a-DINAPHTHYI, SELENIDIS AND TELLCRIDE.
83'
color, granular, and irregular in shape. They melted a t 127-128' and were probably a n impure acid chloride. Upon digestion with concentrated aqueous ammonia they formed a product which, upon crystallization from alcohol, gave yellow plates possessing no definite meltingpoint and charring a t about 290'. They were not analyzed. The residue, which was insoluble in alcohol, was recrystallized several times from water and then analyzed. The results obtained indicate that one of the two methyl groups, CH,, present in the original salt, was oxidized t o the corresponding carboxyl group, CO.OH, but i t yet remains t o be shown which one of them it was. We are hoping t o determine this point in the near future. Tentatively it is assumed t o be t h a t methyl group which is in the first position ( I ) . Upon this assumption the salt obtained was the acid potassiuin salt of 1-carboxy-~-niethyl-2,6-dinitrobenzenc4-sulphonic acid and contains one molecule of water of 'crystallization. The analysis gave I I . 04 per cent. potassium, 5 . 0 0 per cent. water, 9.00 per cent. sulphur, against 11.08 per cent. potassium, 4.97 per cent. water, 8.83 per cent. sulphur required by theory. The acid barium salt was obtained by adding barium carbonate t o the hot solution of the acid potassium salt, filtering, and adding hydrochloric acid to the filtrate. Upon coooling there separated yellow plates containing three molecules of water of crystallization. The analysis gave 15.59 per cent. barium, 12.68 per cent. water, compared t o 16.06per cent. barium, 1 2 . 6 2 per cent. water calculated according t o theory. The ncutral barium salt was prepared by adding bariuin carbonate t o the hot solution of the acid potassium salt and filtering. I t separated in light yellow plates containing no water of crystallization, The analysis gave 30.98 per cent. barium against 30.go per cent. barium required by theory. The neutral strontium salt was formed by adding strontium carbonate to the hot solution of thc acid potassium salt and filtering. It separated in almost white, square crystals containing no water of crystallization. The analysis gave 21 .SI per cent. strontium against 22.08 per cent. required by theory. U N I V E R S I T S OF
IOWA CITY,
IOWA, IA.
CONCERNING wDINAPHTHYL SELENIDE AND TELLURIDE, B Y R.
E.
L Y O N S AND
Received March
G . C. BUSH. 1908.
12,
Some years ago, while collecting and tabulating material for the comparative study of the periodic relationship in the oxygen family, especially in the organic combinations of sulphur, selenium and tellurium, we were led t o undertake the synthesis of certain aromatic compounds of
832
R.
E. LSONS A N D G. C. BUSH.
scleniuni and tellurium necessary to fill in the blank spaces in the chart. The work was not completed because of our separation. The compounds prepared in this connection arc as !-et unreported and may be described a s follows: I. rr-Dilznfiltthyl .Sclenidc, (C,,H,),Se. - - Krafft and Lyons' prepared phenyl telluride heating together mercury diphenJ.1 and metallic tclluriuni. W e undertook the preparation of a-dinaphthyl selenidc i i i ;in analogous iiianner froiii a-dinaphthyl rnercur!. and scleniuni : (C,,H,),Hg -:-2% = HgSc + (C,,H,),Se. 12 iiiixturc of 4.5 graiiis tr-tlinaphtliyl iiiercury, 111. p. 24z0, and I . , j Y granis finely powdcrcd sclciiiuni , contained in a sniall ;\nschiitz flask, was kept iii :I TVood's iiietal bath xt 190° undvr a prwsurc of 16 111111. for about i 2 hours. .I tcnipcmturc aho\-c x ) o " \\.as fotind unfa\.orahlc, causing thc dinaphthyl iricrcur!. t o split into iiiercury and naphthalene. b%en cool, the mixture was dirtillccl viitli stcam t o rciiiove the naphthalene and the residue cstractcd witli ether. Evaporation of the extracts gave 1 . 7 grains, or j 4 per ccnt. of thc. thcorctical amount of thc dinaphthyl selciiide. 'fhc product crystallized i l m absolute alcohol, in which it is nioderatcly solublc, in fine. faintl!. ?.cllo\v-,glittvring leaflets, whicli iticlled a t I 14'. Scither trcainiciit with clini-coal nor crystallizatioii froiii other solvents, ; I S ether o r aniyl :~lcoliol.ga\.c- a colorlcss product. l
