2182-66-3

Basic information

• Product Name: Diacetoxydimethylsilane
• Synonyms: (Acetyloxy)(dimethyl)silyl acetate;Dimethyldiacetoxysilicane;dimethyl-silanediodiacetate;Dimethylsilanediol, diacetate;Silanediol,dimethyl-,diacetate;LABOTEST-BB LT01406985;DIACETOXYDIMETHYLSILANE;DIMETHYLDIACETOXYSILANE
• CAS NO: 2182-66-3
• Molecular Formula: C₆H₁₂O₄Si
• Molecular Weight: 176.24
• EINECS: 218-562-2
• Product Categories: Functional Materials;Si (Classes of Silicon Compounds);Silane Coupling Agents;Silane Coupling Agents (Intermediates);Silyl Esters;Si-O Compounds;Acetoxy Silanes;Crosslinkers;Crosslinking Agents
• Mol File: 2182-66-3.mol

Chemical Properties

• Melting Point: −12.5 °C(lit.)
• Boiling Point: 163 °C(lit.)
• Flash Point: 153 °F
• Appearance: /liquid
• Density: 1.054 g/mL at 25 °C(lit.)
• Vapor Pressure: 1.91mmHg at 25°C
• Refractive Index: n20/D 1.403(lit.)
• BRN: 1769843
• CAS DataBase Reference: Diacetoxydimethylsilane(CAS DataBase Reference)
• NIST Chemistry Reference: Diacetoxydimethylsilane(2182-66-3)
• EPA Substance Registry System: Diacetoxydimethylsilane(2182-66-3)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-28-36/37/39-45
• RIDADR: UN 3265 8/PG 3
• WGK Germany: 3
• F: 10-21
• TSCA: Yes
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 2182-66-3(Hazardous Substances Data)

Usage

Features

Dimethyldiacetoxysilane is a clear to yellowish liquid with acrid odor of acetic acid (vinegar). It hydrolyzes in the presence of moisture (acetic acid is released) to form silanols, which can react with themselves to pro-duce siloxanes or bind to inorganic substrates. Acetoxy silanes are more reactive than alkoxysilanes. Acetoxy silanes are frequently used as one-component mixtures to make RTV-1 silicone sealants. These mixtures have an excess of multi-functional acetoxy silane added to silanol-terminated PDMS, which results in a PDMS chain with acetoxy groups at the ends. When Diacetoxydimethylsilane is exposed to moisture some acetoxy groups are hydrolyzed and self-condense or react with other acetoxy and rapid crosslinking takes place. Acetic acid formation is one of the driving forces of this reaction.

Chemical Properties

Colorless or yellowish transparent liquid

InChI:InChI=1/C6H12O4Si/c1-5(7)9-11(3,4)10-6(2)8/h1-4H3

Upstream product

• 108-24-7 acetic anhydride 
• 75-78-5 dimethylsilicon dichloride 
• 127-09-3 sodium acetate 
• 3574-04-7 hexamethylcyclotrisilathiane 
• 64-19-7 acetic acid 
• 1009-93-4 2,2,4,4,6,6-hexamethylcyclotrisilazane 
• 28351-69-1 1,3-bis(acetoxydimethylsilyl)tetramethylcyclodisilazane 
• 13270-82-1 1,3-bis(aminodimethylsilyl)-2,2,4,4-tetramethylcyclodisilazane 
• 2329-10-4 1,3-bis(chlorodimethylsilyl)-2,2,4,4-tetramethylcyclodisilazane 
• 6143-68-6 bis(diethylamino)dimethylsilane 
• 156145-51-6 2,2-Dimethyl-2-sila-1,3-bis(diazo)propan 
• 6904-57-0 C₄H₉ClO₂Si 
• 77850-45-4 1-(acetoxydimethylsilyl)-3-(3-acetoxy-1,1,3,3-tetramethyldisilazanyl)tetramethylcyclodisilazane 

Downstream Products

• 17932-58-0 Acetoxy-anilino-dimethyl-silan 
• 18027-11-7 Acetoxy-cyclohexylamino-dimethyl-silan 
• 2754-27-0 trimethylsilyl acetate 
• 126874-50-8 (3aα,4β,4aα,7aα,8β,8aα)-4a,7a,8,8a-tetrahydro-2,2-dimethyl-6-phenyl-4,8-etheno-4H-1,3,2-dioxasilolo<4,5-f>isoindole-5,7(3aH,6H)-dione 
• 126814-15-1 (3aα,4α,4aβ,7aβ,8α,8aα)-4a,7a,8,8a-tetrahydro-2,2-dimethyl-6-phenyl-4,8-etheno-4H-1,3,2-dioxasilolo<4,5-f>isoindole-5,7(3aH,6H)-dione 

Relevant articles and documents

DIMETHYLFUMARATE AND PRODRUGS FOR TREATMENT OF MULTIPLE SCLEROSIS

Methods and systems to evaluate prodrugs, drugs, or drug metabolites are provided.

Silicon-Containing Fumaric Acid Esters

The present invention is directed to silicon-containing fumaric acid esters of the Formulae I-IV. The silicon-containing fumaric acid esters of Formulae I-IV are useful in transplantation medicine and for the treatment of autoimmune diseases and autoimmune-related diseases. (I), (II), (III) and (IV)

PRODRUGS AND DRUGS

Methods and systems to evaluate a prodrug are provided.

PHARMACEUTICAL COMPOSITIONS CONTAINING DIMETHYL FUMARATE

Provided herein are compositions containing compounds, or pharmaceutically acceptable salts, that metabolize to monomethyl fumarate with certain pharmacokinetic parameters and methods for treating, prophylaxis, or amelioration of neurodegenerative diseases including multiple sclerosis using such compositions in a subject, wherein if the compositions contain dimethyl fumarate, the total amount of dimethyl fumarate in the compositions ranges from about 43% w/w to about 95% w/w.

Preparation of acyloxysilanes

Acyloxysilanes are prepared by the anhydrous reaction of stoichiometric amounts of a carboxylic acid with a mixture of a halosilane and a silazane in an aprotic solvent, such as diethyl ether, acetonitrile, tetrahydrofuran or toluene, in an inert gas atmosphere. In a preferred embodiment the silazane is prepared in situ by the reaction of the corresponding halosilane and ammonia. No catalyst is necessary and the reaction preferably is performed at a temperature of -5° C. to 45° C.

REACTIONS IN THE CHLOROSILANE-SILANOL-SILOXANE SYSTEM

We obtained the first ?*-values and ES-values for siloxy groups by spectroscopic and kinetic methods.Detailed mechanistic investigations are performed on the hydrolysis of chlorosilanes, the cleavage of Si-O-Si bonds by HCl, and the substituent exchange reaction between silanols and chlorosilanes.

ZUR SYNTHESE VON SILOXANEN. II, STERISCHE SUBSTITUENTENKONSTANTEN FUER SILOXYRESTE

The acetolysis reactions of compounds of the type XSiMe2Cl (I) with acetic acid in the presence of acetic anhydride were studied kinetically by means of 1H NMR spectroscopy.We found these reactions exclusively influenced by steric effects (ρ=0).The steric susceptibility constant (δ) of the acetolysis reaction, using alkylchlorodimethylsilanes was found to be 1.3.In this investigation the Taft Es nvalues showed a better correlation than the Es(Si) values of Cartledge.From the rate constants of the acetolysis reactions with I (X=Cl, acetoxy or siloxy) we could then obtain for the first time Es values for Cl, acetoxy and a series of siloxy groups at silicon.