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formaldehyde - Sciencemadness Dot Org

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27S FORMALDEHYDE<br />

show monobasic characteristics. Spatial models showing this structure<br />

indicate that although it is less symmetrical than the Duden and Scharff<br />

structure, the general atomic configuration may be similar. The chief<br />

difference beiween the two structures lies in the fact that the atomic forces<br />

and the distances between atoms are not uniform in the Losekann structure.<br />

Since the symmetry of the Duden and Scharff structure is probably lost<br />

when one of the nitrogen atoms becomes pentavalent, it is possible that the<br />

Losekann structure gives us a picture of this change.<br />

The structure first assigned to hexamethylenetetrainine by Butlerov 15 ,<br />

together with structures postulated by Guareschi 51 , Van't Hoff 113 and<br />

Dominildewicz 54 are shown below:<br />

Mechanism of Heiametiylenetetrainine Formation. Hexamethylenetetramine<br />

was probably first prepared in 1859 by Butlerov 14 by reaction of<br />

gaseous ammonia and para<strong>formaldehyde</strong> (Btffclerov's "dioxymethylene").<br />

As a. result of further study, Butlerov 15 later identified it as possessing the<br />

empirical formula, CJBEaNi, and suggested the structural formula shown<br />

above. Preparation of hexamethylenetetramine by reaction of <strong>formaldehyde</strong><br />

and ammonia in aqueous solution was reported by Hofmann 60 in 1869.

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