1-O-(dihydroxymethylsilyl)-beta-D-mannopyranuronic acid

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  • Identifiers

    CAS number
    102397-69-3

    Molecular formula
    C7H14O9Si

    SMILES
    C[Si](O)(O)O[C@H]1[C@H]([C@H]([C@@H]([C@H](O1)C(=O)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 73.64%
    Sweet 32.08%
    Clean 19.1%
    Savory 17.46%
    Milky 17.41%
    Bitter 17.34%
    Alcoholic 16.05%
    Cooling 15.4%
    Sharp 14.65%
    Creamy 14.62%

     

    Flavor
    Odorless 64.79%
    Sweet 39.97%
    Bitter 38.59%
    Sweet-like 29.01%
    Very mild 25.72%
    Mild 24.01%
    Bland 23.21%
    Very slight 22.16%
    Yeast 21.18%
    Cauliflower 20.37%

     

    Odor impact est.
    Odorless

  • Properties

    pKa est.
    5.93 (weak acid)

    Molecular weight
    270.27 g/mol

    Flash point

    • 225.82 ˚C est.

  • Synonyms

    • 1-O-(Dihydroxymethylsilyl)-beta-D-mannopyranuronic acid
    • 102397-69-3
    • UNII-Q9HR0J0H4B
    • EINECS 310-104-0
    • Q9HR0J0H4B
    • 1-O-(DIHYDROXYMETHYLSILYL)-.BETA.-D-MANNOPYRANURONIC ACID
    • .BETA.-D-MANNOPYRANURONIC ACID, 1-O-(DIHYDROXYMETHYLSILYL)-
    • RefChem:76662
    • BETA-D-MANNOPYRANURONIC ACID, 1-O-(DIHYDROXYMETHYLSILYL)-
    • 310-104-0
    • (2S,3S,4S,5S,6S)-6-[dihydroxy(methyl)silyl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
    • WMGVTFWUDZXSKP-QBCMYANTSA-N
    • NS00065456
    • Q27287151
    • (2S,3S,4S,5S,6S)-6-((Dihydroxy(methyl)silyl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid
    • 102397-69-3

