13170-18-8

Basic information

• Product Name: diacetoxydiethoxysilane
• Synonyms: diacetoxydiethoxysilane;(Orthosilicic diethyl)diacetic acid dianhydride;Acetic acid, 1,1'-dianhydride with silicic acid (H4sio4) diethyl ester;Acetic acid, dianhydride with silicic acid (H4sio4) diethyl ester;Diethoxydiacetoxysilane;Einecs 236-110-2
• CAS NO: 13170-18-8
• Molecular Formula: C₈H₁₆O₆Si
• Molecular Weight: 236.29454
• EINECS: 236-110-2
• Mol File: 13170-18-8.mol

Chemical Properties

• Boiling Point: 218.5°C at 760 mmHg
• Flash Point: 71.6°C
• Appearance: /
• Density: 1.093g/cm³
• Vapor Pressure: 0.125mmHg at 25°C
• Refractive Index: 1.421
• CAS DataBase Reference: diacetoxydiethoxysilane(CAS DataBase Reference)
• NIST Chemistry Reference: diacetoxydiethoxysilane(13170-18-8)
• EPA Substance Registry System: diacetoxydiethoxysilane(13170-18-8)

Safety Data

• Hazardous Substances Data: 13170-18-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H16O6Si/c1-5-11-15(12-6-2,13-7(3)9)14-8(4)10/h5-6H2,1-4H3

Upstream product

• 78-10-4 tetraethoxy orthosilicate 
• 108-24-7 acetic anhydride 
• 998-30-1 Triethoxysilane 
• 64-17-5 ethanol 
• 562-90-3 tetraacetoxysilane 

Relevant articles and documents

Method for Producing Acyloxysilanes, Acyloxysilanes Obtained Thereby, and Use of Same

An object of the invention is to provide a method for efficiently producing an acyloxysilane which is useful as a functional chemical, an acyloxysilane obtained thereby, and the use thereof. The present invention provides: a method for producing an acyloxysilane, including a reaction step of reacting an alkoxysilane with a carboxylic anhydride in the presence of a catalyst, wherein the alkoxysilane is a specified alkoxysilane represented by General Formula (I), the carboxylic anhydride is a specified carboxylic acid represented by General Formula (IIA) or (IIB), the catalyst is an acid catalyst, and an acyloxysilane obtained in the reaction step is a specified acyloxysilane represented by General Formula (IIIA) or (IIIB); and the use of the acyloxysilane as a surface treatment agent or the like.

Catalytic enantioselective Mannich-type reactions of ketoimines

The first example of catalytic enantioselective Mannich-type reactions of simple ketoimines is described. The optimized conditions for aromatic ketoimines include the use of CuOAc-DTBM-SEGPHOS as the catalyst (10 mol %) and (EtO)2Si(OAc)2 as the trapping reagent (1 equiv) of the intermediate copper amide (generated via the addition of a copper enolate to the imine). The trapping reagent significantly facilitated the catalyst turnover. Excellent enantioselectivity was produced from a range of aromatic ketoimines, including heteroaromatic and ethyl-substituted ketoimines. The optimized conditions for aliphatic ketoimines include the use of CuOAc-4-tBu-cyclohexyl-DuPHOS as the catalyst and (EtO)3SiF as the trapping reagent. When aliphatic substrates were used, the enantioselectivity was in the 77-81% ee range. The products were converted to β,β-disubstituted amino acids, which are a very important class of chiral building blocks for natural product synthesis, pharmaceuticals, and conformationally regulated artificial proteins. Copyright