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Methyl(triphenyl)stannane, also known as triphenylmethylstannane or (triphenylstannyl)methane, is an organostannane compound with the chemical formula (C6H5)3SnCH3. It is a colorless, crystalline solid that is sensitive to air and moisture. methyl(triphenyl)stannane is primarily used as a reagent in organic synthesis, particularly in the formation of carbon-carbon bonds through the Stille coupling reaction, a type of cross-coupling reaction. Methyl(triphenyl)stannane is also employed as a reducing agent and a precursor in the synthesis of other organotin compounds. Due to its reactivity and potential health hazards, it is important to handle this chemical with care, using appropriate safety measures.

1089-59-4

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1089-59-4 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 1089-59-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,0,8 and 9 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 1089-59:
(6*1)+(5*0)+(4*8)+(3*9)+(2*5)+(1*9)=84
84 % 10 = 4
So 1089-59-4 is a valid CAS Registry Number.

1089-59-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name methyl(triphenyl)stannane

1.2 Other means of identification

Product number -
Other names methyltriphenyltin(IV)

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1089-59-4 SDS

1089-59-4Relevant academic research and scientific papers

A utility for organoleads: Selective alkyl and aryl group transfer to tin

Arias-Ugarte, Renzo N.,Pannell, Keith H.

, p. 1703 - 1708 (2018/02/09)

Me4Pb and Ph4Pb readily transfer methyl or phenyl groups to an equivalent molar ratio of tin(iv) chlorides in the order SnCl4 > MeSnCl3 > Me2SnCl2 > Me3SnCl, often in a selective manner. Me3PbCl and Ph3PbCl specifically transfer a single methyl/phenyl group under the same reaction conditions to produce recovered yields in >75%. Specific transfer of 2 methyl groups from PbMe4 can be achieved at elevated temperatures and/or a 2:1 molar ratio Pb:Sn.

METHOD FOR PRODUCING 14 GROUP METAL LITHIUM COMPOUND

-

, (2016/10/31)

PROBLEM TO BE SOLVED: To provide a method for quantitatively producing a group 14 metal lithium compound under a mild condition. SOLUTION: The method for producing a group 14 metal lithium compound represented by formula (4): R4-nMLin comprises reacting a compound represented by formula (1): R4-nMXn and lithium in the presence of a polycyclic aromatic compound represented by formula (2) or formula (3). [In formula (1) and formula (2), R is a hydrocarbon group; M is a metal atom selected from Si, Ge and Sn; X is a halogen atom or R3M- (R and M are the same as mentioned above); and n is 1 or 2] and [R1 is H or a hydrocarbon group; and m is an integer of 0 to 5.] SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT

Preparation method and application of triphenyl methyltin

-

Paragraph 0027; 0028; 0029; 0030; 0031; 0032, (2016/12/12)

The invention discloses a preparation method and application of triphenyl methyltin.Triphenyl methyltin is a compound shown in the following structural formula (I) shown in the description, wherein Me is methyl.The preparation method has the advantages that the yield is high, reaction time is short, and a solvent can be recycled.Triphenyl methyltin prepared through the method can be further used for preparing compounds or products containing phenyl methyl and other alkyl mixed tin.

Stannyl-Lithium: A Facile and Efficient Synthesis Facilitating Further Applications

Wang, Dong-Yu,Wang, Chao,Uchiyama, Masanobu

supporting information, p. 10488 - 10491 (2015/09/28)

We have developed a highly efficient, practical, polycyclic aromatic hydrocarbon (PAH)-catalyzed synthesis of stannyl lithium (Sn-Li), in which the tin resource (stannyl chloride or distannyl) is rapidly and quantitatively transformed into Sn-Li reagent at room temperature without formation of any (toxic) byproducts. The resulting Sn-Li reagent can be stored at ambient temperature for months and shows high reactivity toward various substrates, with quantitative atom efficiency.

Synthesis, structural characterization and antimicrobial activity of mixed aryl-alkyl diorganotin(IV) compounds with quinoline-2-carboxylate (L -): {RR'SnLCl}n and RR'SnL2

Vafaee, Marzieh,Amini, Mostafa M.,Khavasi, Hamid Reza,Ng, Seik Weng,Tiekink, Edward R. T.

, p. 471 - 477 (2012/11/07)

A series of unsymmetrical diorganotin derivatives of quinoline-2-carboxylic acid (LH), namely polymeric {MePhSnClL}n (1) and {EtPhSnClL} n (2), and mononuclear MePhSnL2 (3) and EtPhSnL 2 (4), was synthesized by the reaction of LH with the MePhSnCl 2, EtPhSnCl2, MePhSnO, and EtPhSnO precursors, respectively. The compounds were characterized by elemental analysis and infrared spectroscopy, as well as by 1 H, 13 C and 119Sn NMR. The molecular structures of representative compounds 2 and 4 were determined by single-crystal X-ray crystallography. This study showed that polymeric 2 adopts a distorted octahedral geometry as the carboxylate ligand N,O chelates an Sn atom and at the same time bridges a neighbouring Sn atom via the second O atom, with the remaining sites being occupied by the Cl and two C atoms; the O atoms are trans to each other. The result of the μ2-bridging mode of L- is the formation of a supramolecular helical chain. Compound 4 adopts a skew-trapezoidal bipyramidal geometry with the organo groups lying over the plane of the two N,O-chelating carboxylate ligands and being directed over the weaker Sn-N bonds. The in vitro antimicrobial activities of 1-4 against a Gram-positive bacteria strain (Bacillus subtilis), a Gram-negative bacteria strain (Escherichia coli) and against Candida albicans were studied and compared with the antimicrobial activities of Ph2SnL2 and Me2SnL2, and with the antimicrobial standards gentamicin, tetracycline, ampicillin and penicillin. All organotin compounds displayed remarkable antibacterial activities that were comparable to those of the standard drugs, in particular against B. subtilis, where the activity was correlated with the number of Cl substituents.

