Diiodosilane

Structural formula
General
Surname	Diiodosilane
Molecular formula	SiH 2 I 2
Brief description	colorless liquid
External identifiers / databases
CAS number 13760-02-6 EC number 626-077-6 ECHA InfoCard 100.154.512 PubChem 139466 Wikidata Q16644176
properties
Molar mass	283.91 g mol −1
Physical state	liquid
density	2.79 g cm −3
Melting point	−1 ° C
boiling point	150 ° C
Vapor pressure	1330 Pa (18 ° C)
safety instructions
GHS labeling of hazardous substances danger H and P phrases H: 226-260-302-312-314-332 P: 223-231 + 232-280-305 + 351 + 338-370 + 378-422
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Diiodosilane is a chemical compound from the group of silanes .

Extraction and presentation

Diiodosilane can be obtained by reacting phenylsilane and iodine without a solvent at 20 ° C in the presence of catalytic amounts of ethyl acetate or by reacting diphenylsilane with an excess of hydrogen iodide at −40 ° C.

${\displaystyle \mathrm {(C_{6}H_{5})_{2}SiH_{2}+2\ HI\longrightarrow SiH_{2}I_{2}+2\ C_{6}H_{6}} }$

properties

Diiodosilane is a colorless liquid that is sensitive to oxidation and hydrolysis, is readily soluble in hydrocarbons and chlorinated solvents and reacts with solvents containing oxygen and nitrogen. In the gaseous state, the molecule has an S – I distance of 242.3 pm and an I – Si – I angle of 110.8 °.

use

Diiodosilane is involved as a reagent in the reductive iodination for the synthesis of fluorodopa ( ¹⁸ F-DOPA) and is used as an intermediate in organic syntheses.

Individual evidence

1. ↑ ^{a b c d} William M. Haynes: CRC Handbook of Chemistry and Physics, 93rd Edition . CRC Press, 2016, ISBN 978-1-4398-8050-0 , pp. 87 ( limited preview in Google Book search).
2. ↑ ^{a b c} Ehud Keinan, Cynthia K. McClure, Pranab K. Mishra: Encyclopedia of Reagents for Organic Synthesis . John Wiley & Sons, Ltd, 2001, ISBN 978-0-470-84289-8 , Diiodosilane, doi : 10.1002 / 047084289X.rd243 .
3. ↑ W. Dietze, E. Doering, M. Schulz, P. Glasow, W. Langheinrich, A. Ludsteck, H. Mader, A. Mühlbauer, Wv Münch, H. Runge, L. Schleicher, M. Schnöller, E. Sirtl, E. Uden, W. Zulehner: Technology of Si, Ge, and SiC / Technologie von Si, Ge and SiC . Springer Science & Business Media, 1983, ISBN 978-3-540-11474-1 , pp. 325 ( limited preview in Google Book Search).
4. ↑ ^{a b c} data sheet Diiodosilane, contains copper as stabilizer from Sigma-Aldrich , accessed on December 13, 2016 ( PDF ).
5. ↑ ^{a b} Georg Brauer (Ed.), With the collaboration of Marianne Baudler u a .: Handbook of Preparative Inorganic Chemistry. 3rd, revised edition. Volume II, Ferdinand Enke, Stuttgart 1978, ISBN 3-432-87813-3 , p. 687.
6. ↑ Aida Ben Altabef, Heinz Oberhammer: gas phase structure of diiodosilane SiH2I2. In: Journal of Molecular Structure. 641, 2002, p. 259, doi : 10.1016 / S0022-2860 (02) 00354-X .
7. ↑ Michael J. Welch, Carol S. Redvanly: Handbook of Radiopharmaceuticals Radiochemistry and Applications . John Wiley & Sons, 2003, ISBN 978-0-471-49560-4 , pp. 265 ( limited preview in Google Book search).
8. ^ Francis A. Carey, Richard J. Sundberg: Advanced Organic Chemistry Part B: Reaction and Synthesis . Springer Science & Business Media, 2010, ISBN 978-0-387-68354-6 , pp. 240 ( limited preview in Google Book search).
9. ↑ Livius Cotarca, Heiner Eckert: Phosgenations A Handbook . John Wiley & Sons, 2006, ISBN 978-3-527-60503-3 , pp. 286 ( limited preview in Google Book search).
10. ↑ Science of Synthesis: Houben-Weyl Methods of Molecular Transformations Vol. 18 Four Carbon-Heteroatom Bonds . Georg Thieme Verlag, 2014, ISBN 3-13-171911-7 , p. 553 ( limited preview in Google Book search).