87061-56-1

Basic information

• Product Name: BIS(TRIETHOXYSILYL)ETHYLENE
• Synonyms: BIS(TRIETHOXYSILYL)ETHYLENE;Bis(triethoxysilyl)ethylene~80%transisomer;1,2-BIS(TRIETHOXYSILYL)ETHYLENE, 95%
• CAS NO: 87061-56-1
• Molecular Formula: C₁₄H₃₂O₆Si₂
• Molecular Weight: 384.57
• Mol File: 87061-56-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 122 °C
• Flash Point: 110°C
• Appearance: /
• Density: 1.01
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.436
• CAS DataBase Reference: BIS(TRIETHOXYSILYL)ETHYLENE(CAS DataBase Reference)
• NIST Chemistry Reference: BIS(TRIETHOXYSILYL)ETHYLENE(87061-56-1)
• EPA Substance Registry System: BIS(TRIETHOXYSILYL)ETHYLENE(87061-56-1)

Safety Data

• Statements: 20/21/22-36/37/38
• Safety Statements: 23-36/37/39-45
• TSCA: No
• Hazardous Substances Data: 87061-56-1(Hazardous Substances Data)

Usage

General Description

BIS(TRIETHOXYSILYL)ETHYLENE is a chemical compound that contains two triethoxysilyl groups attached to an ethylene backbone. It is commonly used as a crosslinking agent in the production of silicone sealants, adhesives, and rubber materials. BIS(TRIETHOXYSILYL)ETHYLENE has the ability to react with hydroxyl-containing compounds, such as water or alcohols, to form stable siloxane bonds, making it useful in creating durable and water-resistant materials. BIS(TRIETHOXYSILYL)ETHYLENE is also utilized in the synthesis of organosilicon compounds and in the modification of inorganic surfaces to improve their adhesion and resistance to moisture.

InChI:InChI=1/C14H32O6Si2/c1-7-15-21(16-8-2,17-9-3)13-14-22(18-10-4,19-11-5)20-12-6/h13-14H,7-12H2,1-6H3/b14-13+

Upstream product

• 998-30-1 Triethoxysilane 
• 78-08-0 Triethoxyvinylsilane 
• 74-86-2 acetylene 

Downstream Products

• 16068-37-4 1,2-bis(triethoxysilyl)ethane 

Relevant articles and documents

Stereoselective synthesis of (E)- and (Z)-triethoxy(vinyl-d 2)silanes by hydrosilylation of acetylene-d 2

The hydrosilylation of deuterated acetylene with triethoxysilane can be directed to the synthesis of either cis or trans triethoxy(vinyl-d 2)silanes by an appropriate choice of metal catalyst. In addition, we have demonstrated the viability of designing hydrosilylation-arylation sequential processes in which acetylene can be converted into styrenes or stilbenes using the same Pd catalyst for both reactions.

Catalysis of hydrosilylation. Part XXV. Effect of nickel(0) and nickel(II) complex catalysts on dehydrogenative silylation, hydrosilylation and dimerization of vinyltriethoxysilane

General catalysis by Ni(O) and Ni(II) phosphine and non-phosphine complexes of the competitive-consecutive reaction of vinyltriethoxysilane with triethoxysilane has been observed to give mainly products of dehydrogenative silylation and hydrogenative dimerization accompanied by products of regular hydrosilylation, disproportionation of substrates and secondary reactions of the product-bis(silyl)ethene.In an excess of vinylsilane, side reactions can be practically eliminated.Tertiary phosphine and phosphite ligands of nickel acetylacetonate (Ni(acac)2*2PR3) stop the consecutive reactions of bis(silyl)ethene but in the presence of ?-basic and bulky tricyclohexylphosphine the system catalyzes selectively the regular hydrosilylation of bis(silyl)ethene.Keywords: Nickel; Silicon; Hydrosilylation; Silane; Catalysis

CATALYSIS OF HYDROSILYLATION. PART II. ADDITION OF TRIALKOXYSILANES TO VINYLTRIALKOXYSILANES CATALYZED BY TRANSITION METAL COMPLEXES

Hydrosilylation of vinyltrialkoxysilanes by trialkoxysilanes catalyzed by various transition metal complexes: H2PtCl6, (PPh3)3RhCl, (PPh3)3RuCl2, Ru(acac)3, Ni(acac)2 was found to proceed giving mostly 1,2-bis(trialkoxysilyl)ethane (β-adduct) as the main product.In presence of ruthenium complexes, besides β-adduct, unsaturated product of dehydrogenative double hydrosilylation (RO)3SiCH=CHSi(OR)3 (where R=C2H5, iso-C3H7) was obtained as a by-product, except for trimethoxysilyl derivatives, where α-adduct was found.Addition of trialkoxysilane to vinyltrialkoxysilanecontaining different substituents at two silicon atoms proceeds via RO/R'O exchange of the successive substituents, followed by hydrosilylation of all vinylsilanes by all trisubstituted silanes.