Open-chain C,N-organostannyl tetrazoles, R2R'Sn(CH2)nCN4SnBu3 (n = 2 or 3, R2R' = Ph3; n = 2, R2R' = Bu2Ph), have been synthesised by a [3 + 2] cycloaddition reaction between R3Sn(CH2)nCN and SnBu3(N3). Prolonged heating of the reaction mixture yields the novel bicyclic species C,N-R2Sn(CH2)nCN4 (n = 2 or 3, R = Ph; n = 2, R = Bu). The reaction chemistry of both classes of compound has been studied, along with a reinvestigation of the parent 5-organo(N-triorganostannyl)tetrazoles RCN4SnR'3, by C-13 and Sn-119 NMR spectroscopy. The crystal structure of 2,2-diphenyl-1,7,8,9-tetraaza-2-stannabicyclo[4.3.0]nona-6,8-diene has also been determined.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Simultaneous thermogravimetry and differential thermal analysis studies on a variety of mono- and di-organotin oxides and carboxylates were performed; for the carboxylates, these studies followed Sn-119 NMR spectroscopic investigation. All the organotin compounds thermally degrade to tin(IV) oxide (SnO2) in either air or oxygen, as was confirmed by Mossbauer spectroscopy in the cases of RSn(O)OH (R = butyl, octyl) and Bu2SnO.The organotins are less stable than previously believed since evidence for degradation was obtained in many cases at approximately 160-170-degrees-C.In addition it was found that oxygen influences the thermal stability of the organotins, since Bu2SnO did not degrade when heated for 1 h at 280-degrees-C under nitrogen, yet readily broke down at 170-degrees-C in air. Furthermore, pure oxygen had the effect of lowering reaction temperatures by approximately 10-12-degrees-C compared with those in air.

A detailed description is given of the surface composition and morphology of D&I can surfaces. Surface analysis indicated that a protective film of tin was present over virtually the entire surface, albeit very thin in places. This finding is in contrast to the results of electrochemical porosity tests which normally indicate that the majority of can wall surfaces are exposed steel. Investigations, however, revealed that the widely used porosity tests cause substantial surface damage resulting in erroneously high exposed steel values. It is recommended that they not be used in heavily worked tinplate, such as that in D&I cans.

Tributyltin compounds have been successfully used for many years as wood preservatives, although their chemical nature in timber has not been fully elucidated. This study by 119 Sn and 13 C NMR spectroscopy has shown that, on impregnation into Pinus sylvestris sapwood, bis(tributyltin) oxide [(Bu 3 Sn) 2 O] is rapidly converted to tributyltin carboxylates (Bu 3 SnOCO·R) via reaction with components of the wood resin. It is further suggested that the formation of these species is a prerequisite for the known disproportionation reaction which occurs in (Bu 3 Sn) 2 O-treated timber.

19F and 119Sn variable temperature NMR studies have been carried out on toluene solutions of two quaternary ammonium tributyldifluorostannates, {Bu4}{Bu3SnF2} and {(C6H5CH2)Me2NC14H29}{Bu3SnF2}. They show in both cases the presence of two distinct tributyltin species in equilibrium, the trans-{Bu3SnF3}− and trans-{(Bu3SnF)2}− and trans{(Bu3SnF2F}− anions. The latter is believed to be a novel type of species. The effect of substituting F by Cl was investigated by a 119Sn NMR study of two analogous compounds, {(C6H5CH2)Me2NC14H29}{Bu3SnFlF} and {(C6H5CH2)Me2NC14H29}{Bu3SnCl2}. The 119mSn Mössbauer data for the above compounds are also presented and discussed.

AbstractThe structures of twenty‐four triphenyltin derivatives of substituted benzoic acids are assigned on the basis of IR, 119Sn NMR, and Moessbauer spectroscopic data.

The synthesis of a series of tetraorganotin(IV) compounds containing selectively the 2-thienyl, 3-thienyl, 5-methyl-2-thienyl, 5-t-butyl-2-thienyl, 4-methyl-2-thienyl and 3-(2-pyridyl)-2-thienyl groups [L], of formula R4-nSn[L]n (R = Ph, p-tolyl, Me, cyclopentyl, cyclohexyl; n = 1–4) is reported. Features of structural interest deduced from 119mSn Mössbauer and NMR (13C and 119Sn modes) spectra are considered.

