1903.] 



A New Class of Oryano-Tin Compounds. 



" A New Class of Organo-Tin Compounds containing Halogens." 

 By WILLIAM J. POPE, F.K.S., Professor of Chemistry, 

 Municipal School, Manchester, and STANLEY J. PEACHEY. 

 Pteceived April 20, Eead May 14, 1903. 



(From the Chemical Laboratories, Municipal School of Technology, Manchester.) 



Most of the organo-tin compounds which have hitherto been 

 described may be regarded as derived from the hypothetical stanni- 

 methane, Sn H 4 , and, adopting a nomenclature based upon the name of 

 this substance, the simple types of known organo-tin compounds may 

 be described as the tetralkylstannimethanes, the trialkylstannimethyl 

 chlorides, bromides and iodides, and the dialkylstannimethylene 

 chlorides, bromides and iodides. The analogy between the various 

 classes of derivatives of stannimethane and of methane is as yet in- 

 complete in that no organo-tin compounds corresponding in constitution 

 to chloroform, bromoform and iodoform have been described ; methods 

 for preparing such derivatives are, however, given in the present paper, 

 so that the analogy of constitution existing between the corresponding 

 classes of alkyl and halogen compounds of carbon and tin is shown to 

 be complete, and of the kind illustrated by the following table. 



C(CH 3 ) 4 . 



Tetrametbylmethane. 

 Trimethylmethyl iodide. 



C(CH,) 2 I 



Dimethylmethylene 



iodide. 



Methy liodoform . 

 Carbon tetriodide. 

 CHj.CO.OH. Acetic acid. 



C(CH 3 )I 3 . 

 CI, 



Methylstunniodoform, CH 3 .SnI 3 . 



Since tetramethylstannimethane is acted upon by iodine with produc- 

 tion of trimethylstannimethyl iodide and methyl iodide in accordance 

 with the following equation 



Sn(CH 3 ) 4 + I 2 = Sn(CH 3 ) 3 I + CH 3 I, 



it seemed not unlikely that, on replacing the iodine by stannic iodide, 

 the reaction would take the course indicated by the following equation- 

 s'^), + SnI 4 = Sn(CH 3 ) 3 I + Sn(CH 3 )I 3 . 



This was found to be the case. 



On warming a mixture of tetramethylstannimethane (two parts) and 

 stannic iodide (seven parts) on the water bath, the iodide rapidly dissolves 



