17942-89-1

Basic information

• Product Name: triethyl-(3-phenyl-propenyloxy)-silane
• Synonyms: triethyl-(3-phenyl-propenyloxy)-silane
• CAS NO: 17942-89-1
• Molecular Weight: 248.44
• Mol File: 17942-89-1.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: triethyl-(3-phenyl-propenyloxy)-silane(CAS DataBase Reference)
• NIST Chemistry Reference: triethyl-(3-phenyl-propenyloxy)-silane(17942-89-1)
• EPA Substance Registry System: triethyl-(3-phenyl-propenyloxy)-silane(17942-89-1)

Safety Data

• Hazardous Substances Data: 17942-89-1(Hazardous Substances Data)

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 617-86-7 triethylsilane 
• 104-53-0 3-phenyl-propionaldehyde 
• 994-30-9 triethylsilyl chloride 
• 2969-81-5 Ethyl 4-bromobutyrate 
• 256229-10-4 (2RS)-2-benzyloxy-3-phenylpropanal 
• 104-55-2 3-phenyl-propenal 

Downstream Products

• 78747-31-6 3-Formyl-2-hydroxy-2-methyl-4-phenyl-butyronitrile 

Relevant articles and documents

Nickel-Catalyzed Defluorinative Coupling of Aliphatic Aldehydes with Trifluoromethyl Alkenes

A simple procedure is reported for the nickel-catalyzed defluorinative alkylation of unactivated aliphatic aldehydes. The process involves the catalytic reductive union of trifluoromethyl alkenes with aldehydes using a nickel complex of a 6,6′-disubstituted bipyridine ligand with zinc metal as the terminal reductant. The protocol is distinguished by its broad substrate scope, mild conditions, and simple catalytic setup. Reaction outcomes are consistent with the intermediacy of an α-silyloxy(alkyl)nickel intermediate generated by a low-valent nickel catalyst, a silyl electrophile, and the aldehyde substrate. Mechanistic findings with cyclopropanecarboxaldehyde provide insights into the nature of the reactive intermediates and illustrate fundamental reactivity differences that are governed by subtle changes in the ligand and substrate structure.

Nickel-Catalyzed Decarboxylative Coupling of Redox-Active Esters with Aliphatic Aldehydes

The addition of alkyl fragments to aliphatic aldehydes is a highly desirable transformation for fragment couplings, yet existing methods come with operational challenges related to the basicity and instability of the nucleophilic reagents commonly employed. We report herein that nickel catalysis using a readily available bioxazoline (BiOx) ligand can catalyze the reductive coupling of redox-active esters with aliphatic aldehydes using zinc metal as the reducing agent to deliver silyl-protected secondary alcohols. This protocol is operationally simple, proceeds under mild conditions, and tolerates a variety of functional groups. Initial mechanistic studies suggest a radical chain pathway. Additionally, alkyl tosylates and epoxides are suitable alkyl precursors to this transformation providing a versatile suite of catalytic reactions for the functionalization of aliphatic aldehydes.

Large-scale preparation and labelling reactions of deuterated silanes

A catalytic synthesis of deuterated silanes SiEt3D, SiMe 2PhD and SiPh2D2 is reported that allows their facile generation in a 3-4g scale, utilizing D2 (0.5bar) as the hydrogen isotope source and low