65625-39-0

Basic information

• Product Name: ACETOXYMETHYLTRIMETHOXYSILANE
• Synonyms: ACETOXYMETHYLTRIMETHOXYSILANE;(triMethoxysilyl)Methyl acetate
• CAS NO: 65625-39-0
• Molecular Formula: C6H14O5Si
• Molecular Weight: 194.26
• Mol File: 65625-39-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 190 °C
• Flash Point: >60°C
• Appearance: /
• Density: 1.085
• Vapor Pressure: 3.103mmHg at 25°C
• Refractive Index: 1.405
• CAS DataBase Reference: ACETOXYMETHYLTRIMETHOXYSILANE(CAS DataBase Reference)
• NIST Chemistry Reference: ACETOXYMETHYLTRIMETHOXYSILANE(65625-39-0)
• EPA Substance Registry System: ACETOXYMETHYLTRIMETHOXYSILANE(65625-39-0)

Safety Data

• Statements: 36/37/38
• Safety Statements: 16-26-36/37/39
• RIDADR: 1993
• TSCA: No
• Hazardous Substances Data: 65625-39-0(Hazardous Substances Data)

Usage

General Description

Acetoxymethyltrimethoxysilane is a chemical compound used as a coupling agent and adhesion promoter. It is a colorless liquid with a pungent odor that is soluble in organic solvents. It is commonly used in the manufacturing of adhesives, sealants, and coatings to improve the adhesion of the materials to various surfaces. Acetoxymethyltrimethoxysilane is also used in the production of silicone resins and as a crosslinking agent in rubber and plastics. It has the chemical formula C6H14O5Si and is considered to be a hazardous substance that should be handled with care in a well-ventilated environment.

InChI:InChI=1/C6H14O5Si/c1-6(7)11-5-12(8-2,9-3)10-4/h5H2,1-4H3

Upstream product

• 5926-26-1 (chloromethyl)trimethoxysilane 
• 127-08-2 potassium acetate 
• 127-09-3 sodium acetate 

Relevant articles and documents

Synthesis of 2,2,5,5-Tetrasubstituted 1,4-Dioxa-2,5-disilacyclohexanes via Organotin(IV)-Catalyzed Transesterification of (Acetoxymethyl)alkoxysilanes

(Acetoxymethyl)silanes 2, 7 a-c, and 10 a-c with at least one alkoxy group, of the general formula (AcOCH2)Si(OR)3-n(CH 3)n (R: Me, Et, iPr; n=0, 1, 2), were synthesized from the corresponding (chloromethyl)silanes 1, 6 a-c, and 9 a-c by treatment with potassium acetate under phase-transfer-catalysis conditions. These compounds were found to provide 2,2,5,5-organo-substituted 1,4-dioxa-2,5- disilacyclohexanes 3, 8 a-c, and 11 a-c if treated with organotin(IV) catalysts such as dioctyltin oxide. The reaction proceeds through transesterification of the acetoxy and alkoxy units followed by ring-closure to form a dimeric six-membered ring. The corresponding alkyl acetates are formed as the reaction by-products. With these mild conditions, the method overcomes the drawbacks of previously reported synthetic routes to furnish 2,2,5,5-tetramethyl-1,4-dioxa-2, 5-disilacyclohexane (3) and even allows the synthesis of 1,4-dioxa-2,5- disilacyclohexanes bearing hydrolytically labile alkoxy substituents at the silicon atom in good yields and high purity. These new materials were fully characterized by NMR spectroscopy, elemental analysis, mass spectrometry, and X-ray analysis (trans-8 a). Tin makes the ring! Easily accessible (acetoxymethyl)silanes with at least one alkoxy group give 2,2,5,5-organo- substituted 1,4-dioxa-2,5-disilacyclohexanes (see figure) in good yields and high purity when treated with organotin(IV) catalysts. The mild reaction conditions even allowed the synthesis of cyclic silanes with hydrolytically labile alkoxy substituents. Copyright

Hydroxymethyltrialkoxysilanes and methods of making and using the same

Novel hydroxymethyltrialkoxysilanes of the formula: STR1 are produced by transesterifying a carboxylic acid ester of hydroxymethyltrialkoxysilane with an alcohol, and distilling the reaction mixture to remove the carboxylate of the alcohol. The carboxylic acid ester of hydroxymethyltrialkoxysilane is prepared by the reaction of an alkali metal carboxylate with chloromethyltrialkoxysilane, which in turn is prepared by the reaction of a trialkylorthoester with chloromethyltrichlorosilane by heating to reflux with removal of alkylchloride, followed by distillation to remove alkyl ester. The hydroxymethyltrialkoxysilanes and carboxylic acid esters thereof, as well as carboxymethyltrialkoxysilanes, are particularly useful in sol-gel processing by undergoing hydrolysis to yield hydroxymethylsilanetriol, and subsequent hydrolysis and polycondensation products.