2847-58-7

Basic information

• Product Name: benzyltriphenyltin
• Synonyms: benzyltriphenyltin
• CAS NO: 2847-58-7
• Molecular Formula: C₂₅H₂₂Sn
• Molecular Weight: 441.1522
• Mol File: 2847-58-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 495.8°Cat760mmHg
• Flash Point: 253.3°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 1.74E-09mmHg at 25°C
• CAS DataBase Reference: benzyltriphenyltin(CAS DataBase Reference)
• NIST Chemistry Reference: benzyltriphenyltin(2847-58-7)
• EPA Substance Registry System: benzyltriphenyltin(2847-58-7)

Safety Data

• RIDADR: 3146
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 2847-58-7(Hazardous Substances Data)

Usage

General Description

Benzyltriphenyltin is an organotin compound that consists of a benzyl group attached to the central tin atom, with three phenyl groups also bonded to the tin. It is commonly used as a reagent in organic synthesis and is known for its potential as a catalyst in various reactions. benzyltriphenyltin has been studied for its potential use as an antifungal agent, as well as its potential application in the treatment of parasitic infections. However, benzyltriphenyltin is also known to be toxic and can pose environmental risks, as it is persistent in the environment and can accumulate in the food chain. Therefore, its use and disposal must be carefully managed to prevent adverse effects on human health and the environment.

InChI:InChI=1/C7H7.3C6H5.Sn/c1-7-5-3-2-4-6-7;3*1-2-4-6-5-3-1;/h2-6H,1H2;3*1-5H;/rC25H22Sn/c1-5-13-22(14-6-1)21-26(23-15-7-2-8-16-23,24-17-9-3-10-18-24)25-19-11-4-12-20-25/h1-20H,21H2

Upstream product

• 6921-34-2 benzylmagnesium chloride 
• 2847-57-6 butyltriphenyltin 
• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 
• 639-58-7 triphenyltin chloride 
• 1089-59-4 triphenyl methyl tin 
• 1441135-85-8 C₂₆H₃₃BN₂Sn 
• 42428-60-4 (C₆H₅)3SnCH₂CH₂NHC₆H₅ 
• 42428-61-5 (C₆H₅)3SnCH₂CH₂N(C₆H₅)COCH₃ 
• 42393-74-8 (C₆H₅)3SnCH₂CH₂N(C₆H₅)2 
• 42393-72-6 (C₆H₅)3SnCH₂CH₂N(CH₃)C₆H₅ 
• 61810-54-6 Ph₃SnK 
• 1589-82-8 phenylmagnesium bromide 
• 4167-90-2 lithium triphenylstannide 

Downstream Products

• 876492-93-2 benzyl-butyl-diphenyl stannane 
• 42967-16-8 (C₆H₅)(C₆H₅CH₂)SnCl₂ 
• 595-90-4 tetraphenyltin(IV) 
• 1089-59-4 triphenyl methyl tin 
• 81928-45-2 SnO(C₆H₅)(CH₂C₆H₅) 
• 63243-00-5 benzyl-phenyl tin ⁽²⁺⁾; diiodide 
• 150787-21-6 9-benzyl-10-methyl-9,10-dihydroacridine 
• 70335-33-0 benzyl-phenyl tin ⁽²⁺⁾; dibromide 
• 147879-43-4 N'-((S)-1-{(4R,5R)-5-[(S)-1-(N',N'-Dimethyl-hydrazino)-2-phenyl-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-phenyl-ethyl)-N,N-dimethyl-hydrazine 
• 147879-42-3 N'-[(S)-1-((4R,5S)-5-Isobutyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-phenyl-ethyl]-N,N-dimethyl-hydrazine 

Relevant articles and documents

On the structural diversity of [K(18-crown-6)EPh3] complexes (E = C, Si, Ge, Sn, Pb): Synthesis, crystal structures and NOESY NMR study

A series of homologous potassium triphenylelement complexes [K(18-crown-6)EPh3] 6a-e of group 14 elements (E = C, Si, Ge, Sn, Pb) was synthesised by alkoxide induced heterolytic cleavage of boron-element compounds. The complexes 6a-e are isolated as storable solids possibly useful as sources of nucleophilic [EPh3]- moieties. The solid state structures of 6a-e were established by X-ray crystal structure determination. Whilst all structures can be described as polymeric chains consisting of alternating [K(18-crown-6)]+ and [EPh3]- units, the interaction within each chain varies systematically with the coordination properties of E. For Si and Ge, classical E-K coordination along with secondary phenyl-K interactions are characteristic, whilst for Sn and Pb, potassium coordination via the phenyl π-system is observed due to inefficient coordination by the free electron pair localised in an 'inert' s-orbital. The carbon derivative is exceptional as the central sp2-hybridised carbon atom gives rise to extensive charge delocalisation and coordination via these partially charged π-systems. A 1H-1H NOESY NMR spectroscopic study in THF-d8 suggests appreciable anion/cation interactions for Si to Pb and hence the presence of contact ion pairs.

Synthesis of asymmetrical aryl-tin compounds by cleavage of alkyl-tin bonds with sodium metal in liquid ammonia followed by SRN1 reactions with chloroarenes

One methyl-tin bond was selectively cleaved from aryltrimethyltin compounds by sodium metal in liquid ammonia. The triorganylstannyl anions thus obtained are arylated by chloroarenes by means of photostimulated SRN1 reactions. Such reactions ca