References
- Bouveault , L. 1893 . Bull. Soc. Chim. France , 9 : 368
- Sudborough , J. J. 1895 . J. Chem. Soc. , 67 : 601
- Sperber , N. , Papa , D. and Schwenk , E. 1948 . J. Am. Chem. Soc. , 70 : 3091
- Sarel , S. and Newman , M. S. 1956 . ibid. , 78 : 5416
- Ladenheim , H. and Bender , M. L. 1960 . ibid. , 82 : 1895
- Olah , G. A. and Olah , J. A. 1965 . J. Org. Chem. , 30 : 2386
- DuPont nitrosylsulfuric acid is composed of 40% NSA, 52.5% sulfuric acid, and 7.8% water. As used in the above table (% NSA), “60% NSA” would indicate a mixture of 60% DuPont NSA solution and 40% added water (by volume). The addition of water results in partial decomposition (with vigorous evolution of NOx vapors) as well as dilution of the NSA. NSA concentrations and temperatures used were selected by determining the mildest conditions which would allow the hydrolysis to proceed at a convenient rate. In some cases, dichloromethane was added to the NSA solution to form a two-phase reaction mixture
- Structures assigned to the carboxylic acids were confirmed by comparison with authentic samples