The stability of three synthetic pyrethroids (cypermethrin, deltamethrin and permethrin) to selected tributyltin compounds, Bu3SnX [where X = OSnBu3, Cl, O2CC6H5, O2C(naphthenyl), OSO2C2H5], (Bu3SnO)3PO and (Bu4N) (Bu3SnCl2), in toluene solution was investigated by infrared spectroscopy over a 24-week period. It was found that only (Bu3Sn)2O reacted with the pyrethroids and that their order of reactivity was cypermethrin>deltamethrin>permethrin. An attempt was made to elucidate the reaction mechanism(s) occurring between (Bu3Sn)2O and the pyrethroids by studying mixtures of this tributyltin fungicide with simple model compounds, R1CO2R2 where R1=CH3; R2=CH2C6H5 and R1=cyclo-C3H5 and R2=CH2C6H5.

A variety of tributyltin oxygen compounds,(nC 4 H 9 ) 3 SnOX where X = Sn(nC 4 H 9 ) 3 , C 2 H 5 , nC 4 H 9 , C 8 H 17 , CH 2 C 6 H 5 , COCH 3 , have been studied in refluxing CCI 4 . A reaction was observed to occur where X = C 2 H 5 , C 4 H 9 , C 8 H 17 , CH 2 C 6 H 5 , leading to the formation of (nC 4 H 9 ) 3 SnCl, CHCl 3 and an aldehyde. Possible reaction pathways are suggested. These reactions have implications for the use of CCl 4 as an extraction/reaction solvent.

AbstractEight novel tricyclohexyltin derivatives of substituted 8‐hydroxyquinolines have been synthesised and their structures studied in the solid state by 119mSn Mössbauer and, in solution, by 119Sn NMR, spectroscopy. Bioassay data are reported for these compounds against an organophosphorus‐resistant species of the two‐spotted spider mite, Tetranychus urticae, and a range of fungal and bacterial diseases of crops. The relationship between the activity and the coordination number of the tin atom is discussed, and it is shown that the anionic group can, in some cases, significantly affect the biological properties.

Tributyltin compounds have been used for many years as wood preservatives. This study has provided, for the first time, an explanation for the previously reported dealkylation and/or volatilization of the tributyltin species in, and from, timber. Thus 119 Sn NMR studies have shown that, on impregnation into timber, bis(tributyltin) oxide, (Bu 3 Sn) 2 O, is rapidly converted to other tributyltin species, Bu 3 SnOX, and that these subsequently undergo disproportionation to Bu 4 Sn and Bu 2 Sn(OX) 2 compounds. We have additionally demonstrated that Bu 4 Sn, so produced, is not persistent in timber and is lost by volatilization. Since the rate of disproportionation of the Bu 3 SnOX species should be dependent upon the nature of the X group, it should be possible to affect significantly, if not to stop, this process by the use of alternative tributyltin fungicides, e.g. tributyltin methanesulphonate. However, tributyltin fungicides have been used successfully in wood preservation for at least 25 years. Therefore, it must be concluded that, even after disproportionation in timber, in service, sufficient preservative action is retained to prevent decay of wood under the conditions of natural exposure.

Tetraorganotin(IV) compounds containing the [3-(2-pyridyl)-2-thienyl] group (L), of formula R3SnL (1: R = p-tolyl; 2: R = Ph; 3: R = p-ClC6H4; 4: R = cyclo-C5H9; 5; R = cyclo-C6H11) have been synthesized and their structures examined by 119mSn Mössbauer and NMR (119Sn and 13C modes) spectroscopic techniques, and in the case of compound 1 by X-ray analysis.

ChemInformVolume 18, Issue 40 Reviews ChemInform Abstract: The Use of Tin Compounds in Carbohydrate and Nucleoside Chemistry S. J. BLUNDEN, S. J. BLUNDEN Internatl. Tin Res. Inst., Kingston Lane, Uxbridge, Middlesex UB8 3PJ, Great BritainSearch for more papers by this authorP. A. CUSACK, P. A. CUSACK Internatl. Tin Res. Inst., Kingston Lane, Uxbridge, Middlesex UB8 3PJ, Great BritainSearch for more papers by this authorP. J. SMITH, P. J. SMITH Internatl. Tin Res. Inst., Kingston Lane, Uxbridge, Middlesex UB8 3PJ, Great BritainSearch for more papers by this author S. J. BLUNDEN, S. J. BLUNDEN Internatl. Tin Res. Inst., Kingston Lane, Uxbridge, Middlesex UB8 3PJ, Great BritainSearch for more papers by this authorP. A. CUSACK, P. A. CUSACK Internatl. Tin Res. Inst., Kingston Lane, Uxbridge, Middlesex UB8 3PJ, Great BritainSearch for more papers by this authorP. J. SMITH, P. J. SMITH Internatl. Tin Res. Inst., Kingston Lane, Uxbridge, Middlesex UB8 3PJ, Great BritainSearch for more papers by this author First published: October 6, 1987 https://doi.org/10.1002/chin.198740397Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinked InRedditWechat No abstract is available for this article. Volume18, Issue40October 6, 1987 RelatedInformation

