2-((6-O-(beta-D-apiofuranosyl)beta-D-glucopyranosyl)oxy)-2-methylbutanenitrile

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  • Identifiers

    CAS number
    170033-25-7

    Molecular formula
    C16H27NO10

    SMILES
    CCC(C)(C#N)OC1[C@@H]([C@H]([C@@H]([C@H](O1)CO[C@H]2[C@@H]([C@](CO2)(CO)O)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 61.72%
    Sweet 42.95%
    Woody 25.17%
    Cooling 20.89%
    Milky 20.45%
    Vanilla 20.1%
    Mint 18.55%
    Dry 17.67%
    Savory 17.13%
    Creamy 16.8%

     

    Flavor
    Bitter 66.49%
    Odorless 42.05%
    Sweet-like 29.6%
    Sweet 29.04%
    Bland 27.3%
    Fatty 20.52%
    Very slight 20.23%
    Cedarleaf 20.22%
    Cauliflower 19.99%
    Bouillon 19.71%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -2.9

    pKa est.
    4.76 (weak acid)

    Molecular weight
    393.39 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2556°C

    Flash point

    • 248.49 ˚C est.

  • Synonyms

    • 170033-25-7
    • 2-((6-O-(beta-D-apiofuranosyl)beta-D-glucopyranosyl)oxy)-2-methylbutanenitrile
    • butanenitrile, 2-[(6-O-D-apio-beta-D-furanosyl-beta-D-glucopyranosyl)oxy]-2-methyl-
    • 170033-25-7

