SYNTHESIS OF 4-(1-NAPHTHYL)-2-BUTYNOIC ACID
β Scribed by DOUKAS, H. M.; WOLFE, W. C.; FONTAINE, T. D.
- Book ID
- 127181316
- Publisher
- American Chemical Society
- Year
- 1954
- Tongue
- English
- Weight
- 687 KB
- Volume
- 19
- Category
- Article
- ISSN
- 0022-3263
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π SIMILAR VOLUMES
2-(1-Naphthyl)propionic acid, C 13 H 12 O 2 , is one of the chiral compounds which exhibit the highest difference (80 K) in melting points between the racemic and enantiomeric crystals. We report here the structure of the racemic compound.
The sterically crowded title compound, C~14~H~12~O~4~, crystallizes as centrosymmetric hydrogen-bonded dimers involving the carboxyl groups. The naphthoquinone ring system is folded by 11.5β (1)Β° about a vector joining the 1,4-C atoms, and the quinone O atoms are displaced from the ring plane, presum