Triphenyl methanol is a triarylmethane derivative used as an anti proliferative agent
Chemical properties, uses, and production of triphenyl methanol
chemical property
White powder or colorless triple separated crystal. Soluble in alcohol, ether, and benzene, dark yellow in concentrated sulfuric acid, colorless in glacial acetic acid, insoluble in water and petroleum ether. Distill at 360-380 ℃ without decomposition.
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Triphenyl methanol is used as a reagent in research laboratories. It serves as an intermediate for the production of commercially useful triarylmethane dyes. It is used to prepare triphenylmethane. It is also used as an anti proliferative agent. In addition, it is also used to prepare double electron reduction products of Helicobacter pylori. In addition, it reacts with triphenylphosphine oxide to form a 1:1 molecular complex. It serves as a specific host for the inclusion complex of methanol and dimethyl sulfoxide, forming an inclusion complex.
A double electron reduction product of pyrroligens was synthesized from triphenyl methanol.
In the presence of perchloric acid, 9,10-dihydro-10-methylacridine is reduced to triphenylmethane.
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Triphenyl methanol (Zidovudine EP impurity D) is a triarylmethane derivative used as an anti proliferative agent.
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Synthesis of triphenyl methanol: In the presence of aluminum chloride, triphenyl methanol is prepared by reacting benzene with carbon tetrachloride, acidification, and hydrolysis.
Triphenyl methanol can also be prepared by reacting phenylmagnesium bromide with methyl benzoate (instead of benzophenone).
Synthesis of Triphenyl Methanol
reaction
The first is the reaction of triphenyl methanol with hydrobromic acid to produce triphenyl methyl bromide.
The second reaction is the reaction of triphenyl methanol and methanol under acidic conditions to form ether.
Composite reference (s)
Organic synthesis, Cole. Volume 3, page 839, 1955
Journal of Organic Chemistry, 57, p 4555, 1992 DOI: 10.1021/jo00042a044
General description
Triphenyl methanol forms a 1:1 molecular complex with triphenylphosphine oxide. It is a specific host of inclusion complexes of methanol and dimethyl sulfoxide, and forms inclusion complexes. In the presence of perchloric acid, 9,10-dihydro-10-methylacridine is reduced to triphenylmethane.
Purification method
Crystallize methanol from ether, methanol, CCl4 (4mL/g), * benzene, hexane, or pet ether (b60-70o). Dry at 90 degrees. [Ohwada et al.] [J]. Journal of Chemistry (English Edition) 108 3029 1986, Beilstein 6 IV 5014.
Synthesis of Triphenylmethane
Synthesis of triphenyl methanol from benzene, 1,1 ‘- [(trimethylsilyl) oxygen] methylacetylene] tri –
