triphenyl(prop-2-en-1-yl)silane

• ChemBase ID: 149549
• Molecular Formular: C21H20Si
• Molecular Mass: 300.469
• Monoisotopic Mass: 300.13342717
• SMILES: C=CC[Si](c1ccccc1)(c1ccccc1)c1ccccc1
• Canonical SMILES: C=CC[Si](c1ccccc1)(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C21H20Si/c1-2-18-22(19-12-6-3-7-13-19,20-14-8-4-9-15-20)21-16-10-5-11-17-21/h2-17H,1,18H2
• InChIKey: DXJZZRSMGLGFPW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: triphenyl(prop-2-en-1-yl)silane
• IUPAC Traditional name: triphenyl(prop-2-en-1-yl)silane
• Synonyms: Allyltriphenylsilane; 烯丙基三苯基硅烷

Database IDs

• CAS Number: 18752-21-1
• MDL Number: MFCD00077644
• Beilstein Number: 2941926
• PubChem SID: 24863409; 162243714
• PubChem CID: 278642

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 5.7277
• LogD (pH = 7.4): 5.7277
• Log P: 5.7277
• Molar Refractivity: 91.1839 cm^3
• Polarizability: 37.89826 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 87-90 °C; 87-90 °C(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (HPLC); 98%
• Grade: purum
• Linear Formula: H2C=CHCH2Si(C6H5)3

DETAILS

Sigma Aldrich - 375853

Packaging
1, 5 g in glass bottle

Sigma Aldrich - 06080

Other Notes
Reagent used for the preparation of vinylsilanes (via γ-alkylation of triphenylsilylallyllithium; γ-alkylation is preferred compared to the TMS analogue which gives also α-alkylated products)1; For a practical and stereoselective synthesis of 1,3-dienes2