Abstract
THE nitroso-group in an aromatic nitroso compound appears to be chemically abnormal. Thus, in the case of nitrosobenzene, failure 1 to prepare salts or coordination compounds in which the nitroso-nitrogen acts as a donor atom, shows the accepted formula (1), with a tercovalent nitrogen atom, to be incorrect. Equality of the value of the dipole moment for this substance with that for nitrobenzene would indicate (2) as a possible formula, in which case the nitroso-group should be meta-directing in aromatic substitution reactions.
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LE FÈVRE, R. Orienting Power of the Nitroso-Group and the Formula of Nitrosobenzene. Nature 130, 400–401 (1932). https://doi.org/10.1038/130400a0
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DOI: https://doi.org/10.1038/130400a0
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