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

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

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 reductive coupling of unactivated alkyl bromides and aliphatic aldehydes

A mild, convenient coupling of aliphatic aldehydes and unactivated alkyl bromides has been developed. The catalytic system features the use of a common Ni(ii) precatalyst and a readily available bioxazoline ligand and affords silyl-protected secondary alcohols. The reaction is operationally simple, utilizing Mn as a stoichiometric reductant, and tolerates a wide range of functional groups. The use of 1,5-hexadiene as an additive is an important reaction parameter that provides significant benefits in yield optimizations. Initial mechanistic experiments support a mechanism featuring an alpha-silyloxy Ni species that undergoes formal oxidative addition to the alkyl bromideviaa reductive cross-coupling pathway.

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