2-(ethenyloxy)-1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)trisilane

• ChemBase ID: 141390
• Molecular Formular: C11H30OSi4
• Molecular Mass: 290.6973
• Monoisotopic Mass: 290.13737171
• SMILES: C[Si](C)(C)[Si](OC=C)([Si](C)(C)C)[Si](C)(C)C
• Canonical SMILES: C=CO[Si]([Si](C)(C)C)([Si](C)(C)C)[Si](C)(C)C
• InChI: InChI=1S/C11H30OSi4/c1-11-12-16(13(2,3)4,14(5,6)7)15(8,9)10/h11H,1H2,2-10H3
• InChIKey: WPZQENSANSNYSI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(ethenyloxy)-1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)trisilane
• IUPAC Traditional name: 2-(ethenyloxy)-1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)trisilane
• Synonyms: Tris(trimethylsilyl)silyloxyethylene; Vinyloxytris(trimethylsilyl)silane; Tris(trimethylsilyl)silyl vinyl ether; 三(三甲基硅基)硅氧基乙烯; 乙烯氧基三(三甲基硅基)硅烷; 三(三甲基硅基)氧乙烯基硅烷

Database IDs

• CAS Number: 861445-91-2
• MDL Number: MFCD11656064
• PubChem SID: 162235624
• PubChem CID: 11483167

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 4.463
• LogD (pH = 7.4): 4.463
• Log P: 4.463
• Molar Refractivity: 62.76 cm^3
• Polarizability: 33.16915 Å^3
• Polar Surface Area: 9.23 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 51-61 °C
• Flash Point: 170.6 °F; 77 °C

Safety Information

• European Hazard Symbols: Flammable (F); Irritant (Xi)
• UN Number: 1325
• German water hazard class: 3
• Hazard Class: 4.1
• Packing Group: 3
• Risk Statements: 11-36/37/38
• Safety Statements: 26-36/37
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H228-H315-H319-H335
• GHS Precautionary statements: P210-P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1325 4.1/PG 3
• Storage Temperature: 2-8°C

Product Information

• Empirical Formula (Hill Notation): C11H30OSi4

DETAILS

Sigma Aldrich - 698180

Packaging
500 mg in glass bottle
Application
Super Silyl Protecting GroupsUsed for:
• Diastereoselective [2+2] cyclizations1
• Cross-Aldol cascade reaction2,3
• Diastereoselective sequential reactions for generating polyols4,5
• Accessing distinct diastereomers and 4-component reactions6
• Supersilyl-directed aldol reactions7
• Strong electron-donating effect of the supersilyl group operates only in the α-position and not in the β-position8