Amino, Nitrosco and Nitro Compounds and Their Derivatives:

Chapter 1 Structural chemistry (pages 1–51): S. Sorriso
Chapter 2 Stereochemistry and conformations (pages 53–83): Morton Raban and Jeremy Greenblatt
Chapter three The chemistry of ionized amino, nitroso and nitro compounds within the gasoline part (pages 85–126): Helmut Schwarz and Karsten Levsen
Chapter four Rearrangements concerning nitroso and nitro compounds (pages 127–153): D. L. H. Williams
Chapter five The spectroscopy, photophysics and photochemistry of saturated amines (pages 155–180): Arthur M. Halpern
Chapter 6 Photochemistry of nitro and nitroso compounds (pages 181–290): Yuan L. Chow
Chapter 7 Radiation chemistry of amines, nitro and nitroso compounds (pages 291–318): Clive L. Greenstock
Chapter eight Electrochemistry of nitro compounds (pages 319–337): Albert J. Fry
Chapter nine Electrochemistry of amines (pages 339–359): Wayne E. Britton
Chapter 10 Radical anion reactions of nitro compounds (pages 361–393): Nathan Kornblum
Chapter eleven Direct aminations (pages 395–416): Tuvia Sheradsky
Chapter 12 Pyrolysis of nitrites, nitrates, nitro compounds, nitroso compounds and amines (pages 417–458): Leslie Batt
Chapter thirteen Nitrones and nitronic acid derivatives: their constitution and their roles in synthesis (pages 459–564): Eli Breuer
Chapter 14 Nitroxides (pages 565–622): Hans Gunter Aurich
Chapter 15 Enamines and ynamines (pages 623–714): G. Pitacco and E. Valentin

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Extra info for Amino, Nitrosco and Nitro Compounds and Their Derivatives: Volume 1 (1982)

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B33, 1557 (1977). 410 bond l e n g t h ( A ) FIGURE 4. Correlation between the deviation from planarity of the amino group and the C-NH2 bond length. I: is the sum of the bond angles around the amino nitrogen. The estimated standard deviations have not been reported because of overlapping. The numbers indicate the following compowds: (1) 1,3,5-triamino-2,4,6-trinitrobenzeneand 2,3,4,6-tetranitroaniline; (2) 1,3,5-triamino-2,4,6-trinitrobenzene; (3) 2,4,6-trinitroaniline; (4) 4-aminoacetophenone; (5) 2-amino-3-nitropyridine; (6) 2-amino-4-methylpyridine; (7) 2-amino-5-methylpyridine; (8) 2-amino-5-chloropyridine (from XD and ND); (9) aminopyrazine; (1 0) 2-aminopyridine; (11) 2-aminopyrimidine; (1 2) 4-aminopyridine; (13) 3-aminopyridine; (14) aniline; (15) 4-aminobenzoic acid.

Actually, there is virtually no variation in the latter and for the C-C bonds the variations (which are significant, on the basis of the standard deviations) go in the opposite sense to that expected if there were ionic structures contributing significantly to the resonance in nitrobenzene. This leads us t o the conclusion that, in this case at least, resonance alone is unable to account for changes in bond lengths and angles and that other causes must be looked into. e. in a different contribution of the pand s-orbitals compared to that in benzene.

35, 1235 (1957). 1. Structural chemistry 47 8. K. Kuchitsu, J. P. Guillory and L. S. Bartell, J. Chem. , 49,2488 (1968). 9. P. Helminger, F. C. de Lucia and W. Gordy, Phys. , ~ 9 12 , (1974). 10. J. D. Swalen and J. A. Ibers,J. Chem. , 36, 1914 (1962). 11. T. Nishikawa, T. Itoh and K. Shimada, J. Chem. , 23, 1735 (1955). 12. T. Itoh,J. Phys. Japan, 11, 264 (1956). 13. D. R. , J. Chem. , 27, 343 (1957). 14. H. K. Higginbotham and L. S . Bartell, J. Chem. , 42, 1131 (1965). 15. M. Ataji and W. , 6, 770 (1953).

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