35449-05-9

Basic information

• Product Name: Silane, trimethyl[[(1E)-2-phenylethenyl]oxy]-
• CAS NO: 35449-05-9
• Molecular Formula: C11H16OSi
• Molecular Weight: 192.333
• Mol File: 35449-05-9.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Silane, trimethyl[[(1E)-2-phenylethenyl]oxy]-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, trimethyl[[(1E)-2-phenylethenyl]oxy]-(35449-05-9)
• EPA Substance Registry System: Silane, trimethyl[[(1E)-2-phenylethenyl]oxy]-(35449-05-9)

Safety Data

• Hazardous Substances Data: 35449-05-9(Hazardous Substances Data)

Upstream product

• 5796-98-5 bis-trimethylsilanyl peroxide 
• 588-72-7 [(E)-2-bromoethenyl]benzene 
• 75-77-4 chloro-trimethyl-silane 
• 122-78-1 phenylacetaldehyde 
• 100-52-7 benzaldehyde 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 4648-54-8 trimethylsilylazide 

Downstream Products

• 1066-40-6 Trimethylsilanol 
• 30649-18-4 cinnamic alcohol 
• 13344-76-8 α-fluorobenzeneacetaldehyde 
• 100-52-7 benzaldehyde 

Relevant articles and documents

Nitrogen Atom Transfer Catalysis by Metallonitrene C?H Insertion: Photocatalytic Amidation of Aldehydes

C?H amination and amidation by catalytic nitrene transfer are well-established and typically proceed via electrophilic attack of nitrenoid intermediates. In contrast, the insertion of (formal) terminal nitride ligands into C?H bonds is much less developed and catalytic nitrogen atom transfer remains unknown. We here report the synthesis of a formal terminal nitride complex of palladium. Photocrystallographic, magnetic, and computational characterization support the assignment as an authentic metallonitrene (Pd?N) with a diradical nitrogen ligand that is singly bonded to PdII. Despite the subvalent nitrene character, selective C?H insertion with aldehydes follows nucleophilic selectivity. Transamidation of the benzamide product is enabled by reaction with N3SiMe3. Based on these results, a photocatalytic protocol for aldehyde C?H trimethylsilylamidation was developed that exhibits inverted, nucleophilic selectivity as compared to typical nitrene transfer catalysis. This first example of catalytic C?H nitrogen atom transfer offers facile access to primary amides after deprotection.

A new method for the preparation of silyl enol ethers from carbonyl compounds and (trimenthylsily)diazomethane in a regiospecific and highly stereoselective manner

The reaction of lithium (trimethylsilyl)diazomethane with aldehydes and ketones has been investigated, and it has been found that quenching at low temperature with MeOH followed by addition of Rh2(OAc)4 gave silyl enol ethers in high yields. Quenching with other electrophiles (e.g., deuterium, MeI) gave terminal and substituted silyl enol ethers with complete control over regio- and stereochemistry. The mechanism of this novel process has been mapped out through a combination of deuterium labeling, ReactIR, and isolation of reaction intermediates. Copyright

STEREO- AND REGIOSELECTIVE FORMATION OF SILYL ENOL ETHERS VIA OXIDATION OF VINYL ANIONS

Oxidation of E- and Z-vinyl lithiums with silyl peroxides 5 affords silyl enol ethers 3 in good to excellent yield with retention of configuration.This methodology represents a useful new procedure for the stereo and regioselective synthesis of ketone eno