1015-53-8

Basic information

• Product Name: Trimethyl(pentafluorophenyl)stannane
• Synonyms: Trimethyl(pentafluorophenyl)stannane;(PENTAFLUOROPHENYL)TRIMETHYLTIN
• CAS NO: 1015-53-8
• Molecular Formula: C₉H₉F₅Sn
• Molecular Weight: 330.87
• Mol File: 1015-53-8.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Trimethyl(pentafluorophenyl)stannane(CAS DataBase Reference)
• NIST Chemistry Reference: Trimethyl(pentafluorophenyl)stannane(1015-53-8)
• EPA Substance Registry System: Trimethyl(pentafluorophenyl)stannane(1015-53-8)

Safety Data

• Hazardous Substances Data: 1015-53-8(Hazardous Substances Data)

Usage

General Description

Trimethyl(pentafluorophenyl)stannane is a chemical compound with the molecular formula C9H9FSn. It is a stannane derivative that features a pentafluorophenyl group attached to a tin atom, along with three methyl groups. This chemical is primarily used in organic synthesis as a versatile reagent for various reactions, such as Stille coupling reactions, which are important in the field of organic chemistry for the formation of carbon-carbon bonds. Trimethyl(pentafluorophenyl)stannane is known for its high reactivity and selectivity in these reactions, making it a valuable tool for the preparation of complex organic compounds. Additionally, this compound has potential applications in materials science and pharmaceutical research due to its unique structural features and reactivity.

Upstream product

• 344-04-7 bromopentafluorobenzene 
• 1066-45-1 trimethyltin(IV)chloride 
• 2283-11-6 hexaethylphosphoric triamide 
• 363-72-4 Pentafluorobenzene 
• 993-50-0 (dimethylamino)trimethyltin 
• 1066-44-0 trimethyltin bromide 
• 879-05-0 2,3,4,5,6-pentafluorophenylmagnesium bromide 
• 40103-35-3 (CH₃)3SnNC(C₆H₄-p-CH₃)2 

Downstream Products

• 14621-04-6 2,3,4,5,6-pentafluoro-4'-methylbiphenyl 
• 1066-45-1 trimethyltin(IV)chloride 
• 56-24-6 trimethyltin(IV) hydroxide 
• 830-48-8 dichloro(pentafluorophenyl)borane 
• 753-73-1 dimethyltin dichloride 
• 35369-95-0 (pentafluoro phenyl) tribromo germane 
• 1066-44-0 trimethyltin bromide 
• 59975-65-4 bis(pentafluorophenyl)tetrakis(tetrahydrofuran)ytterbium(III) 
• 883733-78-6 (mesityl)2B(C₆F₅) 
• 365458-40-8 2-(pentafluorophenyl)-4,4,5,5-tetrakis(trifluoromethyl)-1,3,2-dioxaborolane 
• 830-49-9 difluoro (pentafluorophenyl)borane 
• 676-89-1 trimethyltin tetrafluoroborate 
• 1582-24-7 pentafluorophenylboronic acid 
• 80986-41-0 4-nitrophenyl(2',3',4',5',6'-pentafluorophenyl)ketone 

Relevant articles and documents

Rhodium-catalyzed boron arylation of 1,2-azaborines

A Sn-phony in B! BN isosteres of biphenyl compounds are prepared through Rh-catalyzed cross-coupling between 2-chloro-1,2-azaborines and arylstannanes (see scheme). The synthetic method should enable investigations of structure-activity relationships (SAR

Preparatiions of chloro(diene)polyfluorophenylplatinum(II) complexes and the structure of chloro(dicyclopentadiene)-pentafluorophenylplatinum(II)

The complexes, PtCl(diene)R (diene = hexa-1,5-diene (hex) or norbornadiene (nbd), R C6F5, p-HC6F4, or p-MeOC6F4; diene = diene = dicyclopentadiene (dcy), R = C6F5) have been prepared by reaction between equimolar amounts of PtCl2(diene) and Me3SnR in dichloromethane. Most reactions also gave some of the corresponding PtR2(diene) complex, which was readily separated by chromatography, and Pt(p-MeOC6F4)2(nbd) was obtained in high yield from PtCl2(nbd) and Me3Sn(p-MeOC6F4) when a 1 2 mole ratio was used. Attempts to prepare PtCl(dcy)R (R p-HC6F4 or p-MeOC6F4) from Me3SnR gave only PtR2(dcy) in boiling CH2Cl2 despite the use of 1 1 reactant stoichiometry, and Pt(p-MeOC6F4)2(dcy) or no reaction (R p-HC6F4) at room temperature. Alternative reagents, R′3 SnR (R′ Bu or Et, R C6F5 or p-MeOC6F4) had a variable effect on the selectivity of monoarylation. Thus, Bu3SnC6F5 was more selective and Et3SnC6F5 less selective in formation of PtCl(hex)C6F5 than Me3SnC6F5. With Et3SnR (R C6F5 or p-MeOC6F4) and an equimolar amount of PtCl2(dcy), PtCl(dcy)R was the major product. The crystal structure of ptCl(dcy)C6F5 shows near square planar stereochemistry for platinum and steric congestion. The double bond from the six-membered ring of dcy is unsymmetrically coordinated to platinum trans to C6F5 and is further from the metal than the other double bond, which is symmetrically bonded trans to chlorine. The pentafluorophenyl group is approximately normal to the coordination plane, and gives two ortho-fluorine resonances in the 19F NMR spectrum.