Tetraphenyltin
Structural formula | ||||||||||||||||
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General | ||||||||||||||||
Surname | Tetraphenyltin | |||||||||||||||
other names |
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Molecular formula | C 24 H 20 Sn | |||||||||||||||
Brief description |
colorless solid with a characteristic odor |
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properties | ||||||||||||||||
Molar mass | 427.10 g mol −1 | |||||||||||||||
Physical state |
firmly |
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density |
1.49 g cm −3 |
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Melting point |
224-227 ° C |
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boiling point |
424 ° C |
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solubility |
practically insoluble in water (0.041 mg l −1 at 20 ° C) |
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safety instructions | ||||||||||||||||
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As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
Tetraphenyltin is a chemical compound from the group of organotin compounds .
Extraction and presentation
Tetraphenyltin can be obtained by reacting phenylmagnesium bromide with tin tetrachloride . The phenylmagnesium bromide is first produced in situ from bromobenzene and magnesium in decalin and then reacted directly with the tin halide:
properties
Tetraphenyltin is a flammable white solid that is practically insoluble in water. In the 13 C nuclear magnetic resonance spectrum (NMR) it shows the following signals:
Sn – C 1 - | -C 2 | -C 3 | -C 4 | |
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ppm | 138.3 | 137.7 | 129.0 | 129.4 |
J ( 13 C– 119 Sn) | 530 | 37.0 | 50.7 | 11.1 |
In the 119 Sn NMR it gives a signal at −127 ppm.
use
Tetraphenyltin can be used to stabilize plastics. However, it is primarily used to produce other organotin compounds. Diphenyl and triphenyl compounds are produced by the Kocheshkov rearrangement :
Individual evidence
- ↑ a b c d e f g Entry on tetraphenyltin in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .
- ↑ Data sheet tetraphenyltin, 97% from Sigma-Aldrich , accessed on December 27, 2017 ( PDF ).
- ↑ Luise Ellinghaus, Christine Kropf, Ernst Langer, Peter Müller, Heidi Müller-Dolezal, Renate Stoltz, Hanna Söll: Houben-Weyl Methods of Organic Chemistry Vol. XIII / 6, 4th Edition: Organogermanium- and -tin Compounds . Georg Thieme Verlag, 14 May 2014, ISBN 978-3-13-180734-2 , p. 215.
- ↑ a b Cathrin Zeppek, Johann Pichler, Ana Torvisco, Michaela Flock, Frank Uhlig: Aryltin chlorides and hydrides: Preparation, detailed NMR studies and DFT calculations . In: Journal of Organometallic Chemistry . tape 740 , September 2013, p. 41-49 , doi : 10.1016 / j.jorganchem.2013.03.012 .
- ↑ a b Joachim Voigt: The stabilization of plastics against light and heat . Springer-Verlag, March 9, 2013, ISBN 978-3-642-52097-6 , p. 370–.
- ↑ Enius: Tetraphenyltin
- ↑ Alwyn George Davies: chemistry organotin . tape 1 . Wiley-VCH Verlag GmbH & Co. KGaA, 2004, ISBN 3-527-31023-1 ( page 167 in the Google book search).