Methyltriethoxysilan
2,2-dimethyl-6-<2-(trimethylsiloxy)ethyl>-1,3,6,2-dioxazasilocane
1-methylsilatrane
Conditions | Yield |
---|---|
With sodium isopropylate In isopropyl alcohol for 20h; | 85% |
Methyltriethoxysilan
2-Methyl-6-(2-trimethylsilanyloxy-ethyl)-2-vinyl-[1,3,6,2]dioxazasilocane
1-methylsilatrane
Conditions | Yield |
---|---|
With sodium isopropylate In isopropyl alcohol for 20h; | 80% |
Methyltriethoxysilan
2-methyl-2-phenyl-6-(2-hydroxyethyl)-1,3,6,2-dioxazasilocane
1-methylsilatrane
Conditions | Yield |
---|---|
With sodium isopropylate In isopropyl alcohol for 10h; | 78% |
2-methyl-2-phenyl-6-<2-(trimethylsiloxy)ethyl>-1,3,6,2-dioxazasilocane
1-methylsilatrane
Conditions | Yield |
---|---|
With potassium hydroxide In 1,4-dioxane at 80℃; for 1h; | 78% |
Methyltrichlorosilane
2,2',2''-tris(trimethylsiloxy)triethylamine
A
chloro-trimethyl-silane
B
1-methylsilatrane
Conditions | Yield |
---|---|
at 140 - 150℃; Yields of byproduct given; | A n/a B 77% |
Conditions | Yield |
---|---|
In diethyl ether at 135℃; for 2h; | 60% |
Conditions | Yield |
---|---|
In xylene for 2h; Heating; | 59% |
at 130℃; for 4h; | 14.4 g |
Methyltriethoxysilan
2,8,9-trioxa-5-aza-1-borabicyclo[3.3.3]undecane
1-methylsilatrane
Conditions | Yield |
---|---|
With sodium ethanolate In N,N-dimethyl-formamide at 140℃; for 22h; | 50% |
Conditions | Yield |
---|---|
In chloroform at 0 - 20℃; Inert atmosphere; | 50% |
Methyltrimethoxysilan
tris(2-hydroxyethyl)ammonium fluoride
1-methylsilatrane
Conditions | Yield |
---|---|
Heating; | 40% |
triethanolamine
1,1,2,2-tetraethoxydimethyldisilane
A
1-methylsilatrane
Conditions | Yield |
---|---|
In acetonitrile; xylene for 10h; Heating; | A n/a B 21.7% |
Conditions | Yield |
---|---|
In benzene for 3h; Heating; |
Conditions | Yield |
---|---|
With potassium hydroxide In xylene |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 60 percent / EtONa / ethanol; diethylamine / Heating 2: 20 percent / conc. aq. H2SO4 / 70 °C 3: 78 percent / KOH / dioxane / 1 h / 80 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 40 percent / ZnCl2 / Heating 2: 78 percent / KOH / dioxane / 1 h / 80 °C View Scheme |
2-methyl-2-phenyl-6-(2-hydroxyethyl)-1,3,6,2-dioxazasilocane
1-methylsilatrane
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 20 percent / conc. aq. H2SO4 / 70 °C 2: 78 percent / KOH / dioxane / 1 h / 80 °C View Scheme |
1-methylsilatrane
1-chlorosilatrane
Conditions | Yield |
---|---|
With Iodine monochloride In dichloromethane at 20℃; Chlorination; | 38% |
1-methylsilatrane
1-bromosilatrane
Conditions | Yield |
---|---|
With bromine In dichloromethane at -5℃; Bromination; | 30.1% |
2,2′-dithiobis(1-propylamine)
1-methylsilatrane
2-(2,8,9-Trioxa-5-aza-1-sila-bicyclo[3.3.3]undec-1-ylsulfanyl)-propylamine
Conditions | Yield |
---|---|
In benzene for 3h; Heating; |
cystamine hydrochloride
1-methylsilatrane
2-(2,8,9-Trioxa-5-aza-1-sila-bicyclo[3.3.3]undec-1-ylsulfanyl)-ethylamine; hydrochloride
