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Triphenylmethane or triphenyl methane (sometimes also known as Tritan), is the hydrocarbon with the formula (C 6 H 5) 3 CH. This colorless solid is soluble in nonpolar organic solvents and not in water. Triphenylmethane is the basic skeleton of many synthetic dyes called triarylmethane dyes, many of them are pH indicators, and some display ...
Triphenylmethanethiol is an organosulfur compound with the formula (C 6 H 5) 3 CSH. It is the thiol derivative of the bulky substituent triphenylmethyl (called trityl). [1] [2]The compound forms a number of unusual derivatives that are more stable than less bulky analogues.
After the German chemist August Kekulé and his Belgian student Antoine Paul Nicolas Franchimont (1844–1919) first synthesized triphenylmethane in 1872, [2] the Russian doctoral student Walerius Hemilian (1851–1914) first synthesized triphenylmethanol in 1874 by reacting triphenylmethyl bromide with water as well as by oxidizing triphenylmethane.
While the triphenyl radical itself forms a quinoid dimer, derivatives of the triphenyl radical with certain substituted phenyl groups do form dimers with a hexaphenylethane-like structure. For example, the tris(3,5-di- tert -butylphenyl) radical dimerizes to give hexakis(3,5-di- t -butylphenyl)ethane, with a bond length of 1.67 Å for the ...
Triphenylene has delocalized 18-π-electron systems based on a planar structure, corresponding to the symmetry group D 3h. It is a white or colorless solid. It is a white or colorless solid. Preparation
Gomberg's classical organic synthesis shown below starts by reacting triphenylmethyl bromide 1 with phenylhydrazine 2 to the hydrazine 3. Oxidation with nitrous acid then produces the azo compound 4 from which on heating above the melting point, nitrogen gas evolves with formation of tetraphenylmethane 5.
Trityl chloride reacts with zinc in nonpolar solvents (e.g. benzene) to form Gomberg's dimer. [ 5 ] 2 (C 6 H 5 ) 3 CCl + Zn → ((C 6 H 5 ) 3 C) 2 + ZnCl 2
A disubstituted phenyl compound (trisubstituted benzene) may be, for example, 1,3,5-trisubstituted or 1,2,3-trisubstituted. Higher degrees of substitution, of which the pentafluorophenyl group is an example, exist and are named according to IUPAC nomenclature.