940-00-1

Basic information

• Product Name: 4-Methoxyphenyltrimethylstannane
• Synonyms: (p-Methoxyphenyl)trimethylstannane;1-(Trimethylstannyl)-4-methoxybenzene;1-Methoxy-4-(trimethylstannyl)benzene;4-Methoxyphenyltrimethylstannane;Trimethyl(4-methoxyphenyl)stannane;Trimethyl(p-anisyl)stannane
• CAS NO: 940-00-1
• Molecular Formula: C₁₀H₁₆OSn
• Molecular Weight: 270.94
• Mol File: 940-00-1.mol
• Article Data: 25

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-Methoxyphenyltrimethylstannane(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methoxyphenyltrimethylstannane(940-00-1)
• EPA Substance Registry System: 4-Methoxyphenyltrimethylstannane(940-00-1)

Safety Data

• Hazardous Substances Data: 940-00-1(Hazardous Substances Data)

Upstream product

• 696-62-8 para-iodoanisole 
• 661-69-8 hexamethyldistannane 
• 5076-68-6 diethyl 4-methoxyphenyl phosphate 
• 16643-09-7 trimethylstannyl sodium 
• 1066-45-1 trimethyltin(IV)chloride 
• 623-12-1 4-chloromethoxybenzene 
• 7440-23-5 sodium 
• 17310-99-5 4-methoxy-N,N,N-trimethylbenzenaminium iodide 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 14774-77-7 p-methoxyphenyllithium 
• 16507-94-1 p-methoxyphenyl-triethyltin 
• 17946-71-3 lithium trimethylstannyl 
• 104-94-9 4-methoxy-aniline 
• 701-53-1 p-methoxybenzoyl fluoride 

Downstream Products

• 17494-29-0 4-(4-methoxy-benzyl)-morpholine 
• 135741-05-8 methyl 3-<(benzyloxycarbonyl)amino>-2-(methoxycarbonyl)-5-oxo-5-(p-methoxyphenyl)pentanoate 
• 1066-45-1 trimethyltin(IV)chloride 
• 123-11-5 4-methoxy-benzaldehyde 
• 76217-07-7 4-(4-methoxyphenyl)-4-phenylbutan-2-one 
• 367935-16-8 2-hydroxy-2-(4-methoxyphenyl)-1,2-diphenylethanone 
• 613-37-6 4-methoxylbiphenyl 
• 33308-64-4 dicarbonylcyclopentadienyl(p-methoxyphenyl)iron 
• 1247019-55-1 ethyl 1-cyclopropyl-6-fluoro-7-(4-methoxyphenyl)-8-nitro-4-oxo-1,4-dihydroquinoline-3-carboxylate 
• 1307863-47-3 ethyl 7-cyclopropyl-2-(4-methoxyphenyl)-3-nitro-4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxylate 
• 16241-30-8 5-(4-methoxyphenyl)tropolone 
• 58743-77-4 4'-methoxybiphenyl-4-carbonitrile 
• 130677-23-5 (5R,6S)-3-(4-Methoxy-phenyl)-7-oxo-6-((R)-1-trimethylsilanyloxy-ethyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 2143-90-0 4-methoxy-4'-nitrobiphenyl 

Relevant articles and documents

Reductive Electrophotocatalysis: Merging Electricity and Light to Achieve Extreme Reduction Potentials

We describe a new electrophotocatalytic strategy that harnesses the power of light and electricity to generate an excited radical anion with a reducing potential of -3.2 V vs SCE, which can be used to activate substrates with very high reduction potentials (Ered ≈ -1.9 to -2.9 V). The resultant aryl radicals can be engaged in various synthetically useful transformations to furnish arylboronate, arylstannane, and biaryl products.

Visible-Light-Driven Synthesis of Arylstannanes from Arylazo Sulfones

The visible-light-driven preparation of (hetero)aryl stannanes was carried out under both photocatalyst- and metal-free conditions via irradiation of arylazo sulfones in the presence of hexaalkyldistannanes. The reaction shows a high efficiency and a wide substrates scope. The resulting crude organotin derivatives can be directly employed in a Stille protocol.

A practical method for the preparation of 18F-labeled aromatic amino acids from nucleophilic [18F]fluoride and stannyl precursors for electrophilic radiohalogenation

In a recent contribution of Scott et al., the substrate scope of Cu-mediated nucleophilic radiofluorination with [18F]KF for the preparation of 18F-labeled arenes was extended to aryland vinylstannanes. Based on these findings, the potential of this reaction for the production of clinically relevant positron emission tomography (PET) tracers was investigated. To this end, Cu-mediated radiofluorodestannylation using trimethyl(phenyl)tin as a model substrate was re-evaluated with respect to different reaction parameters. The resulting labeling protocol was applied for 18F-fluorination of different electron-rich, -neutral and -poor arylstannyl substrates in RCCs of 16-88%. Furthermore, this method was utilized for the synthesis of 18F-labeled aromatic amino acids from additionally N-Boc protected commercially available stannyl precursors routinely applied for electrophilic radiohalogenation. Finally, an automated synthesis of 6-[18F]fluoro-L-m-tyrosine (6-[18F]FMT), 2-[18F]fluoro-L-tyrosine (2-[18F]F-Tyr), 6-[18F]fluoro-L-3, 4-dihydroxyphenylalanine (6-[18F]FDOPA) and 3-O-methyl-6-[18F]FDOPA ([18F]OMFD) was established furnishing these PET probes in isolated radiochemical yields (RCYs) of 32-54% on a preparative scale. Remarkably, the automated radiosynthesis of 6-[18F]FDOPA afforded an exceptionally high RCY of 54 5% (n = 5).