Investigation of Bromonitrocamphane

Cover Investigation of Bromonitrocamphane
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But Forster, in working on the struc- ture of the anhydride, found that the first isomeric anhydride gave an hydroxylamino compound with hydroxylamine, instead of the oxime which would be the derivative expected. He was unable to cause the carbonyl group to react as such. In carrying out this investigation, recently, it seemed that treatment of the first isomeric anhydride with methyl magnesium iodide in the regular Grignard reaction might shed some light on the structure of the compound. This ...has been done in this work and it is believed that the results obtained furnish convincing evidence that the structure of the first isomeric anhydride is that which represents it as a substituted inner amide. This was originally proposed by Forster, but he was unable to demonstrate the presence of the carbonyl group, probably because of the fact that the Grignard reaction was not in such general use then as it is at the present time. When the first isomeric anhydride is treated with methyl magnesium iodide according to the regular Grignard reaction, and the product de- composed with water, a new compound is obtained which has its molecu- lar weight increased by 1 carbon atom and 4 hydrogen atoms.

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