Methyl beta-D-glucopyranoside

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  • Identifiers

    CAS number
    709-50-2

    Molecular formula
    C7H14O6

    SMILES
    CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 70.52%
    Sweet 37.94%
    Caramellic 27.14%
    Alcoholic 24.76%
    Woody 19.27%
    Milky 18.37%
    Malty 17.17%
    Cooling 16.75%
    Vanilla 16.65%
    Bitter 16.46%

     

    Flavor
    Sweet 83.11%
    Odorless 53.71%
    Bitter 48.25%
    Sweet-like 30.84%
    Alcoholic 25.22%
    Cauliflower 23.37%
    Very slight 23.23%
    Caramel 21.71%
    Vanilla 21.65%
    Soup 21.51%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -2.2

    pKa est.
    5.31 (weak acid)

    Molecular weight
    194.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    620°C

    Melting point expt.

    • 108 - 110 °C

    Flash point

    • 184.34 ˚C est.

  • Synonyms

    • Methyl beta-D-glucopyranoside
    • 709-50-2
    • Methyl beta-D-glucoside
    • beta-Methylglucoside
    • beta-Methyl-D-glucoside
    • O1-Methyl-Glucose
    • Methyl hexopyranoside
    • 1-O-Methyl-beta-D-glucopyranoside
    • Methyl-beta-D-glucopyranoside
    • beta-d-Methylglucopyranoside
    • MFCD00006602
    • Methyl b-D-glucopyranoside
    • beta-D-Glucopyranoside, methyl
    • Methyl |A-D-glucopyranoside
    • CHEBI:320055
    • (2R,3S,4S,5R,6R)-2-(Hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol
    • Methyl beta -D-glucopyranoside
    • Methyl mannoside
    • CHEMBL132186
    • C7H14O6
    • MGL
    • O1-Methyl-Mannose
    • Glucopyranoside, methyl, .beta.-D-
    • (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol
    • Beta-Methyl-D-Galactoside
    • Methyl .beta.-D-glucoside
    • Methyl ?-D-Glucopyranoside
    • Methyl .beta.-D-glucopyranoside
    • 1-O-Methyl-.beta.-D-glucopyranoside
    • 1-O-methyl-beta-D-glucopyranose
    • Me-ss-Glc
    • EINECS 211-909-9
    • methyl -d-glucoside
    • beta -methylglucoside
    • b-methyl-D-glucoside
    • Methyl b-D-glucoside
    • NSC 403457
    • 1-O-Methyl-glucoside
    • methyl -d-glucopyranoside
    • Methyl beta -D-glucoside
    • Methyl beta-d-glucopyranoside hemihydrate
    • alpha-Methyl-D -mannoside
    • b-D-Glucopyranoside,methyl
    • Epitope ID:149560
    • A-D-Glucopyranoside, methyl
    • METHYL-BETA-GALACTOSE
    • Methyl |_-D-glucopyranoside
    • beta -D-methylglucopyranoside
    • 2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol
    • .beta.-Methyl-(d)-glucoside
    • SCHEMBL166332
    • .beta.-d-Methylglucopyranoside
    • orb1706137
    • beta -D-glucopyranoside, methyl
    • methyl beta-(D)-glucopyranoside
    • Methyl-alpha-D -glucopyranoside
    • SCHEMBL11130610
    • DTXSID20883559
    • Glucopyranoside, methyl, beta -d-
    • 1-O-METHYL-ALPHA-D-MANNOSE
    • 1-O-Methyl-beta -D-glucopyranoside
    • AC8107
    • BDBM50454778
    • AKOS006343694
    • METHYL-beta-D-GALACTO-PYRANOSIDE
    • DB01642
    • MM03162
    • AC-33221
    • BS-49218
    • SY066776
    • HY-116284
    • CS-0064651
    • M0709
    • NS00069875
    • F835814
    • Methyl beta-D-glucopyranoside, >=99% (HPLC and GC)
    • Q27092822
    • (2R*,3S*,4S*,5R*,6R*)-2-Hydroxymethyl-6-methoxy-tetrahydro-pyran-3,4,5-triol
    • (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-methoxy-tetrahydropyran-3,4,5-triol
    • (2S,3R,4S,5S,6R)-6-(Hydroxymethyl)-2-methyltetrahydro-2H-pyran-2,3,4,5-tetraol
    • Methyl-beta-D-glucopyranoside hemihydrate, >=99.0% (sum of enantiomers, HPLC)
    • O1-METHYL-GLUCOSE; methyl beta-D-glucoside; methyl D-glucoside; methyl glucoside
    • 709-50-2

