hydraziniumn.

/hʌɪdrəˈzɪnɪəm/

Etymology: < hydrazin- (in hydrazine n. + -ium suffix 2.

Chemistry.

(a) The ion H₂NNH₃⁺ derived from hydrazine (or a substituted ion derived from this in which univalent radicals replace one or more of the hydrogen atoms). Usually attributive. (b) The less common ion H₃N⁺NH₃⁺ (or a substituted ion derived from this in which univalent radicals replace one or more of the hydrogen atoms). Usually attributive.The application of the terms hydrazinium and hydrazonium has been inconsistent. Some authors have favoured using one or other of them (with or without a distinguishing numeral) for both ions, whilst some prefer hydrazinium for N₂H₆⁺⁺ and hydrazonium for N₂H₅⁺; others would abandon the names entirely. The International Union of Pure and Applied Chemistry recommends hydrazinium(1+), hydrazinium(2+), respectively, for the two ions ( Nomencl. Inorg. Chem. (ed. 2, 1971), Rule 3.17).

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the world > matter > chemistry > organic chemistry > organic radicals > [noun] > hydrazone radicals > hydrazinium

hydrazinium1927

hydrazonium1949

hydrazonium-

1927 Chem. Abstr. 21 2672 These ‘acid products’ really contain hydrazinium salts.

1936 Jrnl. Amer. Chem. Soc. 58 1606/2 The ionization constants for the hydrazinium ion as an acid and hydrazinium hydroxide as a base have been determined.

1949 Chem. & Industry 26 Feb. 134/2 The ions derived from hydrazine are also troublesome. The one most commonly encountered, N₂H₅⁺, is called hydrazinium in the 1940 Rules but hydrazonium in Chemical Abstracts (1945). Since the ion is essentially a substituted ammonium, the latter is strictly the more correct, but neither affords a means of distinguishing N₂H₅⁺ from N₂H₆⁺⁺, which occurs in a few compounds. The two names could be used in fact for this purpose, but the distinction is best achieved, without confusion, by writing N₂H₅⁺Hydrazonium (I) or (+ 1)N₂H₆⁺⁺Hydrazonium (II) or (+ 2).

1954 Chem. & Engin. News 6 Sept. 3548/3 As a name for the ion H₂N.NH₃⁺ there has been some division of usage between ‘hydrazonium’ and ‘hydrazinium’; and some have applied one or other of these names to the ion ⁺H₃N.NH₃⁺ as well as to the ion of single charge. The newly revised inorganic rules propose to settle the question by naming N₂H₅⁺ ‘hydrazinium (1⁺)’ and N₂H₆²⁺ ‘hydrazinium (2⁺)’. This does not seem to us an ideal solution, to give two different ions (which are not isomers) the same name except for an affixed numeral. Might not the name ‘hydrazinium’ be retained for N₂H₅⁺ and some such name as ‘hydrazidiinium’ coined for N₂H₆²⁺?

1955 Chem. & Engin. News 3 Jan. 70/3 A.C. Nixon..suggests that ‘ hydrazonium’ be retained for H₂NONH₃⁺[sic] and ‘hydrazinium’ be applied to ⁺H₃N·NH₃⁺.

1957 Chem. Rev. 57 1022 The cation having the formula R₃+NNR₂ has been given many names. Emil Fischer called the first known representative of this type a ‘hydrazonium bromide’ but later referred to the same compound as an ‘azonium bromide’. Chemical Abstracts has used the names ‘azinium’, ‘azonium’, ‘hydrazinium’, and, most commonly of late, ‘hydrazonium’ for the same type. As a logical extension of the recommendations recently made for naming [H₃NNH₂]⁺, it is suggested that the name ‘hydrazinium’ be adopted... It is suggested here that the name ‘hydrazonium’ be restricted to salts of hydrazones (including quaternary salts).

1964 J. W. Linnett Electronic Struct. Molecules iv. 64 The NN bond-length in hydrazine, H₂NNH₂, is 1·47 Å whereas that in the hydrazinium ion, H₃+N—+NH₃, is 1·40 Å.

1966 F. A. Cotton & G. Wilkinson Adv. Inorg. Chem. (ed. 2) xii. 335 Two series of hydrazinium salts are obtainable, those of N₂H₅⁺ and those of N₂H₆²⁺.

1966 P. A. S. Smith Chem. Open-chain Org. Nitrogen Compounds II. ix. 149 Quaternary hydrazinium salts can also be obtained by the hydrolysis of quaternary hydrazonium salts (R₃+N—N = CR₂X⁻).

This entry has not yet been fully updated (first published 1976; most recently modified version published online September 2018).

