37.85
    DMS 5.07
    cumene 0.54
    2-octanol 2.04
    2-hexanone 1.59
    octyl acetate 2.19
    limonene 1.51
    1,2-dimethoxyethane 17.33
    ethyl orthosilicate 2.68
    tributyl phosphate 2.37
    diacetone alcohol 17.18
    N,N-dimethylaniline 2.58
    acrylonitrile 3.37
    aniline 3.04
    1,3-propanediol 39.47
    bromobenzene 0.47
    dibromomethane 1.07
    1,1,2,2-tetrachloroethane 4.61
    2-methyl-cyclohexyl acetate 2.95
    tetrabutyl urea 4.59
    diisobutyl methanol 1.76
    2-phenylethanol 5.06
    styrene 0.47
    dioctyl adipate 3.38
    dimethyl sulfate 25.39
    ethyl butyrate 1.87
    methyl lactate 20.98
    butyl lactate 5.45
    diethyl carbonate 1.55
    propanediol butyl ether 15.02
    triethyl orthoformate 2.73
    p-tert-butyltoluene 1.0
    methyl 4-tert-butylbenzoate 9.49
    morpholine 16.62
    tert-butylamine 2.32
    n-dodecanol 1.54
    dimethoxymethane 26.78
    ethylene carbonate 4.44
    cyrene 22.54
    2-ethoxyethyl acetate 4.99
    2-ethylhexyl acetate 1.35
    1,2,4-trichlorobenzene 1.9
    4-methylpyridine 2.32
    dibutyl ether 1.37
    2,6-dimethyl-4-heptanol 1.76
    DEF 10.57
    dimethyl isosorbide 26.39
    tetrachloroethylene 4.49
    eugenol 10.62
    triacetin 7.19
    span 80 12.88
    1,4-butanediol 10.93
    1,1-dichloroethane 0.69
    2-methyl-1-pentanol 2.58
    methyl formate 16.88
    2-methyl-1-butanol 3.97
    n-decane 0.23
    butyronitrile 1.12
    3,7-dimethyl-1-octanol 2.52
    1-chlorooctane 0.85
    1-chlorotetradecane 0.37
    n-nonane 0.19
    undecane 0.17
    tert-butylcyclohexane 0.13
    cyclooctane 0.24
    cyclopentanol 6.81
    tetrahydropyran 3.71
    tert-amyl methyl ether 2.72
    2,5,8-trioxanonane 31.32
    1-hexene 0.33
    2-isopropoxyethanol 10.64
    2,2,2-trifluoroethanol 26.91
    methyl butyrate 2.16

    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