Tetrabutyl germanium

Structural formula
General
Surname	Tetrabutyl germanium
other names	Tetra- n -butylgermanium Tetrabutylgerman TBG
Molecular formula	C 16 H 36 Ge
Brief description	colorless
External identifiers / databases
CAS number 1067-42-1 EC number 213-929-3 ECHA InfoCard 100.012.664 PubChem 70599 Wikidata Q20054549
properties
Molar mass	301.06 g mol −1
Physical state	liquid
density	0.930 g cm −3
boiling point	100 ° C
safety instructions
GHS labeling of hazardous substances Caution H and P phrases H: 302-312-332 P: 280
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Tetrabutylgermanium is a chemical compound from the group of organic germanium compounds .

Extraction and presentation

Organic germanium compounds can be prepared analogously to the corresponding silicon compounds. Correspondingly, tetrabutylgermanium can be produced by reacting germanium tetrachloride with butyllithium :

${\displaystyle \mathrm {GeCl_{4}+4\ LiC_{4}H_{9}\ {\xrightarrow {}}\ Ge(C_{4}H_{9})_{4}+4\ LiCl} }$

properties

Physical Properties

Tetrabutylgermanium has a flash point of 113 ° C and a refractive index of 1.455. The ⁷³ Ge NMR shift is 25.4 ppm .

Chemical properties

With a catalytic conproportionation of tetrabutylgermanium with germanium tetrachloride in the presence of aluminum chloride as a catalyst , tributylgermanium chloride and dibutylgermanium dichloride are formed depending on the ratio :

${\displaystyle \mathrm {3\ Ge(C_{4}H_{9})_{4}+\ GeCl_{4}\ {\xrightarrow[{}]{AlCl_{3}}}\ 4\ ClGe(C_{4}H_{9})_{3}} }$

${\displaystyle \mathrm {Ge(C_{4}H_{9})_{4}+\ GeCl_{4}\ {\xrightarrow[{}]{AlCl_{3}}}\ 2\ Cl_{2}Ge(C_{4}H_{9})_{2}} }$

When heated, tetrabutylgermanium reacts with elemental sulfur at 230 ° C to form a cyclic trithiator man in which the six-membered ring consists of alternating sulfur and germanium atoms and two butyl groups are bonded to the germanium atoms:

${\displaystyle \mathrm {3\ Ge(C_{4}H_{9})_{4}+\ 6\ S\ {\xrightarrow[{}]{}}\ 3\ S((C_{4}H_{9})_{3})_{2}+\ (SGe(C_{4}H_{9})_{2})_{3}} }$

Individual evidence

1. ↑ ^{a b c d e f g} data sheet Tetrabutylgermanium from Sigma-Aldrich , accessed on April 12, 2015 ( PDF ).
2. ^ AF Holleman , E. Wiberg , N. Wiberg : Textbook of Inorganic Chemistry . 101st edition. Walter de Gruyter, Berlin 1995, ISBN 3-11-012641-9 , p. 958.
3. ^ Entry on TETRA-N-BUTYLGERMANE at ChemicalBook , accessed on April 12, 2015.
4. ↑ J. Kaufmann, W. Sahm, A. Schwenk: ⁷³ Ge Nuclear Magnetic Resonance Studies. In: Journal of Nature Research A . 26, 1971, pp. 1384-1389 ( PDF , free full text).
5. ↑ GJM van der Kerk, F. Rijkens, MJ Janssen: Investigations on organogermanium compounds I: On the redistribution reaction between tetra-n-butylgermanium and germanium tetrachloride . In: Recueil des Travaux Chimiques des Pays-Bas . tape 81 , no. 9 , 1962, ISSN  0165-0513 , pp. 764 , doi : 10.1002 / recl.19620810907 .
6. ^ Max Schmidt, Herbert Schumann: Cleavage reactions of organometallic compounds with chalcogens. Reactions of sulfur with organosilicon, germanium and lead organic compounds . In: Journal of Inorganic and General Chemistry . tape 325 , no. 3-4 , October 1963, ISSN  0044-2313 , pp. 130 , doi : 10.1002 / zaac.19633250305 .