Methylsilatrane

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  • Identifiers

    CAS number
    2288-13-3

    Molecular formula
    C7H15NO3Si

    SMILES
    C[Si]12OCCN(CCO1)CCO2

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 47.38%
    Odorless 33.19%
    Nutty 23.06%
    Animal 22.48%
    Fishy 22.28%
    Oily 19.72%
    Creamy 18.23%
    Green 18.01%
    Ethereal 16.66%
    Buttery 16.6%

     

    Flavor
    Bitter 33.59%
    Roasted 32.33%
    Vegetable 30.35%
    Fatty 27.31%
    Sweet 24.79%
    Alkaline 23.38%
    Cauliflower 22.78%
    Bouillon 22.31%
    Cereal 21.86%
    Earthy 21.71%

     

    Odor impact est.
    Low

  • Properties

    pKa est.
    8.43 (weak base)

    Molecular weight
    189.28 g/mol

    Melting point expt.

    • 306 °F (NTP, 1992)

    Boiling point

    • 345 °F at 31 mmHg (NTP, 1992)

    Flash point

    • 67.09 ˚C est.
    • greater than 305.6 °F (NTP, 1992)

    Solubility expt.

    • less than 1 mg/mL at 68.9 °F (NTP, 1992)

  • Synonyms

    • Methylsilatrane
    • 2288-13-3
    • 1-Methylsilatrane
    • Methylsilatran
    • 1-methyl-2,8,9-trioxa-5-aza-1-silabicyclo[3.3.3]undecane
    • Methylsilatran [German]
    • UNII-98BUR3AW0M
    • 2,8,9-Trioxa-5-aza-1-silabicyclo[3.3.3]undecane, 1-methyl-
    • EINECS 218-928-1
    • 98BUR3AW0M
    • 1-Methyl-2,8,9-trioxa-5-aza-1-silabicyclo(3.3.3)undecane
    • 2,8,9-TRIOXA-5-AZA-1-SILABICYCLO(3.3.3)UNDECANE, 1-METHYL-
    • DTXSID4025660
    • 1-Methyl-2,8,9-trioxo-5-aza-1-silabicyclo(3.3.3)undecane
    • 5-methyl-4,6,11-trioxa-1-aza-5-silabicyclo[3.3.3]undecane
    • SCHEMBL358346
    • DTXCID505660
    • AKOS006228367
    • NS00048562
    • Q27272112
    • 1-Methyl-2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undecane