  • Applications

    1-O-(dihydroxymethylsilyl)-beta-D-mannopyranuronic acid (CAS 102397-69-3) is mainly used as a protected sugar building block in carbohydrate synthesis, enabling selective glycosylation and oligosaccharide assembly; it serves as an intermediate in pharmaceutical and biotech chemistry for glycosylated compounds; it can be incorporated into carbohydrate-containing polymers and hydrogels as a functional monomer or crosslinkable unit; the silane group supports surface modification and coupling in coatings, adhesives, and electronic material processing; and it functions as a research reagent in glycomics and analytical carbohydrate studies.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 5.1
    methanol 20.18
    isopropanol 1.83
    water 268.66
    ethyl acetate 0.22
    n-propanol 2.1
    acetone 1.47
    n-butanol 1.33
    acetonitrile 0.26
    DMF 34.62
    toluene 0.18
    isobutanol 0.82
    1,4-dioxane 1.6
    methyl acetate 0.23
    THF 3.91
    2-butanone 0.47
    n-pentanol 0.72
    sec-butanol 1.05
    n-hexane 0.16
    ethylene glycol 48.33
    NMP 31.71
    cyclohexane 0.54
    DMSO 152.29
    n-butyl acetate 0.27
    n-octanol 0.61
    chloroform 0.07
    n-propyl acetate 0.17
    acetic acid 6.75
    dichloromethane 0.13
    cyclohexanone 1.37
    propylene glycol 16.44
    isopropyl acetate 0.2
    DMAc 15.05
    2-ethoxyethanol 8.59
    isopentanol 0.78
    n-heptane 0.45
    ethyl formate 0.87
    1,2-dichloroethane 0.21
    n-hexanol 1.29
    2-methoxyethanol 30.72
    isobutyl acetate 0.05
    tetrachloromethane 0.14
    n-pentyl acetate 0.23
    transcutol 4.4
    n-heptanol 1.06
    ethylbenzene 0.12
    MIBK 0.42
    2-propoxyethanol 7.21
    tert-butanol 2.04
    MTBE 0.23
    2-butoxyethanol 3.57
    propionic acid 1.64
    o-xylene 0.33
    formic acid 102.92
    diethyl ether 0.43
    m-xylene 0.2
    p-xylene 0.11
    chlorobenzene 0.04
    dimethyl carbonate 1.07
    n-octane 0.14
    formamide 77.92
    cyclopentanone 2.73
    2-pentanone 0.64
    anisole 0.2
    cyclopentyl methyl ether 1.71
    gamma-butyrolactone 3.02
    1-methoxy-2-propanol 13.26
    pyridine 0.68
    3-pentanone 0.46
    furfural 4.41
    n-dodecane 0.06
    diethylene glycol 22.76
    diisopropyl ether 0.17
    tert-amyl alcohol 1.41
    acetylacetone 1.14
    n-hexadecane 0.06
    acetophenone 0.41
    methyl propionate 0.6
    isopentyl acetate 0.19
    trichloroethylene 0.16
    n-nonanol 0.6
    cyclohexanol 1.68
    benzyl alcohol 0.58
    2-ethylhexanol 0.54
    isooctanol 0.52
    dipropyl ether 0.78
    1,2-dichlorobenzene 0.06
    ethyl lactate 1.09
    propylene carbonate 0.9
    n-methylformamide 16.62
    2-pentanol 0.84
    n-pentane 0.23
    1-propoxy-2-propanol 3.67
    1-methoxy-2-propyl acetate 0.9
    2-(2-methoxypropoxy) propanol 2.11
    mesitylene 0.22
    ε-caprolactone 1.08
    p-cymene 0.23
    epichlorohydrin 1.2
    1,1,1-trichloroethane 0.05
    2-aminoethanol 27.97
    morpholine-4-carbaldehyde 15.83
    sulfolane 20.14
    2,2,4-trimethylpentane 0.06
    2-methyltetrahydrofuran 0.97
    n-hexyl acetate 0.29
    isooctane 0.04
    2-(2-butoxyethoxy)ethanol 3.25
    sec-butyl acetate 0.09
    tert-butyl acetate 0.36
    decalin 0.1
    glycerin 71.4
    diglyme 5.85
    acrylic acid 3.21
    isopropyl myristate 0.14
    n-butyric acid 1.3
    acetyl acetate 0.19
    di(2-ethylhexyl) phthalate 0.27
    ethyl propionate 0.24
    nitromethane 5.6
    1,2-diethoxyethane 0.41
    benzonitrile 0.14
    trioctyl phosphate 0.35
    1-bromopropane 0.09
    gamma-valerolactone 6.12
    n-decanol 0.44
    triethyl phosphate 0.38
    4-methyl-2-pentanol 0.44
    propionitrile 0.19
    vinylene carbonate 0.75
    1,1,2-trichlorotrifluoroethane 7.06
    DMS 0.29
    cumene 0.1
    2-octanol 0.46
    2-hexanone 0.25
    octyl acetate 0.23
    limonene 0.38
    1,2-dimethoxyethane 4.94
    ethyl orthosilicate 0.35
    tributyl phosphate 0.24
    diacetone alcohol 2.76
    N,N-dimethylaniline 0.56
    acrylonitrile 0.43
    aniline 0.54
    1,3-propanediol 16.31
    bromobenzene 0.03
    dibromomethane 0.09
    1,1,2,2-tetrachloroethane 0.26
    2-methyl-cyclohexyl acetate 0.3
    tetrabutyl urea 0.72
    diisobutyl methanol 0.41
    2-phenylethanol 0.7
    styrene 0.08
    dioctyl adipate 0.23
    dimethyl sulfate 4.4
    ethyl butyrate 0.32
    methyl lactate 4.47
    butyl lactate 0.82
    diethyl carbonate 0.2
    propanediol butyl ether 3.65
    triethyl orthoformate 0.41
    p-tert-butyltoluene 0.25
    methyl 4-tert-butylbenzoate 1.17
    morpholine 3.21
    tert-butylamine 0.83
    n-dodecanol 0.32
    dimethoxymethane 8.73
    ethylene carbonate 0.57
    cyrene 5.07
    2-ethoxyethyl acetate 0.35
    2-ethylhexyl acetate 0.15
    1,2,4-trichlorobenzene 0.09
    4-methylpyridine 0.42
    dibutyl ether 0.2
    2,6-dimethyl-4-heptanol 0.41
    DEF 2.7
    dimethyl isosorbide 3.91
    tetrachloroethylene 0.42
    eugenol 1.52
    triacetin 0.48
    span 80 1.84
    1,4-butanediol 5.33
    1,1-dichloroethane 0.05
    2-methyl-1-pentanol 0.4
    methyl formate 8.22
    2-methyl-1-butanol 0.74
    n-decane 0.11
    butyronitrile 0.19
    3,7-dimethyl-1-octanol 0.31
    1-chlorooctane 0.14
    1-chlorotetradecane 0.07
    n-nonane 0.12
    undecane 0.08
    tert-butylcyclohexane 0.05
    cyclooctane 0.34
    cyclopentanol 2.52
    tetrahydropyran 0.75
    tert-amyl methyl ether 0.4
    2,5,8-trioxanonane 4.57
    1-hexene 0.15
    2-isopropoxyethanol 2.26
    2,2,2-trifluoroethanol 6.45
    methyl butyrate 0.36

    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