736856

Tris(triethylsilyl)silane

• Synonym(s): 1,1,1,3,3,3-Hexaethyl-2-(triethylsilyl)trisilane, 3,4,5-Trisilaheptane, 3,3,5,5-tetraethyl-4-(triethylsilyl)
• Empirical Formula (Hill Notation): C₁₈H₄₆Si₄
• CAS Number: 25436-74-2
• Molecular Weight: 374.90
• MDL number: MFCD19053177
• UNSPSC Code: 12352001
• PubChem Substance ID: 329765148
• NACRES: NA.22

Properties

• form: liquid
• reaction suitability: reagent type: reductant
• refractive index: n20/D 1.526
• density: 0.887 g/mL at 25 °C
• storage temp.: 2-8°C
• SMILES string: CC[Si](CC)(CC)[SiH]([Si](CC)(CC)CC)[Si](CC)(CC)CC
• InChI: 1S/C18H46Si4/c1-10-20(11-2,12-3)19(21(13-4,14-5)15-6)22(16-7,17-8)18-9/h19H,10-18H2,1-9H3
• InChI key: WNGZMQFMMHZKBG-UHFFFAOYSA-N

Description

Application

Tris(triethylsilyl)silane can be incorporated as a directing group for various regio- and stereo-selective reactions. Hydrogen abstraction from tris(triethylsilyl)silane yields highly stable silyl radical.

Tris(triethylsilyl)silane can be used as a hydrogen atom donor reagent in chemical synthesis due to its weak Si-H bond. Hydrogen abstraction from tris(triethylsilyl)silane yields a highly stable silyl radical.
It can be used as a reagent:

• In the radical coupling reaction to generate C-C bonds from alkyl-halogen compounds using iridium and nickel catalysts.
• To synthesize α-arylated product via cross-electrophile coupling reaction between α-chloro carbonyl and aryl bromide in the presence of nickel and iridium catalysts.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable