17887-62-6

Basic information

• Product Name: DIMETHYLPHENYLSILYLACETIC ACID
• Synonyms: DIMETHYLPHENYLSILYLACETIC ACID;(Phenyldimethylsilyl)acetic acid;SDK-23
• CAS NO: 17887-62-6
• Molecular Formula: C₁₀H₁₄O₂Si
• Molecular Weight: 194.3
• Mol File: 17887-62-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 298.4°C at 760 mmHg
• Flash Point: 134.2°C
• Appearance: /
• Density: 1.04g/cm³
• Vapor Pressure: 0.000571mmHg at 25°C
• Refractive Index: 1.509
• PKA: pK1:5.27 (25°C)
• CAS DataBase Reference: DIMETHYLPHENYLSILYLACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: DIMETHYLPHENYLSILYLACETIC ACID(17887-62-6)
• EPA Substance Registry System: DIMETHYLPHENYLSILYLACETIC ACID(17887-62-6)

Safety Data

• Hazardous Substances Data: 17887-62-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H14O2Si/c1-13(2,8-10(11)12)9-6-4-3-5-7-9/h3-7H,8H2,1-2H3,(H,11,12)

Upstream product

• 124-38-9 carbon dioxide 
• 22655-93-2 (bromomethyl)dimethylphenylsilane 
• 42414-77-7 (dimethylphenylsilyl)ketene 
• 15719-64-9 methylammonium carbonate 
• 2754-27-0 trimethylsilyl acetate 
• 768-33-2 phenyldimethylsilyl chloride 
• 107735-20-6 [(dimethylphenylsilyl)methyl]magnesium chloride 
• 108-86-1 bromobenzene 

Downstream Products

• 42414-75-5 (Dimethylphenylsilyl)acetylchlorid 
• 345217-82-5 2-(dimethyl-phenyl-silanyl)-hept-6-enoic acid 
• 345217-81-4 2-(dimethyl-phenyl-silanyl)-3-phenyl-propionic acid 
• 86551-93-1 (2S)-3-phenyl-propane-1,2-diol diacetate 
• 345218-02-2 (S)-2-(dimethyl(phenyl)silyl)-3-phenylpropan-1-ol 
• 345217-96-1 2-(dimethyl-phenyl-silanyl)-3-phenyl-thiopropionic acid S-phenyl ester 
• 42414-77-7 (dimethylphenylsilyl)ketene 
• 15527-45-4 1,2-bis[dimethyl(phenyl)silyl]ethane 

Relevant articles and documents

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A convenient method for the synthesis of α-silylacetic acids

A method is described for the preparation of α-silylacetic acids of the type R3SiCH2CO2H by treating trimethylsilyl acetate with LDA followed by quenching with chlorosilanes.

Electroorganic Synthesis, 57. Synthesis of Advanced Prostaglandin Precursors by Kolbe Electrolysis, II. - Preparation of Coacids and Anodic Initiated Tandem Radical-Addition/Radical-Coupling Reaction with (1'R,4'S,3R/S)-3-(cis-4-Acetoxycyclopent-2-enyloxy)-3-ethoxypropionic Acid

The α-silyl-substituted carboxylic acids 4 and 10 were prepared and with other coacids subjected to a mixed Kolbe electrolysis with β-cyclopentenyloxypropanoate 1.The stereochemical course of this cyclization reaction was determined on the basis of the 4-methyl-substituted product 23 by 1H-NMR-NOE spectroscopy.Conversion of the bicyclic reaction products 21b-d to advanced prostaglandin precursors such as lactone 30 was achieved in few steps. - Key Words: Kolbe elecrolysis / Radical cyclization / Si-C bond oxidation / Prostaglandins