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Trimethylborane and anhydrous hydrazine react at 25° in vacuum, yielding a 2:1 adduct, 2(CH 3 ) 3 B•N 2 H 4 , which is stable at or below −78° and evolves trimethylborane slowly at higher temperatures, leaving a stable 1:1 adduct, (CH 3 ) 3 B•N 2 H 4 (m.p. 42–43°). The thermal decomposition of the latter at 150–160° is complex, producing nitrogen, methane, ammonia, a mixture of butane and the isomeric butenes, and a heterogeneous solid. At 25° diborane displaces trimethylborane from the 1:1 adduct and reacts with it to form 1,1-dimethyldiborane, in addition to hydrogen, methane, and a heterogeneous solid.Trimethylaluminum and hydrazine give a complex reaction in vacuum at 25°, but in diethyl ether solution the product was thought to be (CH 3 ) 2 AlNHNHAl(CH 3 ) 2 , which decomposes on being touched.
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Paterson et al. (1961) studied this question.
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