108168-22-5

Basic information

• Product Name: Bis[tris(trimethylsilyl)silyl]zinc
• Synonyms: Bis[tris(trimethylsilyl)silyl]zinc
• CAS NO: 108168-22-5
• Molecular Formula: C₁₈H₅₄Si₈Zn
• Molecular Weight: 0
• Mol File: 108168-22-5.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Bis[tris(trimethylsilyl)silyl]zinc(CAS DataBase Reference)
• NIST Chemistry Reference: Bis[tris(trimethylsilyl)silyl]zinc(108168-22-5)
• EPA Substance Registry System: Bis[tris(trimethylsilyl)silyl]zinc(108168-22-5)

Safety Data

• Hazardous Substances Data: 108168-22-5(Hazardous Substances Data)

Upstream product

• 1873-77-4 tris-(trimethylsilyl)silane 
• 557-20-0 diethylzinc 
• 16636-96-7 di-tert-butylzinc 
• 7646-85-7 zinc(II) chloride 

Downstream Products

• 5272-36-6 3-trimethylsilyl-2-propyn-1-ol 
• 1032937-97-5 (Z)-2-(4-methoxystyryl)-1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)trisilane 
• 139526-41-3 (Z)-1,1,1,3,3,3-hexamethyl-2-styryl-2-(trimethylsilyl)trisilane 

Relevant articles and documents

Stereodivergent Silylzincation of α-Heteroatom-Substituted Alkynes

Zinc reagents (Me2PhSi)2Zn and [(Me3Si)3Si]2Zn undergo highly regio- and stereoselective addition across the carbon-carbon triple bond of nitrogen-, sulfur-, oxygen-, and phosphorus-substituted termin

Development of a Radical Silylzincation of (Het)Aryl-Substituted Alkynes and Computational Insights into the Origin of the trans-Stereoselectivity

Aryl- and hetaryl-substituted acetylenes undergo regio- and stereoselective silylzincation by reaction with [(Me3Si)3Si]2Zn in the presence of Et2Zn (10–110 mol%) as additive. The distinctive feature of this addition across the C?C triple bond is its trans stereoselectivity. The radical nature of the silylzincation process is supported by diagnostic experiments and DFT calculations, which also corroborate the role played by steric effects to obtain that stereoselectivity. The procedure can be combined in one-pot with the copper(I)-mediated electrophilic substitution of the C(sp2)?Zn bond, with retention of the double bond geometry. This makes it valuable for the synthesis of stereodefined di- and trisubstituted vinylsilanes. (Figure presented.).

Preparation and characterization of tris(trimethylsilyl)germylzinc chloride and bis[tris(trimethylsilyl)germyl]zinc

The molecular structure of (Me3Si)3GeZnCl (1) has been determined by single-crystal X-ray diffraction. The germylzinc chloride 1 has a dimeric structure consisting of two μ-Cl atoms. The compound 1 reacted with (Me3Si)3GeLi in diethyl ether to give [(Me3Si)3Ge]2Zn (2), quantitatively. The structure of bis(germyl)zinc 2 has been also elucidated by X-ray diffraction.