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Hydrazone information


Structure of the hydrazone functional group

Hydrazones are a class of organic compounds with the structure R1R2C=N−NH2.[1] They are related to ketones and aldehydes by the replacement of the oxygen =O with the =N−NH2 functional group. They are formed usually by the action of hydrazine on ketones or aldehydes.[2][3]

  1. ^ March, Jerry (1985), Advanced Organic Chemistry: Reactions, Mechanisms, and Structure, 3rd edition, New York: Wiley, ISBN 9780471854722, OCLC 642506595
  2. ^ Stork, G.; Benaim, J. (1977). "Monoalkylation of α,β-Unsaturated Ketones via Metalloenamines: 1-butyl-10-methyl-Δ1(9)-2-octalone". Organic Syntheses. 57: 69; Collected Volumes, vol. 6, p. 242.
  3. ^ Day, A. C.; Whiting, M. C. (1970). "Acetone hydrazone". Organic Syntheses. 50: 3; Collected Volumes, vol. 6, p. 10.

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Hydrazone

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Hydrazones are a class of organic compounds with the structure R1R2C=N−NH2. They are related to ketones and aldehydes by the replacement of the oxygen...

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Acetone hydrazone

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Acetone hydrazone (isopropylidenehydrazine) is the product of condensation of acetone and hydrazine, as typical for hydrazone formation. It is an intermediate...

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Hydrazine

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carbon-oxygen carbonyl, the fuel reacts and forms a safe solid called hydrazone. By then flushing the tank with warm water, the liquid hydrazine hydrate...

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Hydrazone iodination

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Hydrazone iodination is an organic reaction in which a hydrazone is converted into a vinyl iodide by reaction of iodine and a non-nucleophilic base such...

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Naloxazone

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permanently until the receptor is recycled by endocytosis. Naloxazone is the hydrazone analog of naloxone. It has been reported that naloxazone is unstable in...

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Amidrazone

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exists in two tautomeric forms: hydrazide imides (RC(=NH)NHNH2) and amide hydrazones (RC(NH2)=NNH2). Some amidrazones have been employed as insecticides. They...

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Umpolung

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reagent surrogates via hydrazone umpolung by C.-J. Li et al. In the presence of a catalyst, similar to organometallic reagents, hydrazones can undergo nucleophilic...

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Osazone

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reaction as a test to identify monosaccharides. The formation of a pair of hydrazone functionalities involves both oxidation and condensation reactions. Since...

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Hydralazine

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Metabolic products include the N-acetyl derivative, pyruvic acid hydrazone, and acetone hydrazone, each of which may also contribute to reducing blood pressure...

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Acetone azine

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which reacts with a further molecule of ammonia to produce acetone hydrazone. The hydrazone then condenses with a further molecule of acetone to produce the...

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FCCP

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Physicians, Sri Lanka Carbonyl cyanide-p-trifluoromethoxyphenylhydrazone, a hydrazone compound used in biochemistry This disambiguation page lists articles...

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Shapiro reaction

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ketone or aldehyde is converted to an alkene through an intermediate hydrazone in the presence of 2 equivalents of organolithium reagent. The reaction...

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Diazo

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2-diazopropane [fr] from acetone hydrazone. Other oxidizing reagents are lead tetraacetate, manganese dioxide and the Swern reagent. Tosyl hydrazones RRC=N-NHTs are reacted...

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Uncoupler

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phenylhydrazone (CCP) Carbonyl cyanide m-chlorophenyl hydrazone (CCCP) Carbonyl cyanide-p-trifluoromethoxyphenyl hydrazone (FCCP) CDE (4β-cinnamoyloxy,1β,3α-dihydroxyeudesm-7...

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Azine

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intermediacy of a hydrazone: R2C=N-N=CR2 + H2O → R2C=N-NH2 + R2C=O R2C=N-NH2 + H2O → N2H4 + R2C=O Azines have been used as precursors to hydrazones: R2C=N-N=CR2...

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Spironolactone

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(hydroxyprogesterone enanthate) Hydroxyprogesterone heptanoate benzilic acid hydrazone Mecigestone (pentarane B) Medrogestone Medroxyprogesterone Medroxyprogesterone...

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Helix

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(2003). "Helicity-Encoded Molecular Strands: Efficient Access by the Hydrazone Route and Structural Features". Helvetica Chimica Acta. 86: 1598–1624...

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Hydroxyprogesterone heptanoate benzilic acid hydrazone

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heptanoate benzilic acid hydrazone (OHPHBH), also known as 17α-hydroxyprogesterone 17α-heptanoate 3-benzilic acid hydrazone, is a progestin medication...

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Steroid

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(hydroxyprogesterone enanthate) Hydroxyprogesterone heptanoate benzilic acid hydrazone Mecigestone (pentarane B) Medrogestone Medroxyprogesterone Medroxyprogesterone...

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Aldehyde

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nucleophile and after the elimination of water, resulting in the formation of a hydrazone, which are usually orange crystalline solids. This reaction forms the...

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