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698180

Sigma-Aldrich

Tris(trimethylsilyl)silyl vinyl ether

Synonym(s):

Tris(trimethylsilyl)silyloxyethylene, Vinyloxytris(trimethylsilyl)silane

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About This Item

Empirical Formula (Hill Notation):
C11H30OSi4
CAS Number:
Molecular Weight:
290.70
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

mp

51-61 °C

storage temp.

2-8°C

SMILES string

C[Si](C)(C)[Si](OC=C)([Si](C)(C)C)[Si](C)(C)C

InChI

1S/C11H30OSi4/c1-11-12-16(13(2,3)4,14(5,6)7)15(8,9)10/h11H,1H2,2-10H3

InChI key

WPZQENSANSNYSI-UHFFFAOYSA-N

Application

Super Silyl Protecting Groups

Used for:
  • Diastereoselective [2+2] cyclizations
  • Cross-Aldol cascade reaction
  • Diastereoselective sequential reactions for generating polyols
  • Accessing distinct diastereomers and 4-component reactions
  • Supersilyl-directed aldol reactions

  • Strong electron-donating effect of the supersilyl group operates only in the α-position and not in the β-position

Pictograms

FlameExclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Flam. Sol. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

WGK 3

Flash Point(F)

172.0 °F

Flash Point(C)

77.8 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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