10217-34-2

Basic information

• Product Name: 2-(3,4-Epoxycyclohexyl)ethyltriethoxysilane
• Synonyms: 2-(3,4-EPOXYCYCLOHEXYL)ETHYLTRIETHOXYSILANE;triethoxy[2-(7-oxabicyclo[4.1.0]hept-3-yl)ethyl]-Silane;Silane, triethoxy2-(7-oxabicyclo4.1.0hept-3-yl)ethyl-;BETA-(3,4-EPOXYCYCLOHEXYL)ETHYLTRIETHOXYSILANE;Triethoxy-[2-(7-oxabicyclo[4.1.0]heptan-3-yl)ethyl]silane;(2-(7-Oxabicyclo[4.1.0]heptan-3-yl)ethyl)triethoxysilane;triethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane
• CAS NO: 10217-34-2
• Molecular Formula: C₁₄H₂₈O₄Si
• Molecular Weight: 288.46
• Product Categories: silane
• Mol File: 10217-34-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 114-117°C 0,4mm
• Flash Point: 104°C
• Appearance: /
• Density: 1,015 g/cm3
• Vapor Pressure: 0.000767mmHg at 25°C
• Refractive Index: 1.4455
• Storage Temp.: 2-8°C
• Water Solubility: 850mg/L at 20℃
• CAS DataBase Reference: 2-(3,4-Epoxycyclohexyl)ethyltriethoxysilane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3,4-Epoxycyclohexyl)ethyltriethoxysilane(10217-34-2)
• EPA Substance Registry System: 2-(3,4-Epoxycyclohexyl)ethyltriethoxysilane(10217-34-2)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-28-36/37/39
• TSCA: Yes
• Hazardous Substances Data: 10217-34-2(Hazardous Substances Data)

Usage

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C14H28O4Si/c1-4-15-19(16-5-2,17-6-3)10-9-12-7-8-13-14(11-12)18-13/h12-14H,4-11H2,1-3H3

Synthetic route

1,2-Epoxy-4-vinylcyclohexane (106-86-5) + Triethoxysilane (998-30-1) → (2-(7-oxabicyclo[4.1.0]heptan-3-yl)ethyl)triethoxysilane (10217-34-2)

Conditions	Yield
With platinum-containing olefin organic polymer catalyst at 25℃; for 3h;	99%
With (TFAPDI)Co(2-ethylhexanoate)2 In neat (no solvent) at 23℃; for 1h;	96%
With (1-mesityl-3-methylimidazol-2-ylidene)Co(N(SiMe3)2)2 In neat (no solvent) at 20℃; for 8h; Inert atmosphere; Glovebox; chemoselective reaction;	94%
With graphene nanoplates-supported platinum nanoparticles In neat (no solvent) at 80℃; for 2h; Catalytic behavior;	92%

1,2-Epoxy-4-vinylcyclohexane (106-86-5) → (2-(7-oxabicyclo[4.1.0]heptan-3-yl)ethyl)triethoxysilane (10217-34-2)

Conditions	Yield
With dihydrogen hexachloroplatinate; tert-butyl alcohol at 140℃; Behandeln des Reaktionsgemisches mit Triaethoxy-silan;

(2-(7-oxabicyclo[4.1.0]heptan-3-yl)ethyl)triethoxysilane (10217-34-2) + carbon dioxide (124-38-9) → 5-[(2-triethoxysilyl)ethyl]hexahydrobenzo[d][1,3]dioxol-2-one

Conditions	Yield
With tri-n-butyl-(2-hydroxyethyl)phosphonium iodide at 120℃; under 30003 Torr; for 6h; Temperature; Pressure; Autoclave;	23%

morpholine (110-91-8) + (2-(7-oxabicyclo[4.1.0]heptan-3-yl)ethyl)triethoxysilane (10217-34-2) → 2-morpholino-4-(2-triethoxysilylethyl)cyclohexan-1-ol + 2-morpholino-5-(2-triethoxysilylethyl)cyclohexan-1-ol

Conditions	Yield
With lanthanum(lll) triflate at 110℃; for 2h; Inert atmosphere;

Upstream product

• 106-86-5 1,2-Epoxy-4-vinylcyclohexane 
• 998-30-1 Triethoxysilane 

Relevant articles and documents

Highly-active, graphene-supported platinum catalyst for the solventless hydrosilylation of olefins

Herein we report the development of the first graphene-supported platinum catalyst that has demonstrated exceptional catalytic activity and stability for hydrosilylation reactions of olefins (TOF 4.8 × 106 h-1, TON = 9.4 × 106). The catalyst also exhibited functional group tolerance over a broad range of industrially relevant substrates with minimal metal leaching. In addition, the catalyst system was successfully translated into a packed bed platform for continuous hydrosilylation reactions.

Organic silicon coupling agent and preparation method thereof

The invention provides an organic silicon coupling agent and a preparation method thereof. The method is characterized in that a silane group-containing molecule and an alkylene group-containing molecule undergo a hydrosilylation reaction under the catalysis of a highly selective hydrosilylation catalyst to generate the organic silicon coupling agent. The highly selective hydrosilylation catalystutilizes alkene and platinum atoms to form a weak coordination bonds in order to facilitate the activation of the platinum atoms, an organic cage ligand avoids the agglomeration of the platinum atoms,and a spatial three-dimensional structure formed by the complex catalyst can produce a very large steric hindrance, so the selectivity of the hydrosilylation product is greatly improved. The preparation method of the invention is used to prepare the novel coupling agent by a hydrosilylation reaction which cannot be catalyzed by a Karstedt's catalyst.

Mode of activation of cobalt(II) amides for catalytic hydrosilylation of alkenes with tertiary silanes

Cobalt(II) complexes capable of catalyzing alkene hydrosilylation in the absence of external activators are rarely known, and their activation mode has remained poorly understood. We present here that cobalt(II) amide complexes, [Co(N(SiMe3)2)2] and its NHC adducts [(NHC)Co(N(SiMe3)2)2] (NHC = N-heterocyclic carbene), are effective catalysts for the hydrosilylation of alkenes with tertiary silanes. Mechanistic studies revealed that cobalt(II) amides can react with hydrosilane to form cobalt(I) species, silylamide, and hydrogen, which serves as the entry to the genuine catalytically active species, presumably cobalt(I) species, for the cobalt-catalyzed hydrosilylation reaction.