  • Applications

    Chemical name: 2-((6-O-(beta-D-apiofuranosyl)beta-D-glucopyranosyl)oxy)-2-methylbutanenitrile; CAS number: 170033-25-7 is primarily used as an intermediate and building block in synthetic chemistry for glycosylated nitrile compounds. In pharmaceutical and medicinal chemistry research, it can serve as a glycoside-containing scaffold for the development of glycosylated small molecules and conjugates. In cosmetics/personal care, it may be evaluated as a glycoside-containing intermediate that can influence solubility and formulation compatibility of complex molecules. In polymers and materials science, it can function as a functionalized glycosylated nitrile building block for glycopolymers or as a precursor for the preparation of glycosylated monomers and additives. In coatings and inks, it may be used as a hydrophilic glycosylated fragment or reactive intermediate to modify surface properties, and in general industrial manufacturing, it is used as a specialized starting material for synthetic routes involving glycosylation. These uses are subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 34.57
    methanol 163.82
    isopropanol 7.29
    water 293.32
    ethyl acetate 7.13
    n-propanol 10.07
    acetone 26.94
    n-butanol 7.68
    acetonitrile 10.89
    DMF 325.38
    toluene 1.29
    isobutanol 3.57
    1,4-dioxane 22.21
    methyl acetate 7.12
    THF 30.34
    2-butanone 8.42
    n-pentanol 4.07
    sec-butanol 4.02
    n-hexane 0.1
    ethylene glycol 149.15
    NMP 181.28
    cyclohexane 0.51
    DMSO 912.38
    n-butyl acetate 2.09
    n-octanol 3.26
    chloroform 4.59
    n-propyl acetate 2.98
    acetic acid 226.86
    dichloromethane 7.38
    cyclohexanone 17.37
    propylene glycol 59.01
    isopropyl acetate 4.2
    DMAc 162.12
    2-ethoxyethanol 61.45
    isopentanol 3.41
    n-heptane 0.37
    ethyl formate 14.82
    1,2-dichloroethane 4.98
    n-hexanol 2.74
    2-methoxyethanol 171.48
    isobutyl acetate 1.27
    tetrachloromethane 0.98
    n-pentyl acetate 3.47
    transcutol 65.25
    n-heptanol 4.0
    ethylbenzene 0.56
    MIBK 4.08
    2-propoxyethanol 28.73
    tert-butanol 4.18
    MTBE 1.38
    2-butoxyethanol 22.19
    propionic acid 24.91
    o-xylene 1.28
    formic acid 860.86
    diethyl ether 3.22
    m-xylene 1.05
    p-xylene 0.68
    chlorobenzene 1.12
    dimethyl carbonate 24.61
    n-octane 0.25
    formamide 632.26
    cyclopentanone 33.55
    2-pentanone 9.31
    anisole 2.76
    cyclopentyl methyl ether 7.43
    gamma-butyrolactone 53.82
    1-methoxy-2-propanol 68.49
    pyridine 11.99
    3-pentanone 5.84
    furfural 67.67
    n-dodecane 0.16
    diethylene glycol 82.0
    diisopropyl ether 0.75
    tert-amyl alcohol 3.24
    acetylacetone 29.99
    n-hexadecane 0.18
    acetophenone 6.58
    methyl propionate 12.37
    isopentyl acetate 1.72
    trichloroethylene 10.28
    n-nonanol 3.18
    cyclohexanol 5.67
    benzyl alcohol 7.42
    2-ethylhexanol 1.45
    isooctanol 2.51
    dipropyl ether 2.2
    1,2-dichlorobenzene 1.43
    ethyl lactate 11.75
    propylene carbonate 20.75
    n-methylformamide 162.4
    2-pentanol 2.99
    n-pentane 0.2
    1-propoxy-2-propanol 12.86
    1-methoxy-2-propyl acetate 9.54
    2-(2-methoxypropoxy) propanol 18.4
    mesitylene 0.73
    ε-caprolactone 18.18
    p-cymene 0.73
    epichlorohydrin 28.72
    1,1,1-trichloroethane 1.65
    2-aminoethanol 97.41
    morpholine-4-carbaldehyde 161.25
    sulfolane 167.14
    2,2,4-trimethylpentane 0.09
    2-methyltetrahydrofuran 7.71
    n-hexyl acetate 3.92
    isooctane 0.05
    2-(2-butoxyethoxy)ethanol 27.08
    sec-butyl acetate 1.6
    tert-butyl acetate 4.04
    decalin 0.14
    glycerin 207.51
    diglyme 52.31
    acrylic acid 57.77
    isopropyl myristate 1.54
    n-butyric acid 22.17
    acetyl acetate 9.98
    di(2-ethylhexyl) phthalate 3.71
    ethyl propionate 3.42
    nitromethane 227.71
    1,2-diethoxyethane 6.35
    benzonitrile 3.8
    trioctyl phosphate 2.83
    1-bromopropane 1.11
    gamma-valerolactone 98.42
    n-decanol 2.22
    triethyl phosphate 3.05
    4-methyl-2-pentanol 1.36
    propionitrile 3.43
    vinylene carbonate 25.07
    1,1,2-trichlorotrifluoroethane 90.41
    DMS 6.6
    cumene 0.43
    2-octanol 2.02
    2-hexanone 2.92
    octyl acetate 2.79
    limonene 1.24
    1,2-dimethoxyethane 33.82
    ethyl orthosilicate 2.32
    tributyl phosphate 2.32
    diacetone alcohol 16.47
    N,N-dimethylaniline 3.12
    acrylonitrile 10.27
    aniline 4.71
    1,3-propanediol 76.52
    bromobenzene 0.82
    dibromomethane 3.02
    1,1,2,2-tetrachloroethane 8.17
    2-methyl-cyclohexyl acetate 2.63
    tetrabutyl urea 4.93
    diisobutyl methanol 0.95
    2-phenylethanol 4.62
    styrene 0.64
    dioctyl adipate 3.99
    dimethyl sulfate 71.48
    ethyl butyrate 2.65
    methyl lactate 46.82
    butyl lactate 8.13
    diethyl carbonate 2.26
    propanediol butyl ether 27.95
    triethyl orthoformate 2.96
    p-tert-butyltoluene 0.76
    methyl 4-tert-butylbenzoate 10.58
    morpholine 35.6
    tert-butylamine 1.12
    n-dodecanol 1.56
    dimethoxymethane 75.82
    ethylene carbonate 15.45
    cyrene 43.76
    2-ethoxyethyl acetate 8.5
    2-ethylhexyl acetate 1.3
    1,2,4-trichlorobenzene 2.28
    4-methylpyridine 7.02
    dibutyl ether 1.53
    2,6-dimethyl-4-heptanol 0.95
    DEF 28.47
    dimethyl isosorbide 26.16
    tetrachloroethylene 6.81
    eugenol 13.41
    triacetin 12.96
    span 80 16.67
    1,4-butanediol 28.87
    1,1-dichloroethane 1.87
    2-methyl-1-pentanol 2.08
    methyl formate 114.84
    2-methyl-1-butanol 3.33
    n-decane 0.31
    butyronitrile 3.66
    3,7-dimethyl-1-octanol 1.86
    1-chlorooctane 0.87
    1-chlorotetradecane 0.38
    n-nonane 0.29
    undecane 0.21
    tert-butylcyclohexane 0.08
    cyclooctane 0.3
    cyclopentanol 8.24
    tetrahydropyran 6.59
    tert-amyl methyl ether 1.87
    2,5,8-trioxanonane 38.02
    1-hexene 0.29
    2-isopropoxyethanol 19.21
    2,2,2-trifluoroethanol 118.58
    methyl butyrate 5.24

    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