  • Applications

    Methylsilatrane (CAS 2288-13-3) is primarily used as an organosilicon building block and reactive intermediate in silatrane chemistry. In practice, it is evaluated as a precursor for silatrane-derived polymers and crosslinking agents used in coatings and adhesives. It can act as a ligand or catalyst-support in polymerization and other organosilicon transformations. Its use is mainly in the development of specialty materials for silicone-containing systems, with potential applications in coatings/inks, adhesives, polymers/plastics, and electronic materials, subject to formulation constraints and local regulatory requirements.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 50.47
    methanol 127.58
    isopropanol 21.72
    water 159.3
    ethyl acetate 18.7
    n-propanol 33.97
    acetone 15.56
    n-butanol 24.64
    acetonitrile 19.0
    DMF 58.9
    toluene 7.71
    isobutanol 18.15
    1,4-dioxane 42.06
    methyl acetate 18.78
    THF 56.25
    2-butanone 15.54
    n-pentanol 15.61
    sec-butanol 20.33
    n-hexane 1.42
    ethylene glycol 51.88
    NMP 103.11
    cyclohexane 5.13
    DMSO 101.46
    n-butyl acetate 19.62
    n-octanol 13.15
    chloroform 79.19
    n-propyl acetate 12.95
    acetic acid 89.98
    dichloromethane 77.8
    cyclohexanone 39.2
    propylene glycol 28.06
    isopropyl acetate 11.22
    DMAc 59.9
    2-ethoxyethanol 52.22
    isopentanol 14.9
    n-heptane 4.0
    ethyl formate 30.33
    1,2-dichloroethane 36.42
    n-hexanol 21.39
    2-methoxyethanol 92.97
    isobutyl acetate 7.15
    tetrachloromethane 18.67
    n-pentyl acetate 18.54
    transcutol 74.64
    n-heptanol 18.2
    ethylbenzene 3.87
    MIBK 8.58
    2-propoxyethanol 55.82
    tert-butanol 17.29
    MTBE 7.53
    2-butoxyethanol 38.91
    propionic acid 44.65
    o-xylene 8.91
    formic acid 196.28
    diethyl ether 15.52
    m-xylene 6.75
    p-xylene 5.05
    chlorobenzene 16.29
    dimethyl carbonate 10.08
    n-octane 1.94
    formamide 188.77
    cyclopentanone 45.71
    2-pentanone 12.83
    anisole 10.03
    cyclopentyl methyl ether 25.31
    gamma-butyrolactone 75.26
    1-methoxy-2-propanol 46.77
    pyridine 38.84
    3-pentanone 12.62
    furfural 90.17
    n-dodecane 1.39
    diethylene glycol 71.22
    diisopropyl ether 4.75
    tert-amyl alcohol 17.28
    acetylacetone 15.59
    n-hexadecane 1.53
    acetophenone 17.05
    methyl propionate 19.52
    isopentyl acetate 15.91
    trichloroethylene 61.55
    n-nonanol 12.78
    cyclohexanol 26.52
    benzyl alcohol 17.5
    2-ethylhexanol 13.53
    isooctanol 13.65
    dipropyl ether 13.19
    1,2-dichlorobenzene 20.9
    ethyl lactate 15.5
    propylene carbonate 39.96
    n-methylformamide 72.53
    2-pentanol 13.1
    n-pentane 3.02
    1-propoxy-2-propanol 35.36
    1-methoxy-2-propyl acetate 24.76
    2-(2-methoxypropoxy) propanol 29.77
    mesitylene 5.45
    ε-caprolactone 46.53
    p-cymene 8.62
    epichlorohydrin 56.4
    1,1,1-trichloroethane 21.54
    2-aminoethanol 64.22
    morpholine-4-carbaldehyde 84.18
    sulfolane 99.13
    2,2,4-trimethylpentane 1.52
    2-methyltetrahydrofuran 32.82
    n-hexyl acetate 17.95
    isooctane 1.01
    2-(2-butoxyethoxy)ethanol 37.11
    sec-butyl acetate 8.06
    tert-butyl acetate 10.61
    decalin 2.05
    glycerin 69.3
    diglyme 66.75
    acrylic acid 50.53
    isopropyl myristate 8.4
    n-butyric acid 42.07
    acetyl acetate 15.06
    di(2-ethylhexyl) phthalate 13.36
    ethyl propionate 11.77
    nitromethane 80.58
    1,2-diethoxyethane 22.17
    benzonitrile 20.11
    trioctyl phosphate 11.03
    1-bromopropane 14.8
    gamma-valerolactone 74.89
    n-decanol 9.69
    triethyl phosphate 15.31
    4-methyl-2-pentanol 7.51
    propionitrile 15.93
    vinylene carbonate 44.2
    1,1,2-trichlorotrifluoroethane 73.79
    DMS 14.37
    cumene 4.04
    2-octanol 10.76
    2-hexanone 9.38
    octyl acetate 12.03
    limonene 11.22
    1,2-dimethoxyethane 41.28
    ethyl orthosilicate 14.42
    tributyl phosphate 11.84
    diacetone alcohol 17.64
    N,N-dimethylaniline 11.44
    acrylonitrile 23.06
    aniline 22.21
    1,3-propanediol 58.57
    bromobenzene 14.06
    dibromomethane 46.81
    1,1,2,2-tetrachloroethane 53.36
    2-methyl-cyclohexyl acetate 17.98
    tetrabutyl urea 15.56
    diisobutyl methanol 9.05
    2-phenylethanol 22.07
    styrene 4.56
    dioctyl adipate 14.65
    dimethyl sulfate 23.83
    ethyl butyrate 16.46
    methyl lactate 22.98
    butyl lactate 21.03
    diethyl carbonate 14.47
    propanediol butyl ether 28.88
    triethyl orthoformate 17.89
    p-tert-butyltoluene 8.4
    methyl 4-tert-butylbenzoate 25.06
    morpholine 53.13
    tert-butylamine 10.99
    n-dodecanol 7.41
    dimethoxymethane 31.59
    ethylene carbonate 35.8
    cyrene 34.49
    2-ethoxyethyl acetate 25.36
    2-ethylhexyl acetate 14.48
    1,2,4-trichlorobenzene 25.59
    4-methylpyridine 25.94
    dibutyl ether 8.48
    2,6-dimethyl-4-heptanol 9.05
    DEF 29.53
    dimethyl isosorbide 48.36
    tetrachloroethylene 50.46
    eugenol 27.61
    triacetin 22.65
    span 80 26.39
    1,4-butanediol 24.73
    1,1-dichloroethane 21.65
    2-methyl-1-pentanol 10.98
    methyl formate 43.01
    2-methyl-1-butanol 16.11
    n-decane 2.23
    butyronitrile 15.32
    3,7-dimethyl-1-octanol 10.77
    1-chlorooctane 7.01
    1-chlorotetradecane 3.27
    n-nonane 2.04
    undecane 1.69
    tert-butylcyclohexane 1.59
    cyclooctane 2.81
    cyclopentanol 33.89
    tetrahydropyran 28.1
    tert-amyl methyl ether 10.04
    2,5,8-trioxanonane 54.0
    1-hexene 3.08
    2-isopropoxyethanol 27.55
    2,2,2-trifluoroethanol 61.59
    methyl butyrate 15.07

    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