The Dimorphism and Electronic and Vibrational Spectra of 2-Anilino-1,4-naphthoquinones

Yoshio Matsunaga, Nobuhiko Miyajima, Atushi Togashi

Bulletin of the Chemical Society of Japan · 1977 · 12 citations · 5 references

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Abstract

Abstract Dimorphic forms were isolated for over ten derivatives of 2-anilino-1,4-naphthoquinone, 2-anilino-3-chloro-1,4-naphthoquinone, and 2-anilino-3-bromo-1,4-naphthoquinone carrying substituents on the phenyl ring. One of the two forms exhibits a relatively sharp vibrational band near 3300 cm−1, the other, a relatively broad band at a lower wave number. The spectra in the region from 700 to 1700 cm−1 are often markedly different from each other. In several instances, the two forms are differently colored. This difference is attributed to the appearance of, or a change in the intensity of, an intermolecular charge-transfer absorption band. Not only the dimorphic forms, but also most of the derivatives examined, could be classified into two groups on the basis of the location and the sharpness of the vibrational band appearing in the region from 3150 to 3350 cm−1.

References

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