119Sn NMR spectroscopy has been used to demonstrate the existence, for the first time, of mixed triorganotin compounds, R3SnXSnR′3, where R or R′  Bu, Ph or cyclo-C6H11 and X  O or S. These species exist in solution in equilibrium with the corresponding symmetrical species R3SnXSnR3 and R′3SnXSnR′3. 119Sn NMR chemical shifts and J(119SnX117119Sn) coupling constants for these compounds are reported. In some cases, significant 2nd order effects were observed in the 119Sn NMR spectra of the mixed triorganotin compounds.

AbstractAn NMR study of the carbon tetrachloride and benzene extracts of bis(tributyltin) oxideimpregnated neoprene and natural rubbers revealed the presence of tributyltin chloride, tributyltin stearate and dibutyltin distearate in the former, and bis(tributyltin) sulphide and tributyltin stearate in the latter. The implications of these findings together with 119mSn Mössbauer parameters for the formulated rubbers are discussed.

Chemischer InformationsdienstVolume 17, Issue 43 Physical Organic Chemistry ChemInform Abstract: 119Sn NMR and 119mSn Mößbauer Studies of Inorganic Tin(IV) Compounds with High Coordination Numbers. S. J. BLUNDEN, S. J. BLUNDENSearch for more papers by this authorD. SEARLE, D. SEARLESearch for more papers by this authorP. J. SMITH, P. J. SMITHSearch for more papers by this author S. J. BLUNDEN, S. J. BLUNDENSearch for more papers by this authorD. SEARLE, D. SEARLESearch for more papers by this authorP. J. SMITH, P. J. SMITHSearch for more papers by this author First published: October 28, 1986 https://doi.org/10.1002/chin.198643044AboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinkedInRedditWechat No abstract is available for this article. Volume17, Issue43October 28, 1986 RelatedInformation

Chemischer InformationsdienstVolume 17, Issue 32 Physical Organic Chemistry ChemInform Abstract: 119Sn and 14N NMR and 119Sn Variable-temperature Mößbauer Spectroscopic Study of Tricyclohexyltin Isothiocyanate Including the First Observation of Resolved 117,119Sn-14N Coupling in an Organotin Compound. K. C. MOLLOY, K. C. MOLLOYSearch for more papers by this authorK. QUILL, K. QUILLSearch for more papers by this authorS. J. BLUNDEN, S. J. BLUNDENSearch for more papers by this authorR. HILL, R. HILLSearch for more papers by this author K. C. MOLLOY, K. C. MOLLOYSearch for more papers by this authorK. QUILL, K. QUILLSearch for more papers by this authorS. J. BLUNDEN, S. J. BLUNDENSearch for more papers by this authorR. HILL, R. HILLSearch for more papers by this author First published: August 12, 1986 https://doi.org/10.1002/chin.198632060AboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinked InRedditWechat No abstract is available for this article. Volume17, Issue32August 12, 1986 RelatedInformation

AbstractThe interaction of SnBr4 and KSCN in methanol solution has been studied by 119Sn NMR at 149 MHz and −30°C. Evidence was obtained for the existence of both the cis and trans isomeric forms of SnBr4·2MeOH. A pairwise additivity model for chemical shifts was used to explain the observed peaks and many of the possible species, SnBrn(NCS)4‐n·2MeOH. [SnBrn(NCS)5‐n·MeOH]‐ and [SnBrn(NCS)6‐n2−], (n=0–4), and their somecies, forms were identified and shown to exist simultaneously in solution in complex equilibria. In some cases 119Sn–14N coupling was observed. The implications for possible synthesis of these types of compounds and the necessity for measurement at high field are discussed.