Tetrabutyl lead

Structural formula
General
Surname	Tetrabutyl lead
other names	Tetra- n -butylblei; Tetrabutylplumban;
Molecular formula	C 16 H 36 Pb
External identifiers / databases
EC number	217-649-2
ECHA InfoCard	100.016.046
PubChem	15978
Wikidata	Q19756561
properties
Molar mass	435.66 g mol −1
Physical state	liquid
density	1.324 g cm −3
boiling point	140 ° C (1 mmHg )
safety instructions
H and P phrases	H: 300-310-330-360Df-373-410
	P: 260-301 + 310-320-361-405-501
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Tetrabutyl lead is a chemical compound from the group of lead organyls .

Extraction and presentation

The manufacture of tetrabutyl lead was reported by Richard Danzer in 1925 . In contrast to tetramethyl lead or tetraphenyl lead , the reaction of the corresponding Grignard compound butyl magnesium chloride with lead (II) chloride does not form tetrabutyl lead, but rather hexabutyldiplumban (H ₉ C ₄ ) ₃ Pb — Pb (C ₄ H ₉ ) ₃ as the main product . This can be converted into tributyl lead bromide by adding bromine and then reacted with further butyl magnesium chloride to form tetrabutyl acetate.

properties

Physical Properties

The ¹³ C- NMR spectrum shows four signals for the carbon atoms , which are assigned as follows with increasing distance from the central atom: 18.3 / 31.5 / 27.7 and 13.7 ppm . The ¹ H-NMR spectrum shows a signal at 0.9 for the methyl group and signals at 1.0-2.0 ppm for the CH ₂ groups.

Chemical properties

Like the homologous tetraphenyl lead, tetrabutyl lead also reacts explosively with elemental sulfur at temperatures above 125 ° C to form dibutyl sulfide and lead sulfide :

{\ displaystyle \ mathrm {Pb (C_ {6} H_ {5}) _ {4} + \ 3 \ S \ {\ xrightarrow {\}} PbS + \ 2 \ S (C_ {6} H_ {5}) _ {2}}}

Individual evidence

↑ ^a ^b ^c Entry on tetrabutyl plumbate at ChemicalBook , accessed on March 28, 2015.
↑ ^a ^b Datasheet Tetra-n-butyllead at AlfaAesar, accessed on March 29, 2015 ( PDF )(JavaScript required) .
↑ Not explicitly listed in Regulation (EC) No. 1272/2008 (CLP) , but with the specified labeling it falls under the group entry lead alkyls in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on December 14, 2016. Distributors can expand the harmonized classification and labeling .
↑ Richard Danzer: About organic lead compounds . In: Monthly magazine for chemistry . tape 46 , no. 3-4 , 1925, pp. 241-244 , doi : 10.1007 / BF01558970 ( PDF ).
↑ Manfred Hesse: Spectroscopic methods in organic chemistry. Georg Thieme Verlag, 2005, ISBN 978-3-135-76107-7 , p. 225 ( limited preview in the Google book search).
^ 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, pp. 130 , doi : 10.1002 / zaac.19633250305 ( PDF ).

[ChemBook-1] Entry on tetrabutyl plumbate at ChemicalBook , accessed on March 28, 2015.

[Alfa-2] Datasheet Tetra-n-butyllead at AlfaAesar, accessed on March 29, 2015 ( PDF )(JavaScript required) .

[CLP_100.240.789-3] Not explicitly listed in Regulation (EC) No. 1272/2008 (CLP) , but with the specified labeling it falls under the group entry lead alkyls in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on December 14, 2016. Distributors can expand the harmonized classification and labeling .

[Danzer-4] Richard Danzer: About organic lead compounds . In: Monthly magazine for chemistry . tape 46 , no. 3-4 , 1925, pp. 241-244 , doi : 10.1007 / BF01558970 ( PDF ).

[Hesse2005-5] Manfred Hesse: Spectroscopic methods in organic chemistry. Georg Thieme Verlag, 2005, ISBN 978-3-135-76107-7 , p. 225 ( limited preview in the Google book search).

[ZAAC1963_325_305-6] 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, pp. 130 , doi : 10.1002 / zaac.19633250305 ( PDF ).