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{{chembox |
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{{chembox |
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| Watchedfields = changed |
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| verifiedrevid = 444237365 |
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| verifiedrevid = 444238331 |
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| ImageFile = Ph3SnH.png |
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| ImageFile = Ph3SnH.png |
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| ImageSize = 120px |
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| ImageSize = 160 |
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| IUPACName = Triphenylstannane |
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| ImageAlt = Skeletal formula of triphenyltin hydride |
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| OtherNames = |
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| ImageFile1 = Triphenyltin-hydride-3D-spacefill.png |
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| Section1 = {{Chembox Identifiers |
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| ImageSize1 = 180 |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ImageAlt1 = Space-filling model of the triphenyltin hydride molecule |
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| IUPACName = Triphenylstannane |
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| OtherNames = |
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|Section1={{Chembox Identifiers |
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| CASNo_Ref = {{cascite|correct|??}} |
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| CASNo = 892-20-6 |
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| Beilstein = 3544353 |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEBI = 30537 |
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| ChEBI = 30537 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| SMILES = (C2=CC=CC=C2)(C3=CC=CC=C3)C1=CC=CC=C1 |
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| ⚫ |
| CASNo = 892-20-6 |
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| RTECS = WH8882000 |
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| PubChem = 6460 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 6217 |
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| ChemSpiderID = 6217 |
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| EINECS = 212-967-8 |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEBI = 30537 |
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| Gmelin = 6741 |
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| RTECS = WH8882000 |
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| SMILES = c1c(cccc1)(c2ccccc2)c3ccccc3 |
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| PubChem = 6460 |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| StdInChI=1S/3C6H5.Sn.H/c3*1-2-4-6-5-3-1;;/h3*1-5H;; |
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| UNII = 95T92AGN0V |
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| SMILES2 = c1c(cccc1)(c2ccccc2)c3ccccc3 |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/3C6H5.Sn.H/c3*1-2-4-6-5-3-1;;/h3*1-5H;; |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = NFHRNKANAAGQOH-UHFFFAOYSA-N |
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| StdInChIKey = NFHRNKANAAGQOH-UHFFFAOYSA-N |
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| SMILES = (C2=CC=CC=C2)(C3=CC=CC=C3)C1=CC=CC=C1 |
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}} |
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| Section2 = {{Chembox Properties |
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|Section2={{Chembox Properties |
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| C= 18 | H = 16 | Sn = 1 |
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| C=18 | H=16 | Sn=1 |
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| Appearance = colorless |
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| Density = 1.374 g/cm<sup>3</sup> |
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| Appearance = colorless |
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| Density = 1.374 g/cm<sup>3</sup> |
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| Solubility = insoluble |
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| Solubility = insoluble |
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| Solvent = ], ] |
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| Solvent = ], ] |
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| SolubleOther = soluble |
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| SolubleOther = soluble |
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| MeltingPt = 28 °C |
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| MeltingPtC = 28 |
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| MeltingPt_notes = |
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| BoilingPt = 156 °C (0.15 mm Hg) |
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| BoilingPtC = 156 |
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| BoilingPt_notes = (0.15 mm Hg) |
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| Section7 = {{Chembox Hazards |
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}} |
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| ExternalMSDS = |
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|Section7={{Chembox Hazards |
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| MainHazards = toxic |
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| ExternalSDS = |
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| FlashPt = >230 °F |
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| MainHazards = toxic |
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| RPhrases = {{R23/24/25}} {{R50/53}} |
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| FlashPt = >230 °F |
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| SPhrases = {{S26}} {{S27}} {{S28}} {{S45}} {{S60}} {{S61}} |
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| GHSPictograms = {{GHS06}}{{GHS09}} |
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}} |
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| GHSSignalWord = Danger |
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| Section8 = {{Chembox Related |
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| HPhrases = {{H-phrases|301|311|331|410}} |
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| OtherCpds = SnCl<sub>4</sub>,<br /> (C<sub>6</sub>H<sub>5</sub>)<sub>3</sub>SnCl |
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| PPhrases = {{P-phrases|}} |
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}} |
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|Section8={{Chembox Related |
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| OtherCompounds = ],<br /> ],<br /> ] |
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}} |
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==Preparation and reactions== |
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==Preparation and reactions== |
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Ph<sub>3</sub>SnH, as it is more commonly abbreviated, is prepared by treatment of ] with ].<ref name=Clive>Clive, D. L. J. "Triphenylstannane" in Encyclopedia of Reagents for Organic Synthesis (Ed: L. Paquette) 2004, J. Wiley & Sons, New York. {{DOI|10.1002/047084289X.rt390}}</ref> Although Ph<sub>3</sub>SnH is treated as a source of "H'''·'''", in fact it does not release free ]s, which are extremely reactive species. Instead, Ph<sub>3</sub>SnH transfers H to substrates usually via a radical chain mechanism. This reactivity exploits the relatively good stability of "Ph<sub>3</sub>Sn'''·'''"<ref name=Clive/> |
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Ph<sub>3</sub>SnH, as it is more commonly abbreviated, is prepared by treatment of ] with ].<ref name=Clive>Clive, D. L. J. "Triphenylstannane" in Encyclopedia of Reagents for Organic Synthesis (Ed: L. Paquette) 2004, J. Wiley & Sons, New York. {{doi|10.1002/047084289X.rt390}}</ref> Although Ph<sub>3</sub>SnH is treated as a source of "H'''·'''", in fact it does not release free ]s, which are extremely reactive species. Instead, Ph<sub>3</sub>SnH transfers H to substrates usually via a radical chain mechanism. This reactivity exploits the relatively good stability of "Ph<sub>3</sub>Sn'''·'''"<ref name=Clive/> |
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==References== |
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==References== |