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Chapter 17: 77P (page 845)

Triphenylmethanol is insoluble in water, but when it is treated with concentrated sulfuric acid, a bright yellow solution results. As this yellow solution is diluted with water, its color disappears and a precipitate of triphenylmethanol reappears. Suggest a structure for the bright yellow species, and explain this unusual behavior.

Short Answer

Expert verified

Triphenylmethanol is an organic compound that is insoluble in water but soluble in alcohol and benzene. It appears as a yellow color due to the formation of stable trityl carbocation respectively.

Step by step solution

01

Characteristic of triphenylmethanol

Triphenylmethanol is an organic compound that is insoluble in water but soluble in alcohol and benzene. It appears as a yellow color due to the formation of stable trityl carbocation respectively.

02

Formation of conjugated yellow color

The yellow bright solution is due to the formation of triphenyl methyl cation. It is stable carbocation because the positive charge is delocalized over three rings. Hence cation is most stable.

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