Hexaphenyl distannane

Structural formula
General
Surname	Hexaphenyl distannane
Molecular formula	C 36 H 30 Sn 2
Brief description	white solid with a characteristic odor
External identifiers / databases
EC number	213-902-6
ECHA InfoCard	100.012.639
PubChem	6327129
Wikidata	Q4134929
properties
Molar mass	700.05 g mol −1
Physical state	firmly
Melting point	232.5 ° C
solubility	practically insoluble in water
safety instructions
H and P phrases	H: 301-311-330-410
	P: 280-302 + 352-304 + 340-310
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Hexaphenyldistannane is a chemical compound from the group of organotin compounds .

Extraction and presentation

Hexaphenyl distannane can be obtained by reacting triphenyllithium tin with carbon dioxide .

{\ displaystyle {\ ce {2 Ph3SnLi + 2 CO2 -> Ph6Sn2 + Li2C2O4}}}

It is also formed during the reduction of mono- , diphenyltin or triphenyltin chloride (for example with sodium ).

It is also possible to produce it by reacting phenyl isocyanate with triphenyltin hydride .

{\ displaystyle {\ ce {C6H5-NCO + 2 (C6H5) 3SnH -> C6H5-NH-CHO + [(C6H5) 3Sn] 2}}}

properties

Hexaphenyldistannane is a flammable, hardly flammable white solid with a characteristic odor, which is practically insoluble in water. It decomposes when heated above 280 ° C. It is unstable under UV light . The substance turns yellow when heated above 250 ° C. The compound reacts with sulfur to form trimeric diphenyl sulfide.

{\ displaystyle {\ ce {3 Ph6Sn2 + S -> 2 (PhSnS) 3 + 3 Ph2S}}}

It forms solvates with solvents .

Hexaphenyldistannane has a monoclinic crystal structure with the space group P 2 ₁ / c (space group no. 14) . Template: room group / 14

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g Entry on hexaphenyldistannane in the GESTIS substance database of the IFA , accessed on January 8, 2020(JavaScript required) .
↑ BJ Aylett: Organometallic Compounds Volume One The Main Group Elements Part Two Groups IV and V . Springer Science & Business Media, 2012, ISBN 978-94-009-5729-9 , pp. 267 ( limited preview in Google Book search).
^ ^A ^b Rudolf Bock: Triphenyltin Compounds and Their Degradation Products . Springer Science & Business Media, 2012, ISBN 978-1-4612-5877-3 , p. 16 ( limited preview in Google Book search).
↑ Michel Pereyre, Jean-Paul Quintard, Alain Rahm: Tin in Organic Synthesis . Butterworth-Heinemann, 2013, ISBN 978-1-4831-6107-5 , pp. 335 ( limited preview in Google Book search).
^ S. Coffey: Monocarbonyl Derivatives of Aliphatic Hydrocarbons, Their Analogues and Derivatives A Modern Comprehensive Treatise . Elsevier, 2016, ISBN 978-1-4832-2133-5 , pp. 359 ( limited preview in Google Book Search).
↑ L. Wilputte-Steinert, J. Nasielski: The photochemistry of aromatic compounds IV. Photochemical behavior of hexaphenylditin. In: Journal of Organometallic Chemistry. 24, 1970, p. 113, doi: 10.1016 / S0022-328X (00) 91572-9 .
↑ Karin Eckardt, Hartmut Fuess, Masakazu Hattori, Ryuichi Ikeda, Hiroshi Ohki, Alarich Weiss: Structure and Dynamics of Crystal Solvates Hexaphenylditin • 2X, X = Benzene, Toluene, Fluorobenzene, Chlorobenzene, and Aniline. An X-Ray, P (VAPOR) = ƒ (T)> and 2H NMR Study. In: Zeitschrift für Naturforschung A. 50, 1995, doi: 10.1515 / zna-1995-0808 .
^ J. Trotter: Structure Reports Organic Section . Springer Science & Business Media, 2013, ISBN 978-94-017-3121-8 , pp. 550 ( limited preview in Google Book Search).

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g Entry on hexaphenyldistannane in the GESTIS substance database of the IFA , accessed on January 8, 2020(JavaScript required) .

[B._J._Aylett-2] BJ Aylett: Organometallic Compounds Volume One The Main Group Elements Part Two Groups IV and V . Springer Science & Business Media, 2012, ISBN 978-94-009-5729-9 , pp. 267 ( limited preview in Google Book search).

[Rudolf_Bock-3] A ^b Rudolf Bock: Triphenyltin Compounds and Their Degradation Products . Springer Science & Business Media, 2012, ISBN 978-1-4612-5877-3 , p. 16 ( limited preview in Google Book search).

[Michel_Pereyre,_Jean-Paul_Quintard,_Alain_Rahm-4] Michel Pereyre, Jean-Paul Quintard, Alain Rahm: Tin in Organic Synthesis . Butterworth-Heinemann, 2013, ISBN 978-1-4831-6107-5 , pp. 335 ( limited preview in Google Book search).

[S._Coffey-5] S. Coffey: Monocarbonyl Derivatives of Aliphatic Hydrocarbons, Their Analogues and Derivatives A Modern Comprehensive Treatise . Elsevier, 2016, ISBN 978-1-4832-2133-5 , pp. 359 ( limited preview in Google Book Search).

[DOI10.1016/S0022-328X(00)91572-9-6] L. Wilputte-Steinert, J. Nasielski: The photochemistry of aromatic compounds IV. Photochemical behavior of hexaphenylditin. In: Journal of Organometallic Chemistry. 24, 1970, p. 113, doi: 10.1016 / S0022-328X (00) 91572-9 .

[DOI10.1515/zna-1995-0808-7] Karin Eckardt, Hartmut Fuess, Masakazu Hattori, Ryuichi Ikeda, Hiroshi Ohki, Alarich Weiss: Structure and Dynamics of Crystal Solvates Hexaphenylditin • 2X, X = Benzene, Toluene, Fluorobenzene, Chlorobenzene, and Aniline. An X-Ray, P (VAPOR) = ƒ (T)> and 2H NMR Study. In: Zeitschrift für Naturforschung A. 50, 1995, doi: 10.1515 / zna-1995-0808 .

[J._Trotter-8] J. Trotter: Structure Reports Organic Section . Springer Science & Business Media, 2013, ISBN 978-94-017-3121-8 , pp. 550 ( limited preview in Google Book Search).