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In organic chemistry, an azo coupling is an reaction between a diazonium compound (R−N≡N +) and another aromatic compound that produces an azo compound (R−N=N−R’).In this electrophilic aromatic substitution reaction, the aryldiazonium cation is the electrophile, and the activated carbon (usually from an arene, which is called coupling agent), serves as a nucleophile.
The following other wikis use this file: Usage on fi.wikipedia.org Diatsoniumsuolat; Atsokytkentä; Usage on hu.wikipedia.org Diazóniumvegyületek
Azo pigments are similar in chemical structure to azo dyes, but they lack solubilizing groups. [8] Many so-called azo pigments are not strictly classifiable as azo compounds since they exist as keto hydrazide tautomers, which lack the -N=N- linkage. C.I. Pigment Yellow 12, an azo pigment (also classified as a diarylide pigment).
The following other wikis use this file: Usage on cs.wikipedia.org Kopulace (chemie) Usage on fr.wikipedia.org Couplage azo; Usage on hu.wikipedia.org
Azo compounds are organic compounds bearing the functional group diazenyl (R−N=N−R′, in which R and R′ can be either aryl or alkyl groups).. IUPAC defines azo compounds as: "Derivatives of diazene (diimide), HN=NH, wherein both hydrogens are substituted by hydrocarbyl groups, e.g. PhN=NPh azobenzene or diphenyldiazene.", where Ph stands for phenyl group. [1]
It undergoes azo coupling to give various azo dyes, but these are generally less useful than those derived from 2-naphthol. [2] [12] 1-Naphthol is a metabolite of the insecticide carbaryl and naphthalene. Along with TCPy, it has been shown to decrease testosterone levels in adult men. [13]
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This method can also be used with primary diazoalkanes, to produce secondary α-diazo ketones. However, there are many limitations. Primary diazoalkanes undergo azo coupling to form azines; thus the reaction conditions must be altered such that acid chloride is added to a solution of diazoalkane and triethylamine at low temperature.