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Constitution of Vitamin C

Abstract

IN our first communication1 we proposed the formulation of vitamin C as a furane- or cyclopentane-derivative. In consideration of further investigations which we have made, we now consider the furane type of structure (i and ii) well established. This conclusion rests upon the following observations; neither the dimethylvitamin nor the di(nitrobenzoyl)-dimethylvitamin (iii) contains a carbonyl group. The double bond in (iii), which does not react with bromine or with permanganate, is attacked by ozone to give a neutral product, melting point 162°, which does not react with ketone reagents. Its composition is C6H4O2(OCH3)2(OCOC6H4NO2)2. (Mol. wt. in camphor and in benzene.)

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References

  1. 1st communication, Naturwiss., 21, 63; 1933.

  2. Nature, 130, 888, Dec. 10, 1932.

  3. The substance of this letter was communicated to the Göttingen Chemical Society on January 28.

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MICHEEL, F., KRAFT, K. Constitution of Vitamin C. Nature 131, 274–275 (1933). https://doi.org/10.1038/131274b0

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