Phenyl copper
| Structural formula | ||||||||||
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| General | ||||||||||
| Surname | Phenyl copper | |||||||||
| other names |
Phenyl copper (I) |
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| Molecular formula | C 6 H 5 Cu | |||||||||
| Brief description |
colorless solid |
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| properties | ||||||||||
| Molar mass | 140.65 g mol −1 | |||||||||
| Physical state |
firmly |
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| As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . | ||||||||||
Phenyl copper is an organometallic chemical compound of copper .
Extraction and presentation
Phenyl copper was the first known organocopper compound and was first produced by Reich in 1923 from phenylmagnesium iodide and copper (I) iodide and in 1936 by Henry Gilman by transmetalation of phenyl magnesium iodide with copper (I) chloride .
Phenyl copper can be obtained by reacting phenyllithium with copper (I) bromide in ether.
properties
Phenyl copper is a colorless solid that is soluble in pyridine . It can be stored undecomposed for a few days under nitrogen or in a vacuum . Rapid decomposition occurs in air. Water decomposes with the formation of red copper (I) oxide and varying amounts of benzene and biphenyl . It forms stable complexes with tributyl and triphenyl phosphine.
Phenyl copper is an oligomer in solid form. It is dissolved in dimethyl sulfide as a mixture of the trimer and the tetramer .
Individual evidence
- ↑ a b c d Georg Brauer (Ed.), With the collaboration of Marianne Baudler a . a .: Handbook of Preparative Inorganic Chemistry. 3rd, revised edition. Volume I, Ferdinand Enke, Stuttgart 1975, ISBN 3-432-02328-6 , p. 987.
- ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
- ^ Gary A. Molander: Handbook of Reagents for Organic Synthesis, Catalyst Components for Coupling Reactions . John Wiley & Sons, 2013, ISBN 978-1-118-64339-6 , pp. 236 ( limited preview in Google Book search).
- ↑ Fenghai Guo: Organocuprate Mediated Syntheses of O, and N-heterocycles . ProQuest, 2009, ISBN 1-109-13338-3 ( limited preview in Google Book Search).
- ^ Zvi Rappoport, Ilan Marek: The Chemistry of Organocopper Compounds . John Wiley & Sons, 2010, ISBN 978-0-470-77296-6 , pp. 152 ( limited preview in Google Book search).