tetraphenylmethane

Tetraphenylmethane is an organic compound consisting of a methane core with four phenyl substituents. It was first synthesized by Moses Gomberg in 1898.

In the Vinony graph

Within Vinony's link graph, tetraphenylmethane is referenced by 13 other articles, and connects out to nitrogen, zinc and base.

Vinony files it under Aromatic hydrocarbons, Chembox having GHS data and Chembox image size set.

Its subject is documented across 15 Wikipedia language editions.

Chemical data

Formula: C25H20
Molecular weight: 320.4 g/mol
IUPAC name: tritylbenzene
SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4
InChIKey: PEQHIRFAKIASBK-UHFFFAOYSA-N
XLogP: 7
Polar surface area: 0 Å²
H-bond donors: 0
H-bond acceptors: 0
Formal charge: 0

via PubChem

Wikidata facts

Subclass of: aromatic hydrocarbon
Has part: carbon
Mass: 320.156501

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Commons category: Tetraphenylmethane
canonical SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4
chemical formula: C₂₅H₂₀
melting point: 283.0

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Encyclopedic overview

3 sections

Contents

Synthesis
See also
References

Tetraphenylmethane is an organic compound consisting of a methane core with four phenyl substituents. It was first synthesized by Moses Gomberg in 1898.

== Synthesis == 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. 500px|Gomberg's tetraphenylmethane synthesis

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