53538-03-7

Basic information

• Product Name: TRIMETHYLSILYL-D(-)FRUCTOSE
• Synonyms: TRIMETHYLSILYL-D(-)FRUCTOSE
• CAS NO: 53538-03-7
• Molecular Formula: C9H20O6Si
• Molecular Weight: 252.34
• Product Categories: Carbohydrate Synthesis;Monosaccharides;Specialty Synthesis
• Mol File: 53538-03-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 429.8°C at 760 mmHg
• Flash Point: 193.1°C
• Appearance: clear, colorless/liquid
• Density: 0.94g/cm³
• Vapor Pressure: 3.43E-07mmHg at 25°C
• Refractive Index: 1.443
• Storage Temp.: 2-8°C
• CAS DataBase Reference: TRIMETHYLSILYL-D(-)FRUCTOSE(CAS DataBase Reference)
• NIST Chemistry Reference: TRIMETHYLSILYL-D(-)FRUCTOSE(53538-03-7)
• EPA Substance Registry System: TRIMETHYLSILYL-D(-)FRUCTOSE(53538-03-7)

Safety Data

• Safety Statements: 23-24/25
• WGK Germany: 3
• Hazardous Substances Data: 53538-03-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C21H52O6Si5/c1-28(2,3)23-17-21(27-32(13,14)15)20(26-31(10,11)12)19(25-30(7,8)9)18(16-22-21)24-29(4,5)6/h18-20H,16-17H2,1-15H3

Upstream product

• 110-86-1 pyridine 
• 75-77-4 chloro-trimethyl-silane 
• 57-48-7 D-Fructose 
• 77287-34-4 formamide 
• 6347-01-9 fructopyranose 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 

Relevant articles and documents

Catalytic activation of carbohydrates as formaldehyde equivalents for stetter reaction with enones

We disclose the first catalytic activation of carbohydrates as formaldehyde equivalents to generate acyl anions as one-carbon nucleophilic units for a Stetter reaction. The activation involves N-heterocyclic carbene (NHC)-catalyzed C-C bond cleavage of carbohydrates via a retro-benzoin-type process to generate the acyl anion intermediates. This Stetter reaction constitutes the first success in generating formal formaldehyde-derived acyl anions as one-carbon nucleophiles for non-self-benzoin processes. The renewable nature of carbohydrates, accessible from biomass, further highlights the practical potential of this fundamentally interesting catalytic activation.

Catalysts for Silylations with 1,1,1,3,3,3-Hexamethyldisilazane

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