  • Applications

    Methyl beta-D-glucopyranoside is a protected glucose building block used in carbohydrate chemistry to enable glycosylation and to prepare glycoside and oligosaccharide derivatives; it serves as an intermediate in pharmaceutical development for glucose-containing compounds; it is a stable substrate for enzymatic assays of glycosidases; it functions as an analytical standard or reference substrate in carbohydrate analysis; and it acts as a starting material in polymer/glycopolymer research to introduce sugar moieties into materials.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 4.01
    methanol 45.08
    isopropanol 1.25
    water 836.92
    ethyl acetate 0.52
    n-propanol 1.43
    acetone 0.45
    n-butanol 1.09
    acetonitrile 0.63
    DMF 66.43
    toluene 0.14
    isobutanol 0.81
    1,4-dioxane 4.57
    methyl acetate 0.33
    THF 1.88
    2-butanone 0.37
    n-pentanol 0.84
    sec-butanol 1.03
    n-hexane 0.07
    ethylene glycol 117.66
    NMP 72.78
    cyclohexane 0.45
    DMSO 382.2
    n-butyl acetate 0.42
    n-octanol 0.98
    chloroform 0.45
    n-propyl acetate 0.28
    acetic acid 7.49
    dichloromethane 0.88
    cyclohexanone 2.21
    propylene glycol 26.42
    isopropyl acetate 0.37
    DMAc 35.75
    2-ethoxyethanol 13.68
    isopentanol 0.79
    n-heptane 0.37
    ethyl formate 0.85
    1,2-dichloroethane 0.82
    n-hexanol 1.03
    2-methoxyethanol 39.05
    isobutyl acetate 0.18
    tetrachloromethane 0.26
    n-pentyl acetate 0.46
    transcutol 13.2
    n-heptanol 1.3
    ethylbenzene 0.18
    MIBK 0.37
    2-propoxyethanol 7.41
    tert-butanol 1.27
    MTBE 0.32
    2-butoxyethanol 5.53
    propionic acid 2.63
    o-xylene 0.42
    formic acid 278.66
    diethyl ether 0.4
    m-xylene 0.28
    p-xylene 0.21
    chlorobenzene 0.17
    dimethyl carbonate 1.78
    n-octane 0.17
    formamide 144.87
    cyclopentanone 1.98
    2-pentanone 0.4
    anisole 0.45
    cyclopentyl methyl ether 1.23
    gamma-butyrolactone 4.2
    1-methoxy-2-propanol 13.72
    pyridine 1.09
    3-pentanone 0.54
    furfural 9.65
    n-dodecane 0.11
    diethylene glycol 34.5
    diisopropyl ether 0.2
    tert-amyl alcohol 1.24
    acetylacetone 1.15
    n-hexadecane 0.11
    acetophenone 1.02
    methyl propionate 1.15
    isopentyl acetate 0.36
    trichloroethylene 0.9
    n-nonanol 0.92
    cyclohexanol 2.43
    benzyl alcohol 1.78
    2-ethylhexanol 0.75
    isooctanol 0.97
    dipropyl ether 0.73
    1,2-dichlorobenzene 0.4
    ethyl lactate 2.51
    propylene carbonate 1.96
    n-methylformamide 24.42
    2-pentanol 0.63
    n-pentane 0.11
    1-propoxy-2-propanol 3.99
    1-methoxy-2-propyl acetate 1.65
    2-(2-methoxypropoxy) propanol 5.41
    mesitylene 0.35
