3 ti50 NOTES Vol. 77 case the tautomeric equilibrium favors strongly the ketone structure 111.The ultraviolet spectrum of the cyclic product obtained from adiponitrile offers further evidence for the existence of an unusual, conjugated nitrile group since there is a major absorption peak a t 263 mp. Simple aliphatic nitriles do not absorb appreciably in this region, but conjugated nitriles and conjugated aminoesters (e.g., ethyl p-aminocrotonate) do absorb strongly a t about 265 mp.4The absorptivity (e) is 13,000 liters per mole-centimeter which is about 130 times as large as observed for normal conjugated nitriles; thus the ;mine group has a powerful effect on the ultraviolet absorption of this conjugated nitrile group. This is in concordance with the observations made on ethyl /3-atninocrotonate by Glickman and Cope,4 on p-aminocrotonitrile by \-on Xuwers and Suseinihl, and with the unusually low infrared nitrile frequency we have observed for IT.'. E. I. DU PONT DE SEMOURS 8r Co., I N C . Du P o w EXPERIMESTAL STATIO?: \VILMISGTOX, DELAWARE
Alkylaluminum hydride trimethylamine complexes have been obtained by several different methods: ( a ) reduction of an alkylaluminum halide trimethylamine complex with lithium hydride, (b) alkylation of aluminum hydride trimethylamine with dialkylmercury, (c) reaction of trialkylaluminum trimethylamine and aluminum hydride trimethylamine, and (d) reaction of dialkylaluminum chloride with lithium aluminum hydride and trimethylamine. Some physical properties of the compounds are reported, including the infrared and proton magnetic resonance spectra. Cryoscopic n~olecular weight determinations indicate that the compounds are associated in cyclohexane. Their possible structures are discussed.
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