trimethyl(penta-2,3-dien-2-yl)silane

• ChemBase ID: 143547
• Molecular Formular: C8H16Si
• Molecular Mass: 140.29814
• Monoisotopic Mass: 140.10212704
• SMILES: CC=C=C(C)[Si](C)(C)C
• Canonical SMILES: CC=C=C([Si](C)(C)C)C
• InChI: InChI=1S/C8H16Si/c1-6-7-8(2)9(3,4)5/h6H,1-5H3
• InChIKey: JGOGDIIEKVYPFO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: trimethyl(penta-2,3-dien-2-yl)silane
• IUPAC Traditional name: trimethyl(penta-2,3-dien-2-yl)silane
• Synonyms: 1,3-Dimethyl-1-(trimethylsilyl)allene; 2-(Trimethylsilyl)-2,3-pentadiene

Database IDs

• CAS Number: 77494-35-0
• MDL Number: MFCD17171289
• PubChem SID: 162237765
• PubChem CID: 11105454

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 2.6074
• LogD (pH = 7.4): 2.6074
• Log P: 2.6074
• Molar Refractivity: 41.8105 cm^3
• Polarizability: 17.639053 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: 15.8 °F; -9 °C
• Density: 0.746 g/mL at 25 °C
• Refractive Index: n20/D 1.444

Safety Information

• European Hazard Symbols: Flammable (F)
• UN Number: 1993
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11
• Safety Statements: 16
• GHS Pictograms: GHS02
• GHS Signal Word: Danger
• GHS Hazard statements: H225
• GHS Precautionary statements: P210
• RID/ADR: UN 1993 3/PG 2
• Storage Temperature: -20°C

Product Information

• Empirical Formula (Hill Notation): C8H16Si

DETAILS

Sigma Aldrich - 720631

Packaging
500 mg in glass bottle
Application
Reactant for:
• Oxidative cyclization with chlorine to give chloro- and acetoxybenziodoxaboroles and a self-assembled tetrameric macrocyclic structure1
• Preparation of allylic alcohols or enone derivatives using boronic acid as catalyst2Catalyst for:
• Preparation of acylsulfoximines via N-acylation of sulfoximines with aliphatic acids3
• Direct amide bond formation4
• Regioselective preparation of substituted triazole derivatives via dipolar cycloaddition of unsaturated carboxylic acids with azides5