    ε-caprolactone 2.95
    p-cymene 0.46
    epichlorohydrin 2.33
    1,1,1-trichloroethane 0.16
    2-aminoethanol 43.81
    morpholine-4-carbaldehyde 53.54
    sulfolane 42.82
    2,2,4-trimethylpentane 0.09
    2-methyltetrahydrofuran 0.97
    n-hexyl acetate 0.62
    isooctane 0.05
    2-(2-butoxyethoxy)ethanol 7.81
    sec-butyl acetate 0.2
    tert-butyl acetate 0.47
    decalin 0.16
    glycerin 131.27
    diglyme 13.3
    acrylic acid 6.54
    isopropyl myristate 0.3
    n-butyric acid 1.83
    acetyl acetate 0.58
    di(2-ethylhexyl) phthalate 1.03
    ethyl propionate 0.41
    nitromethane 7.71
    1,2-diethoxyethane 1.01
    benzonitrile 0.71
    trioctyl phosphate 0.85
    1-bromopropane 0.21
    gamma-valerolactone 11.46
    n-decanol 0.7
    triethyl phosphate 1.03
    4-methyl-2-pentanol 0.46
    propionitrile 0.4
    vinylene carbonate 2.44
    1,1,2-trichlorotrifluoroethane 22.78
    DMS 1.02
    cumene 0.22
    2-octanol 0.7
    2-hexanone 0.29
    octyl acetate 0.48
    limonene 0.69
    1,2-dimethoxyethane 6.17
    ethyl orthosilicate 0.89
    tributyl phosphate 0.66
    diacetone alcohol 2.44
    N,N-dimethylaniline 1.07
    acrylonitrile 1.07
    aniline 0.7
    1,3-propanediol 21.89
    bromobenzene 0.14
    dibromomethane 0.45
    1,1,2,2-tetrachloroethane 1.28
    2-methyl-cyclohexyl acetate 0.68
    tetrabutyl urea 1.48
    diisobutyl methanol 0.68
    2-phenylethanol 1.55
    styrene 0.15
    dioctyl adipate 0.74
    dimethyl sulfate 10.01
    ethyl butyrate 0.58
    methyl lactate 8.84
    butyl lactate 1.67
    diethyl carbonate 0.46
    propanediol butyl ether 7.7
    triethyl orthoformate 0.86
    p-tert-butyltoluene 0.46
    methyl 4-tert-butylbenzoate 2.65
    morpholine 7.01
    tert-butylamine 0.55
    n-dodecanol 0.55
    dimethoxymethane 7.56
    ethylene carbonate 1.67
    cyrene 16.11
    2-ethoxyethyl acetate 0.95
    2-ethylhexyl acetate 0.34
    1,2,4-trichlorobenzene 0.56
    4-methylpyridine 0.65
    dibutyl ether 0.37
    2,6-dimethyl-4-heptanol 0.68
    DEF 4.77
    dimethyl isosorbide 8.92
    tetrachloroethylene 1.42
    eugenol 3.98
    triacetin 1.76
    span 80 5.48
    1,4-butanediol 11.53
    1,1-dichloroethane 0.17
    2-methyl-1-pentanol 0.68
    methyl formate 8.59
    2-methyl-1-butanol 0.9
    n-decane 0.16
    butyronitrile 0.4
    3,7-dimethyl-1-octanol 0.68
    1-chlorooctane 0.29
    1-chlorotetradecane 0.16
    n-nonane 0.17
    undecane 0.13
    tert-butylcyclohexane 0.08
    cyclooctane 0.29
    cyclopentanol 2.34
    tetrahydropyran 1.04
    tert-amyl methyl ether 0.53
    2,5,8-trioxanonane 12.17
    1-hexene 0.09
    2-isopropoxyethanol 4.55
    2,2,2-trifluoroethanol 17.18
    methyl butyrate 0.58

    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