Triphenylmethanol

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Triphenylmethanol
IUPAC name Triphenylmethanol
Other names Triphenylcarbinol
Tritanol
Identifiers
CAS number [76-84-6]
SMILES OC(c2ccccc2)(c3ccccc3)c1ccccc1
Properties
Molecular formula C19H16O
Molar mass 260.32 g/mol
Density 1.199 g/cm3
Melting point

164.2 °C
Boiling point

360-380 °C
Hazards
MSDS External MSDS
Related compounds
Related compounds Triphenylmethane
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)
Infobox disclaimer and references

Triphenylmethanol (also known as triphenylcarbinol) is an aromatic organic compound. It is a white crystalline solid that is insoluble in water and petroleum ether, but well soluble in ethanol, diethyl ether and benzene. In strongly acidic solutions, it produces an intensely yellow color, due to the formation of a stable carbocation.

[edit] Synthesis

The preparation of triphenylmethanol from methyl benzoate or benzophenone and bromobenzene is a common laboratory experiment for teaching the Grignard reaction.[1] An alternative starting material is diethyl carbonate.[2]

Synthesis of triphenylmethanol

[edit] References

  1. ^ W. E. Bachmann and H. P. Hetzner. "Triphenylcarbinol". Org. Synth.; Coll. Vol. 3: 839. 
  2. ^ The GC–MS Observation of Intermediates in a Stepwise Grignard Addition Reaction Latimer, Devin. J. Chem. Educ. 2007, 84, 699. Link