Abstract
IN a recent crystallographic study of adenine hydrochloride, Broomhead1 has concluded that the central or C4—C5 bond distance of 1·44 A. is probably significantly greater than those of the other C—C or C—N bonds in the molecule. This conclusion is based on two-dimensional Fourier projections and, as the author states, it is not absolutely certain that the discrepancy cannot be attributed to experimental error. Nevertheless, the result appears to be in accordance with the anomalous second dissociation constant which I have observed2, namely, pK'a1 = 4.15, pK'a2 = 9·80. The former value is of the order to be expected for the amino-group, but the latter, which can only be attributed to the —NH— group of iminazole ring, is considerably lower than those observed for the corresponding dissociations in benziminazole and in other purine derivatives.
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References
Broomhead, Acta. Cryst., 1, 324 (1948).
Taylor, J. Chem. Soc., 765 (1948).
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TAYLOR, H. Bond Distances in Adenine Hydrochloride. Nature 164, 750 (1949). https://doi.org/10.1038/164750a0
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DOI: https://doi.org/10.1038/164750a0
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