单词	hydrazinium
释义	hydraziniumn. /hʌɪdrəˈzɪnɪəm/ Etymology: < hydrazin- (in hydrazine n. + -ium suffix 2. Chemistry. (a) The ion H₂NNH₃⁺ derived from hydrazine (or a substituted ion derived from this in which univalent radicals replace one or more of the hydrogen atoms). Usually attributive. (b) The less common ion H₃N⁺NH₃⁺ (or a substituted ion derived from this in which univalent radicals replace one or more of the hydrogen atoms). Usually attributive.The application of the terms hydrazinium and hydrazonium has been inconsistent. Some authors have favoured using one or other of them (with or without a distinguishing numeral) for both ions, whilst some prefer hydrazinium for N₂H₆⁺⁺ and hydrazonium for N₂H₅⁺; others would abandon the names entirely. The International Union of Pure and Applied Chemistry recommends hydrazinium(1+), hydrazinium(2+), respectively, for the two ions ( Nomencl. Inorg. Chem. (ed. 2, 1971), Rule 3.17). ΘΚΠ the world > matter > chemistry > organic chemistry > organic radicals > [noun] > hydrazone radicals > hydrazinium hydrazinium1927 hydrazonium1949 hydrazonium- 1927 Chem. Abstr. 21 2672 These ‘acid products’ really contain hydrazinium salts. 1936 Jrnl. Amer. Chem. Soc. 58 1606/2 The ionization constants for the hydrazinium ion as an acid and hydrazinium hydroxide as a base have been determined. 1949 Chem. & Industry 26 Feb. 134/2 The ions derived from hydrazine are also troublesome. The one most commonly encountered, N₂H₅⁺, is called hydrazinium in the 1940 Rules but hydrazonium in Chemical Abstracts (1945). Since the ion is essentially a substituted ammonium, the latter is strictly the more correct, but neither affords a means of distinguishing N₂H₅⁺ from N₂H₆⁺⁺, which occurs in a few compounds. The two names could be used in fact for this purpose, but the distinction is best achieved, without confusion, by writing N₂H₅⁺Hydrazonium (I) or (+ 1)N₂H₆⁺⁺Hydrazonium (II) or (+ 2). 1954 Chem. & Engin. News 6 Sept. 3548/3 As a name for the ion H₂N.NH₃⁺ there has been some division of usage between ‘hydrazonium’ and ‘hydrazinium’; and some have applied one or other of these names to the ion ⁺H₃N.NH₃⁺ as well as to the ion of single charge. The newly revised inorganic rules propose to settle the question by naming N₂H₅⁺ ‘hydrazinium (1⁺)’ and N₂H₆²⁺ ‘hydrazinium (2⁺)’. This does not seem to us an ideal solution, to give two different ions (which are not isomers) the same name except for an affixed numeral. Might not the name ‘hydrazinium’ be retained for N₂H₅⁺ and some such name as ‘hydrazidiinium’ coined for N₂H₆²⁺? 1955 Chem. & Engin. News 3 Jan. 70/3 A.C. Nixon..suggests that ‘ hydrazonium’ be retained for H₂NONH₃⁺[sic] and ‘hydrazinium’ be applied to ⁺H₃N·NH₃⁺. 1957 Chem. Rev. 57 1022 The cation having the formula R₃+NNR₂ has been given many names. Emil Fischer called the first known representative of this type a ‘hydrazonium bromide’ but later referred to the same compound as an ‘azonium bromide’. Chemical Abstracts has used the names ‘azinium’, ‘azonium’, ‘hydrazinium’, and, most commonly of late, ‘hydrazonium’ for the same type. As a logical extension of the recommendations recently made for naming [H₃NNH₂]⁺, it is suggested that the name ‘hydrazinium’ be adopted... It is suggested here that the name ‘hydrazonium’ be restricted to salts of hydrazones (including quaternary salts). 1964 J. W. Linnett Electronic Struct. Molecules iv. 64 The NN bond-length in hydrazine, H₂NNH₂, is 1·47 Å whereas that in the hydrazinium ion, H₃+N—+NH₃, is 1·40 Å. 1966 F. A. Cotton & G. Wilkinson Adv. Inorg. Chem. (ed. 2) xii. 335 Two series of hydrazinium salts are obtainable, those of N₂H₅⁺ and those of N₂H₆²⁺. 1966 P. A. S. Smith Chem. Open-chain Org. Nitrogen Compounds II. ix. 149 Quaternary hydrazinium salts can also be obtained by the hydrolysis of quaternary hydrazonium salts (R₃+N—N = CR₂X⁻). This entry has not yet been fully updated (first published 1976; most recently modified version published online September 2018). < n.1927
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