89813-13-8

Basic information

• Product Name: Silane, dimethylphenyl(2-propynyloxy)-
• CAS NO: 89813-13-8
• Molecular Formula: C11H14OSi
• Molecular Weight: 190.317
• Mol File: 89813-13-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Silane, dimethylphenyl(2-propynyloxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, dimethylphenyl(2-propynyloxy)-(89813-13-8)
• EPA Substance Registry System: Silane, dimethylphenyl(2-propynyloxy)-(89813-13-8)

Safety Data

• Hazardous Substances Data: 89813-13-8(Hazardous Substances Data)

Upstream product

• 766-77-8 Dimethylphenylsilane 
• 107-19-7 propargyl alcohol 
• 6089-04-9 3-(tetrahydropyran-2'-yloxy)propyne 

Downstream Products

• 5272-18-4 dimethylphenylsilanol 
• 107-19-7 propargyl alcohol 
• 109629-96-1 (2,2,2-trifluoroethoxy)dimethylphenylsilane 

Relevant articles and documents

Half-sandwich ruthenium(ii) complexes with tethered arene-phosphinite ligands: Synthesis, structure and application in catalytic cross dehydrogenative coupling reactions of silanes and alcohols

The preparation of the tethered arene-ruthenium(ii) complexes [RuCl2{η6:κ1(P)-C6H5(CH2)nOPR2}] (R = Ph, n = 1 (9a), 2 (9b), 3 (9c); R = iPr, n = 1 (10a), 2 (10b), 3 (10c)) from the corresponding phosphinite ligands R2PO(CH2)nPh (R = Ph, n = 1 (1a), 2 (1b), 3 (1c); R = iPr, n = 1 (2a), 2 (2b), 3 (2c)) is presented. Thus, in a first step, the treatment at room temperature of tetrahydrofuran solutions of dimers [{RuCl(μ-Cl)(η6-arene)}2] (arene = p-cymene (3), benzene (4)) with 1-2a-c led to the clean formation of the corresponding mononuclear derivatives [RuCl2(η6-p-cymene){R2PO(CH2)nPh}] (5-6a-c) and [RuCl2(η6-benzene){R2PO(CH2)nPh}] (7-8a-c), which were isolated in 66-99% yield. The subsequent heating of 1,2-dichloroethane solutions of these compounds at 120 °C allowed the exchange of the coordinated arene. The substitution process proceeded faster with the benzene derivatives 7-8a-c, from which complexes 9-10a-c were generated in 61-82% yield after 0.5-10 h of heating. The molecular structures of [RuCl2(η6-p-cymene){iPr2PO(CH2)3Ph}] (6c) and [RuCl2{η6:κ1(P)-C6H5(CH2)nOPiPr2}] (n = 1 (10a), 2 (10b), 3 (10c)) were unequivocally confirmed by X-ray diffraction methods. In addition, complexes [RuCl2{η6:κ1(P)-C6H5(CH2)nOPR2}] (9-10a-c) proved to be active catalysts for the dehydrogenative coupling of hydrosilanes and alcohols under mild conditions (r.t.). The best results were obtained with [RuCl2{η6:κ1(P)-C6H5(CH2)3OPiPr2}] (10c), which reached TOF and TON values up to 117 600 h-1 and 57 000, respectively.

An Efficient Catalyst for the Conversion of Hydrosilanes to Alkoxysilanes

The copper(I) hydride 6 is an efficient catalyst for the alcoholysis of primary and secondary silanes.The reactions proceed at room temperature within a few hours and give the alkoxysilanes in high yields.Only with bulky alcohols or silanes are longer reaction times and/or increased temperatures required.The presence of air accelarates the reactions and gives rise to higher yields of alkoxysilanes, particularly with bulky alcohols.Diols react with PhRSiH2 (R = Me, Ph) to afford 1,3-dioxo-2-silacycloalkanes and with tertiary silanes to furnish the bissilylated diols.When unsaturated alcohols (2-propen-1-ol or 2-propyn-1-ol) are employed, the double or triple bond is retained. - Keywords: Catalytic silane alcoholysis; Alkoxysilanes