Strategies for the synthesis of bi- and triarylic materials starting from commercially available phenols

Chopa, Alicia B.,Silbestri, Gustavo F.,Lockhart, María T.

, p. 3865 - 3877 (2007/10/03)

A series of arylstannanes have been synthesized, through an SRN1 mechanism, in good to excellent yields (74%-99%) by the photostimulated reaction of trimethyl stannyl ion with substrates supporting different nucleofugal groups. The arylstannanes thus obtained were suitable intermediates for Stille cross-coupling reactions leading to asymmetric bi- and triaryl compounds in acceptable global yields. An attractive feature of this route is that simple commercially available benzenediols, chloro- and methoxy phenols might be useful starting substrates, leading the latter to higher global yields of products in fewer steps. The strategies proposed open a broad synthetic tool.

Synthesis and reactivity of new κ2-[P,N]Pt(II) complexes of diisopropylphosphino-substituted 2-dimethylaminoindene

Wile, Bradley M.,McDonald, Robert,Ferguson, Michael J.,Stradiotto, Mark

, p. 1959 - 1965 (2008/10/09)

Treatment of 1-PiPr2-2-NMe2-indene (la[H]) with either czs/trans-(SMe2)2PtCl2 or PtCl2 provided (κ22-P,N-2-NMe2-3-P iPr2-indene)PtCl2 (2) in 84% and 55% yield, respectively, while the reaction of 1a[H] with (η4-COD)PtClMe afforded (κ2-P,N-2-NMe2-3-PiPr 2-indene)PtClMe (3) in 91% yield. Whereas in the formation of 2 and 3 the ligand precursor 1a[H] undergoes a rearrangement to give a coordinated 2-NMe2-3-PiPr2-indene (1b[H]) ligand, 1a[H] reacted cleanly with 0.5 equiv of [(μ-SMe2)PtMe2] 2 to give (κ2-P,N-1a[H])PtMe2 (4a) in 97% yield. The isomerization of 4a to (κ2-P,N-1b[H])PtMe 2 (4b) in a THF/iPrOH mixture is rapid and allowed for the isolation of 4b in 99% yield. Heating of 4a in CH2Cl2 resulted in the quantitative formation of 3, while the thermolysis of 4a in toluene in the presence of SMe2 afforded 5, the apparent product of intramolecular C-H activation of an NMe group. The reactivity of 4a with a variety of other two-electron donors, as well as E-H-containing substrates (E = main group fragment), is reported. Although NMR spectroscopic evidence indicated the formation of an intermediate of the type (κ2-P,N-1[H]) Pt(SnPh3)(Me), as well as Ph6Sn2, in the reaction of 4a with 10 equiv of Ph3SnH, negligible conversion of Ph3SnH to Ph6Sn2 was obtained when employing 1 mol % 4a as a catalyst. Single-crystal X-ray diffraction data for 2 and 5 are reported.

Synthesis of chiral organotin reagents: Synthesis of enantiomerically enriched bicyclo[2.2.1]hept-2-yl tin hydrides from camphor. X-Ray crystal structures of (dimethyl)[(1R,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl]tin chloride and methyl(phenyl)bis[(

Helliwell, Madeleine,Thomas, Eric J.,Townsend, Linda A.

, p. 1286 - 1296 (2007/10/03)

2-Iodo-1,7,7-trimethylbicyclo[2.2.1]hept-2-ene 27 was prepared in two steps from camphor 23. Halogen-metal exchange using butyllithium followed by addition of the appropriate tin halide gave the corresponding bicyclo[2.2.1]-hept-2-en-2-ylstannanes 26, 35-

Reaction of trimethylaluminium with main group hydroxides: A non-hydrolysis route to methylalumoxane

Obrey,Barron

, p. 2456 - 2458 (2007/10/03)

Reaction of AlMe3 with [(tBu)2Ga(μ-OH)]3 or Ph3EOH (E = Sn, Pb) yields catalytically active MAO, [MeAlO]n, along with (tBu)2GaMe and Ph3EMe, respectively, in contrast, the reaction with Ph3EOH (E = C, Si, Ge) yields [Me2Al(μ-OEPh3)]2; the formation of MAO is proposed to occur via hydroxide exchange and the formation of unstable [Me2Al(μ-OH)]n; the propensity towards alkane elimination versus hydroxide exchange is controlled by the relative Bronsted acidity of the main group hydroxide.

Reactions of organolanthanide compounds RLnI (Ln = Yb, Eu, Sm) with organic derivatives of silicon, tin, lead, and antimony

Rybakova,Syutkina,Petrov

, p. 244 - 246 (2007/10/03)

Reactions of compounds RLnI (R = Alk, Ar; Ln = Yb, Eu, Sm) with hexaalkyl(aryl)-distannanes, trimethylsilyltriphenyltin, and lead and antimony acetates were studied. The reactions with Sn-Sn and Si-Sn organic derivatives result in cleavage of Sn-Sn amd Sn-Si bonds with formation of tetrasubstituted stannanes and reactive organometallic derivatives with an Sn-Ln or Si-Ln bond. The reactions of RYbI with lead and antimony acetates and with tetraethoxysilane cause cleavage of the Pb-O, Sb-O, or Si-O bond with formation of tetrasubstituted derivatives of lead and silicon or trisubstituted antimony derivatives.

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