Baudisch reaction

The Baudisch Reaction was discovered by Oskar Baudisch in 1939 and further developed by his colleague Cronheim.^[1][2] In the reaction a solution containing aqueous hydroxylamine hydrochloride and hydrogen peroxide reacts with benzene or phenol, with the assistance of copper(II) to give o-nitrosophenols.^[3] These nitrosophenols can then be used in the manufacture of dyes.^[4]

References

1. ^ Oskar Baudisch (1940). "A New Chemical Reaction With The Nitrosyl Radical NOH". Science 92 (2389): 336–7. doi:10.1126/science.92.2389.336. 
2. ^ G. Cronheim (1947). "o-Nitrosophenols. I. The Typical Properties of o-Nitrosophenol and its Inner Complex Metal Salts". J. Org. Chem. 12 (1): 1–6. doi:10.1021/jo01165a001. 
3. ^ Maruyama, Kazuhiro; Tanimoto, Iwao; Goto, Ryozo (1967). Journal of Organic Chemistry 32 (8): 2516–2520. doi:10.1021/jo01283a033. 
4. ^ Encyclopædia Britannica page on dyes

Further reading

• Baudisch, O. (1939). "Einfache Bildung von o-Nitrosophenol aus Benzol und Hydroxylamin durch Luftoxydation. Präparative Darstellung von o-Nitrosophenol und Nitrosocresol aus Benzol bzw. Toluol durch H₂O₂ Oxydation". Naturwissenschaften 27 (46): 768–769. doi:10.1007/BF01498121. 
• Baudisch, O. (1941). "Preparation of o-Nitrosophenols from Benzene or Other Aromatic Hydrocarbons at Room Temperature". J. Am. Chem. Soc. 63 (2): 622. doi:10.1021/ja01847a503. 
• Cronheim, Georg (1947). "O-Nitrosophenols. II. New Substituted O-Nitrosophenols and Characteristic Properties of their Inner Complex Metal Salts". J. Org. Chem. 12: 7–19. doi:10.1021/jo01165a002. 
• Leonard, Nelson J.; Boyd, Samuel N.; Herbrandson, Harry F. (1947). "Cinnolines. III. Attempted Syntheses of the Cinnoline Nucleus". J. Org. Chem. 12: 47–56. doi:10.1021/jo01165a007. 
• Konecny, Jan O. (1955). "Hydroxylation of Benzene in Aqueous Solution in the Presence of Hydroxylamine Hydrochloride". J. Am. Chem. Soc. 77 (21): 5748. doi:10.1021/ja01626a093. 
• Maruyama, K (1966). "Study on baudisch reaction". Tetrahedron Letters 7 (47): 5889. doi:10.1016/S0040-4039(00)76103-X. 

External links

• Source of References