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triphenylcarbinol

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triphenylcarbinol

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Triphenylmethanol (also known as triphenylcarbinol and TrOH) is an 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 "trityl" carbocation. Many derivatives of triphenylmethanol are important dyes.

Chemical data

Formula
C19H16O
Molecular weight
260.3 g/mol
IUPAC name
triphenylmethanol
SMILES
C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)O
InChIKey
LZTRCELOJRDYMQ-UHFFFAOYSA-N
XLogP
3.7
Polar surface area
20.2 Ų
H-bond donors
1
H-bond acceptors
1
Formal charge
0

via PubChem

Wikidata facts

Has part
hydrogen
Mass
260.12
Show 4 more facts
melting point
163.0
Commons category
Triphenylmethanol
chemical formula
C₁₉H₁₆O
canonical SMILES
C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)O
Sources (2)

via Wikidata · CC0

~3 min read

Encyclopedic overview

5 sections
Contents
  • Structure and properties
  • Acid-base properties
  • Synthesis
  • Applications
  • References

Triphenylmethanol (also known as triphenylcarbinol and TrOH) is an 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 "trityl" carbocation. Many derivatives of triphenylmethanol are important dyes.

==Structure and properties== Triphenylmethanol features three phenyl (Ph) rings and an alcohol group bound to a central tetrahedral carbon atom. All three C–Ph bonds are typical of sp3-sp2 carbon-carbon bonds with lengths of approximately 1.47 Å, while the C–O bond length is approximately 1.42 Å.

Excerpted from Wikipedia’s “triphenylcarbinol” article, available under the CC BY-SA 4.0 licence.

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