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Chemical compound From Wikipedia, the free encyclopedia
Pentamethyltantalum is a homoleptic organotantalum compound. It has a propensity to explode when it is melted.[4] Its discovery was part of a sequence that led to Richard R. Schrock's Nobel Prize winning discovery in olefin metathesis.[5]
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Names | |
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Systematic IUPAC name
pentamethyl-λ5-tantalane | |
Identifiers | |
3D model (JSmol) |
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PubChem CID |
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CompTox Dashboard (EPA) |
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Properties | |
C5H15Ta | |
Molar mass | 256.123 g·mol−1 |
Appearance | yellow oil, green solid at −20° |
Melting point | 0 °C (32 °F; 273 K)[1] |
Solubility | diethylether, pentane, 2-methylbutane |
Thermochemistry | |
Std enthalpy of formation (ΔfH⦵298) |
169.8[2] 213 kJ/mol[3] |
Related compounds | |
Related compounds |
Pentamethylarsenic Pentamethylbismuth Pentamethylantimony |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Pentamethyltantalum can be made from the reaction of methyllithium with dichlorotrimethyltantalum.[6] Ta(CH3)3Cl2 is in turn made from tantalum pentachloride and dimethylzinc.[7]
The preparation was inspired by the existence of pentaphenylphosphorus, and the discovery of hexamethyltungsten. The discoverer Richard R. Schrock considered tantalum to be a metallic phosphorus, and thus tried the use of methyllithium.[8]
The pentamethyltantalum adopts a square pyramid shape. Ignoring the C-H bonds, the molecule has C4v symmetry. The four carbon atoms at the base of the pyramid are called basal, and the carbon atom at the top is called apical or apex. The distance from tantalum to the apical carbon atom is 2.11 Å, and to the basal carbon atoms is 2.180 Å. The distance from hydrogen to carbon in the methyl groups is 1.106 Å. The angle subtended by two basal carbon bonds is 82.2°, and the angle between the bonds to the apex and a carbon on the base is about 111.7°.[9][10]
At room temperature pentamethyltantalum can spontaneously explode, so samples are usually stored in a -20°c freezer.[10]
With many carbon-hydrogen bonds near Ta, analogues of pentamethyltantalum are susceptible to alpha elimination.[5]
Excess methyllithium reacts to yield higher coordinated methyl tantalum ions [Ta(CH3)6]− and [Ta(CH3)7]2−.[6]
Pentamethyltantalum in solution forms stable insoluble complex material when mixed with dmpe (CH3)2PCH2CH2P(CH3)2.[6]
With nitric oxide it gives a white coloured dimer with formula {TaMe3[ON(Me)NO]2}2 (Me=CH3).[11]
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