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Tributyltin hydride

Names Systematic IUPAC nameTributylstannaneIdentifiers CAS Number688-73-33D model (JSmol)Interactive imageBeilstein Reference3587329 ChEBICHEBI:27086ChemSpider5734ECHA InfoCard100.010.642EC Number211-704-4Gmelin Reference4258 MeSHTributyltinPubChemCID5948UNII4XDX163P3DCompTox Dashboard(EPA)DTXSID0040709InChIInChI=1S/3C4H9.Sn.H/c3*1-3-4-2;;/h3*1,3-4H2,2H3;;Key: DBGVGMSCBYYSLD-UHFFFAOYSA-NSMILESCCCC[SnH](CCCC)CCCCProperties Chemical formulaSnC12H28Molar mass291.06 g mol Density1.082 g cm Boiling point80 °C (176 °F;…

Tributyltin chlorideTributyltin chlorideTributyltin chloride is an organotin compound with the formula (C4H9)3SnCl. It is a colorless liquid that is soluble in organic solvents. Preparation and reactionsThe compound is prepared by a redistribution reaction by combining stannic chloride and tetrabutyltin: 3 (C4H9)4Sn + SnCl4 → 4 (C4H9)3SnClTributyltin chloride hydrolyzes to the oxide [(C4H9)3Sn]2O Tributyltin chloride is used as a precursor to other organotin compounds and reagents, such as tributyltin hydride.Tributyltin oxideTributyltin oxideTributyltin oxide (TBTO) is an organotin compound chiefly used as a biocide (fungicide and molluscicide), especially a wood preservative. Its chemical formula is [(C4H9)3Sn]2O. It is a colorless viscous liquid. It is poorly soluble in water (20 ppm) but highly soluble in organic solvents. It is a potent skin irritant. Historically, tributyltin oxide's biggest application was as a marine anti-biofouling agent.Lithium aluminium hydrideLithium aluminium hydrideNames Preferred IUPAC nameLithium tetrahydridoaluminate(III)Systematic IUPAC nameLithium alumanuideOther names Lithium aluminium hydrideLithalLithium alanateLithium aluminohydrideLithium tetrahydridoaluminateIdentifiers CAS Number16853-85-314128-54-2 (H4)3D model (JSmol)Interactive image(H4): Interactive image(H4): Interactive imageAbbreviations LAH ChEBICHEBI:30142ChemSpider26150ECHA InfoCard100.037.146EC Number240-877-9Gmelin Reference13167 PubChemCID2811211062293 (H4)11094533 (H4)RTECS numberBD0100000UNII77UJC875H4UN number1410 CompTox Dashboard(EPA)DTXSID70893441InChIInChI=1S/Al.Li.4H/q-1;+1;;;;Key: OCZDCIYGECBNKL-UHFFFAOYSA-NInChI=1S/Al.Li.4H/q-1;+1;;;;Key: OCZDCIYGECBNKL-UHFFFAOYSA-NSMILES[Li+].[AlH4-](H4): [2H][Al-]([2H])([2H])[2H].[Li+](H4): [3H][Al-]([3H])([3H])[3H].[Li+]Properties Chemical formulaLi[AlH4]Molar mass37.95 g·mol Appearance white crystals (pure samples)grey powder (commercial material) Odorodorless Density0.917 g/cm, solid Melting point150 °C (302 °F; 423 K) (decomposes) Solubility in waterReacts Solubility in tetrahydrofuran112.332 g/L Solubility in diethyl ether39.5 g/100 ml Structure Crystal structuremonoclinicSpace groupP21/cThermochemistry Heat capacity(C)86.4 J/(mol·K) Std molarentropy(S298)87.9 J/(mol·K) Std enthalpy offormation(ΔfH298)−117 kJ/mol Gibbs free energy(ΔfG)−48.4 kJ/mol Hazards GHS labelling: PictogramsSignal wordDangerHazard statementsH260, H314Precautionary statementsP223, P231+P232, P280, P305+P351+P338, P370+P378, P422NFPA 704 (fire diamond) 322WFlash point125 °C (257 °F; 398 K) Safety data sheet (SDS) Lithium aluminium hydrideRelated compounds Related hydridealuminium hydridesodium borohydridesodium hydrideSodium aluminium hydrideExcept where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).Yverify ( ?)AzobisisobutyronitrileAzobisisobutyronitrileAzobisisobutyronitrile (abbreviated AIBN) is an organic compound with the formula[(CH3)2C(CN)]2N2. This white powder is soluble in alcohols and common organic solvents but is insoluble in water. It is often used as a foamer in plastics and rubber and as a radical initiator. As an azo initiator, radicals resulting from AIBN have multiple benefits over common organic peroxides. For example, they do not have oxygenated byproducts or much yellow discoloration.Organic synthesisOrganic synthesis is a branch of chemical synthesis concerned with the construction of organic compounds. Organic compounds are molecules consisting of combinations of covalently-linked hydrogen, carbon, oxygen, and nitrogen atoms. Within the general subject of organic synthesis, there are many different types of synthetic routes that can be completed including total synthesis, stereoselective synthesis, automated synthesis, and many more.Organotin chemistryOrganotin chemistryOrganotin chemistry is the scientific study of the synthesis and properties of organotin compounds or stannanes, which are organometallic compounds containing tin–carbon bonds. The first organotin compound was diethyltin diiodide ((CH3CH2)2SnI2), discovered by Edward Frankland in 1849. The area grew rapidly in the 1900s, especially after the discovery of the Grignard reagents, which are useful for producing Sn–C bonds.HydrostannylationIn chemistry, hydrostannylation is the insertion of unsaturated substrates into an Sn-H bond. The reaction occurs under free-radical conditions, but the stereochemistry and regiochemistry are often complex. The reaction gained synthetic importance with the discovery that palladium complexes catalyze the reaction. The reaction is analogous to hydrosilylation and is a subset of hydroelementation.

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