Bis trimethyltin Oxide

Shriver, The Manipulation of Air-Sensitive Compounds, McGraw-Hill Book Company, New York (1969). 

The difficulty of synthesizing [(CH3)3Sn]20 has precluded a wide study of its chemical properties, but its reactions with protic compounds and multiple bonds should be similar to those involving [(n-C4H9)3Sn]20.4 

The more unusual chemical properties of this compound include the formation of a crystalline oxonium adduct with trimethyltin halides,5 as would be expected from its strong donating power,6 namely  

With NSF3, a tin-nitrogen product results which eliminates (CH3)3SnF on heating, giving sulfanuryl fluoride.7 

The mixture is stirred for 24 hr then it is filtered under nitrogen and the solvent is removed by distillation at 40° and 20 torr. Vacuum distillation of the residual liquid at 3 torr yields bis(trimethyltin) oxide (yield 8.6 g, 70%). Anal. Calcd. for C6H18Sn20 C, 20.93 H, 5.23. Found C, 21.00 H, 5.22. 

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Bis(trimethyltin) oxide in the gas phase has rSnO 194 pm, SnOSn 140.8°. It reacts with trimethyltin chloride or bromide to give the compounds 12-5 with a trigonal planar cation.30 In the crystal, the chloride (X = Cl-) has rSnO 209.99(4) pm, and SnOSn 120.0(0)°, and the chloride ion intermolecularly bridges two tin atoms to give a graphitelike layer lattice.30... 

Bis(trimethylstannyl)ferrocene, Sn-00308 Bis(trimethylstannyl)mercury, Sn-00122 Bis(trimethylstannyl)methane, Sn-00150 Bis(trimethylstannyl)methylamine, Sn-00151 Bis(trimethylstannyI)methylphosphine, see Sn-00152 Bis(trimethylstannyi)selenide, Sn-00129 Bis(trimethylstannyl)sulfurdiimine, Sn-00123 Bis(trimethylstannyl)telluride, Sn-00133 Bis(trimethyltin) carbonate, Sn-00144 Bis(trimethyltin) oxide, see Sn-00125 Bis(trimethyltin) sulfate, Sn-00126 Bis(trimethyltin) sulfide, Sn-00128... 

Trimethyltin chloride reacts with carboxylic acids at 100° to give the corresponding chloride carboxylates Me2Sn(Cl)OCOR (187, 188), and diethyltin dihydride, triethyltin hydride, hexaethylditin, and bis(triethyltin) oxide have been shown to react with lead tetraacetate to give diethyltin diacetate or triethyltin acetate, as appropriate (189). 

A hexanuclear supramolecular aggregate, 150, is present in the structure of [bis-(triphenyltin)succinate-2quinoline-A-oxide]-2[bis(triphenyltin)succinate], [Phs-SnOOCCH2CH2COOSnPh3-2(quinoline-A-oxide)][Ph3SnOOCCH2CH2COOSnPh3], all six tin atoms being five-coordinate [456]. Bis(trimethyltin)-2,2 -bipyridyl-4,4 -dicarboxylate, Me3SnOOC-[2,2-bipy]-... 

Hamasaki and coworkers87 investigated the genotoxicity of 14 organic tin compounds (methyl-, butyl- and phenyltins) and inorganic tin (SnCU) on Escherichia coli and on Bacillus subtilis. Dibutyltin dichloride, tributyltin chloride, tributyltin chloride, bis(tributyl-tin)oxide, dimethyltin dichloride and trimethyltin chloride were all found to be genotoxic. 

Compounds according to entries 1, nitrato-triphenyl-(pyridine-N-oxide)tin 2, (l,2-benzisothiazol-3(2//)-one-l,l-dioxide)-(quinoline-N-oxide)triphenyltin 3, chloro-(2,6-dimethylpyridine-N-oxide)trimethyltin 4, dichloro-(2,6-dimethylpyridine-N-oxide)diphenyltin 5, (coumarin-3-carboxylato)(quinoline-N-oxide)triphenyltin 6, isocyanato-(pyridine-N-oxide-O)-triphenyltin 7, bis(A,A)-dimethyldithiocarbamoylKacetato-0)(quinoline-N-oxide)tnphenyl-tin 8, (isopropylxanthato)(quinoline-N-oxide)triphenyltin. 

Tin compounds have great affinity to sulfur. To convert the triorganotin compounds into inorganic tin compounds of low toxicity, the degradation of bis(tri- -butyltin) oxide, trimethyltin hydroxide, allyltri- -butyltin, tin... 

Dichlorobis(l-methyltetrazole) zinc(II) has been reported and its structure determined.111 The geometry around the zinc atom was that of a distorted tetrahedron. The tetrazoles were monodentate and again coordinated by a charge-transfer o-bond between the 4-N atom and the Zn which was coplanar with the ring.111 Cycloaddition of trialkyltin azides to nitriles or treatment of S-substituted tetrazoles with bis(tri-n-butyltin) oxide or trimethyltin hydroxide gave 2-jV-trialkyltin-5-substituted tetrazoles (67).112,113 The (tri-/i-butylstannyl)derivatives (68)... 

Diphenyllead bis(phenylsulfinate), see Pb-00181 Diphenyllead diacetate, see Pb-00141 Diphenyllead diazide, see Pb-00110 Diphenyllead dibromide, see Pb-00105 Diphenyllead dichloride, see Pb-00106 Diphenyllead difiuoride, see Pb-00107 Diphenyllead diiodide, see Pb-00108 Diphenyllead diisothiocyanate, see Pb-00135 bDiphenyllead dinitrate, see Pb-00109 Diphenyllead oxide, PlvOOl 11 Diphenyllead sulfate, Pb-00113 Diphenyllead sulfide, Pb-00115 (1,5-Diphenyl-1,3,5-pentanetrionato)tin, Sn-00317 (Diphenylphosphato)trimethyltin, Sn-00296 [(Diphenylphosphino)ethynyl]trimethylstannane, see Sn-00318 Diphenylphosphinotriethylgermane, see Ge-00216 (Diphenylphosphino)trimethylstannane, see Sn-00297 (Diphenylphosphino)(trimethylstannyl)acetylene, see Sn-00318 (Diphenylphosphino)triphenylgermane, see Ge-00261 (Diphenylphosphino)triphenyllead, see Pb-00193 (Diphenylphosphino)triphenyltin, Sn-00421... 

Sodamide in liquid ammonia has also been employed to convert bis(tri-methyltin) oxide and trimethyltin phenoxide into tris(trimethylstannyl)-amine (79). 

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