Conditions | Yield |
---|---|
In benzene for 3h; Heating; |
Conditions | Yield |
---|---|
With disodium hydrogenphosphate; potassium dihydrogenphosphate at 40 - 70℃; Kinetics; Thermodynamic data; Mechanism; hydrolysis in neutral medium; |
1-methylsilatrane
Conditions | Yield |
---|---|
With hydrogenchloride In benzene further solvents chloroform, methylene chloride; |
Conditions | Yield |
---|---|
In [(2)H6]acetone Kinetics; byproducts: ISi(OCH2CH2)3N; not isolated, reaction followed by (1)H-NMR spectroscopy; |
Conditions | Yield |
---|---|
In [(2)H6]acetone Kinetics; byproducts: ClSi(OCH2CH2)3N; not isolated, reaction followed by (1)H-NMR spectroscopy; | |
In water-d2 Kinetics; byproducts: ClSi(OCH2CH2)3N; not isolated, reaction followed by (1)H-NMR spectroscopy; | |
In d(4)-methanol Kinetics; byproducts: ClSi(OCH2CH2)3N; 35°C; not isolated, reaction followed by (1)H-NMR spectroscopy; |
Conditions | Yield |
---|---|
With methanol for 6h; Reflux; |
Molecular Structure of 1-Methylsilatrane (CAS NO.2288-13-3):
IUPAC: 5-Methyl-4,6,11-trioxa-1-aza-5-silabicyclo[3.3.3]undecane
Molecular Formula:C7H15NO3Si
Molecular Weight:189.28
EINECS:218-928-1
Density:1.12 g/cm3
Melting point:152oC
Flash Point:110oC
Boiling Point:174oC
SMILES:O1CCN2CCO[Si]1(OCC2)C
InChI:InChI=1/C7H15NO3Si/c1-12-9-5-2-8(3-6-10-12)4-7-11-12/h2-7H2,1H3
InChIKey:DZLQWMNVOBAZGC-UHFFFAOYAM
Index of Refraction:1.484
Molar Volume:168.3 cm3
Surface Tension:31.4 dyne/cm
Molar Refractivity:48.23 cm3
Enthalpy of Vaporization:46.46 kJ/mol
Vapour Pressure:0.0749 mmHg at 25oC
1. | orl-mus LD50:1800 mg/kg | PHARAT Pharmazie. 26 (1970),224. | ||
2. | ipr-mus LD50:840 mg/kg | PHARAT Pharmazie. 26 (1970),224. |
Reported in EPA TSCA Inventory.
Moderately toxic by ingestion and intraperitoneal routes. When heated to decomposition it emits toxic vapors of NOx.
Safty informations about 1-Methylsilatrane (CAS NO.2288-13-3):
Risk Statements:22-36/37/38
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements:26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
TSCA:Yes
1-Methylsilatrane with cas registry number of 2288-13-3 is also known as Methylsilatrane ; 1-Methyl-2,8,9-trioxa-5-aza-1-silabicyclo(3.3.3)undecane ; 1-Methyl-2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undecane ; 1-Methyl-2,8,9-trioxo-5-aza-1-silabicyclo(3.3.3)undecane ; 1-Methylsilatrane ; 2,8,9-Trioxa-5-aza-1-silabicyclo[3.3.3]undecane,1-methyl- ; 8,9-Trioxa-5-aza-1-silabicyclo[3.3.3]undecane,1-methyl-2 ; 9-Trioxa-5-aza-1-silabicyclo(3.3.3)undecane,1-methyl-8 . It is a compound with the appearance of white crystals or granular solid with a slight odor and it is insoluble in water. 1-Methylsilatrane is incompatible with strong oxidizing materials and probably combustible, so it should be stored in a tightly closed container when not in use and kept away from fire. 1-Methylsilatrane is used as a silane reagent in physical chemistry research.
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