Graduate Thesis Or Dissertation
 

Preparation and characterization of n-octadecylcycloazadiboron

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  • A preparative method for a new compound n-octadecylcycloazadi-boron (CAB), in high yield has been developed. CAB was isolated as an intermediate in the octadecylamine-catalyzed hydrolysis of pentaborane. The most probable structure of CAB can be regarded as a derivative of the three membered ring cycloazadiboron with a n-octadecyl group substituted for hydrogen on nitrogen. For each mmole of CAB reacted in vacuo with 2 mmole of anhydrous hydrogen chloride 1 mmole of hydrogen gas is obtained. CAB was established to add 1 mmole of boron trichloride per mmole reacted at 0°C in vacuo to form the Lewis acid-base adduct. Cyclohexene was reduced by addition (1:1) to CAB. Subsequent reaction with acetic acid gave cyclohexane and hydrogen gas. The infrared spectrum of CAB was obtained. Acid hydrolysis of CAB provides 2 mmole of hydrogen per mmole reacted. The chemical characterization of the compound strongly indicates the proposed structure as opposed to other structures considered.
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