Identification | More | [Name]
Tris(trimethylsilyloxy)ethylene | [CAS]
69097-20-7 | [Synonyms]
TRIS(TRIMETHYLSILOXY)ETHYLENE TRIS(TRIMETHYLSILYLOXY)ETHYLENE [vinyl-2-ylidenetris(oxy)]tris[trimethylsilane] Trimethysiloxyethylene TRIS(TRIMETHYLSILYLOXY)ETHYLENE 95% Tris-(trimethoxysiloxy)-ethylene 1,1,2-Tris(trimethylsilyloxy)ethene | [EINECS(EC#)]
273-864-1 | [Molecular Formula]
C11H28O3Si3 | [MDL Number]
MFCD00011641 | [Molecular Weight]
292.59 | [MOL File]
69097-20-7.mol |
Chemical Properties | Back Directory | [Appearance]
clear colorless to yellowish liquid | [Boiling point ]
54-56 °C/0.1 mmHg (lit.) | [density ]
0.886 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.420(lit.)
| [Fp ]
103 °F
| [storage temp. ]
2-8°C
| [form ]
Liquid | [color ]
Clear colorless to yellow | [Specific Gravity]
0.885 | [Water Solubility ]
Insoluble | [Hydrolytic Sensitivity]
7: reacts slowly with moisture/water | [BRN ]
1962905 | [InChI]
InChI=1S/C11H28O3Si3/c1-15(2,3)12-10-11(13-16(4,5)6)14-17(7,8)9/h10H,1-9H3 | [InChIKey]
FCZGHPGTZRTDNN-UHFFFAOYSA-N | [SMILES]
C[Si](C)(C)O/C(/O[Si](C)(C)C)=C/O[Si](C)(C)C | [CAS DataBase Reference]
69097-20-7(CAS DataBase Reference) |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . R10:Flammable. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . S37/39:Wear suitable gloves and eye/face protection . S16:Keep away from sources of ignition-No smoking . | [RIDADR ]
UN 1993 3/PG 3
| [WGK Germany ]
3
| [F ]
10-21 | [TSCA ]
No | [HazardClass ]
3.2 | [PackingGroup ]
III | [HS Code ]
29310099 |
Hazard Information | Back Directory | [Chemical Properties]
clear colorless to yellowish liquid | [Uses]
Tris(trimethylsiloxy)ethylene has been used in:
- stereospecific synthesis of insecticide ajuqarin-IV
- microwave-assisted synthesis of 2-hydroxy-1-phenylethanone
| [Preparation]
Tris(trimethylsilyloxy)ethylene is prepared from the bis(trimethylsilyl) derivative of glycolic acid by either forming the enolate with Lithium
Hexamethyldisilazide at -78 °C in THF and trapping with Chlorotrimethylsilane, or by the reaction with Trimethylsilyl
Trifluoromethanesulfonate and Triethylamine at rt (eq 1).
 | [storage]
Tris(trimethylsilyloxy)ethylene is readily hydrolyzed in protic solvents. It should be stored in a sealed container protected
from the atmosphere. Since the reaction of the reagent with carboxylic acid chlorides and aldehydes under Lewis acid catalysis in
the absence of solvent is highly exothermic, large-scale preparations may require regulation of the reaction temperature either by
external cooling or by controlled addition of the reactants. |
|
|