24338-09-8

Basic information

• Product Name: Trimethylsilyl-10-undecenoate
• Synonyms: Trimethylsilyl-10-undecenoate;10-Undecenoic acid trimethylsilyl ester
• CAS NO: 24338-09-8
• Molecular Formula: C₁₄H₂₈O₂Si
• Molecular Weight: 256.46
• Mol File: 24338-09-8.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 287.4°C at 760 mmHg
• Flash Point: 106.1°C
• Appearance: /
• Density: 0.872g/cm³
• Vapor Pressure: 0.00249mmHg at 25°C
• Refractive Index: 1.437
• CAS DataBase Reference: Trimethylsilyl-10-undecenoate(CAS DataBase Reference)
• NIST Chemistry Reference: Trimethylsilyl-10-undecenoate(24338-09-8)
• EPA Substance Registry System: Trimethylsilyl-10-undecenoate(24338-09-8)

Safety Data

• Hazardous Substances Data: 24338-09-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H28O2Si/c1-5-6-7-8-9-10-11-12-13-14(15)16-17(2,3)4/h5H,1,6-13H2,2-4H3

Upstream product

• 107-46-0 Hexamethyldisiloxane 
• 112-38-9 10-undecenoic acid 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 24589-78-4 N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide 
• 75-77-4 chloro-trimethyl-silane 

Downstream Products

• 107-46-0 Hexamethyldisiloxane 
• 3669-80-5 11-hydroxyundecanoic acid 

Relevant articles and documents

Enantioselective Total Synthesis of Antibiotic CJ-16,264, Synthesis and Biological Evaluation of Designed Analogues, and Discovery of Highly Potent and Simpler Antibacterial Agents

An improved and enantioselective total synthesis of antibiotic CJ-16,264 through a practical kinetic resolution and an iodolactonization reaction to form the iodo pyrrolizidinone fragment of the molecule is described. A series of racemic and enantiopure analogues of CJ-16,264 was designed and synthesized through the developed synthetic technologies and tested against drug-resistant bacterial strains. These studies led to interesting structure-activity relationships and the identification of a number of simpler, and yet equipotent, or even more potent, antibacterial agents than the natural product, thereby setting the foundation for further investigations in the quest for new anti-infective drugs.

HYDROSILYLATION REACTION CATALYST

A hydrosilylation reaction catalyst prepared from: a catalyst precursor comprising a transition metal compound, excluding platinum, belonging to group 8-10 of the periodic table, e.g., iron acetate, cobalt acetate, nickel acetate, etc.; and a ligand comprising an isocyanide compound such as t-butyl isocyanide. The hydrosilylation reaction catalyst has excellent handling and storage properties. As a result of using this catalyst, a hydrosilylation reaction can be promoted under gentle conditions.

Polymer-supported chiral Co(salen) complexes: Synthetic applications and mechanistic investigations in the hydrolytic kinetic resolution of terminal epoxides

This paper describes the synthesis of polystyrene- and silica-bound chiral Co(salen) complexes and their application in asymmetric catalysis. A general method for the covalent attachment of salen complexes to both types of support has been devised, and the corresponding immobilized cobalt derivatives are shown to be efficient and highly enantioselective catalysts for the hydrolytic kinetic resolution (HKR) of terminal epoxides. These systems provide practical solutions to certain technical difficulties associated with the isolation of reaction products from the HKR. Removal of the supported catalyst by filtration and repeated recycling is demonstrated with no loss of reactivity or enantioselectivity. The enantioselective addition of phenols to terminal epoxides mediated by this catalyst system provides a facile, high-yielding synthesis of the corresponding enantioenriched aryl ethers. The immobilized catalysts have been adapted to a continuous flow process for the generation of reaction products in high yield and ee, requiring only very simple techniques for product purification. The mechanism by which these catalysts perform highly efficient and enantioselective epoxide ring opening has been addressed using a silica- bound Co(salen) complex. A dramatic correlation between the degree of catalyst site-isolation and reaction rate has been observed, consistent with a cooperative bimetallic mechanism in these reactions.