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Triphenylmethyl radical information


Triphenylmethyl radical
Kekulé, skeletal formula of the triphenylmethyl radical
Ball-and-stick model of the triphenylmethyl radical
Names
Preferred IUPAC name
Triphenylmethyl
Identifiers
CAS Number
  • 2216-49-1 ☒N
3D model (JSmol)
  • Interactive image
  • Interactive image
ChemSpider
  • 10627185 checkY
PubChem CID
  • 5374035
InChI
  • InChI=1S/C19H15/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H checkY
    Key: OHSJPLSEQNCRLW-UHFFFAOYSA-N checkY
SMILES
  • c1ccc(cc1)[C](c1ccccc1)c1ccccc1
  • C1=CC=C(C=C1)[C](C1=CC=CC=C1)C1=CC=CC=C1
Properties
Chemical formula
C19H15
Molar mass 243.329 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

The triphenylmethyl radical (often shorted to trityl radical) is an organic compound with the formula (C6H5)3C. It is a persistent radical. It was the first radical ever to be described in organic chemistry. Because of its accessibility, the trityl radical has been heavily exploited.[1]

  1. ^ Tidwell, Thomas T. (2010). "Triarylmethyl and Related Radicals". Stable Radicals. pp. 1–31. doi:10.1002/9780470666975.ch1. ISBN 9780470666975.

and 21 Related for: Triphenylmethyl radical information

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Triphenylmethyl radical

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The triphenylmethyl radical (often shorted to trityl radical) is an organic compound with the formula (C6H5)3C. It is a persistent radical. It was the...

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Triphenylmethyl chloride

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dimer. 2 (C6H5)3CCl + Zn → ((C6H5)3C)2 + ZnCl2 Triphenylmethyl radical Triphenylmethane Triphenylmethyl hexafluorophosphate Triphenylmethanol Gomberg's...

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Triphenylmethane

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chemistry is a triphenylmethyl group Ph3C, e.g. triphenylmethyl chloride (trityl chloride) and the triphenylmethyl radical (trityl radical). Triphenylmethane...

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Triphenylmethyl hexafluorophosphate

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it is potentially explosive. Triphenylmethyl radical Triphenylcarbenium Triphenylmethane Triphenylmethanol Triphenylmethyl chloride Triphenylcarbenium...

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Triphenylcarbenium

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It is a charged version of the triphenylmethyl radical (C6H5)3C•. The name is often abbreviated to triphenylmethyl or trityl in salts, although these...

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Gomberg reaction

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reaction via a diazonium salt Gomberg radical reaction, forming a triphenylmethyl radical by treating triphenylmethyl chloride with certain metals Moses...

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C19H15

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Triphenylcarbenium (triphenylmethyl cation), an ion consisting of a carbon atom with a positive charge connected to three phenyl groups Triphenylmethyl radical, a persistent...

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1900 in science

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Moses Gomberg identifies the first organic radical (according to the modern definition), triphenylmethyl radical. Johannes Rydberg refines the expression...

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Functional group

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carbanions. Carbocations are often named -um. Examples are tropylium and triphenylmethyl cations and the cyclopentadienyl anion. Haloalkanes are a class of...

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Tetraphenylmethane

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homologue hexaphenylethane, which led him to the discovery of the triphenylmethyl radical. Tetraphenylborate Triphenylmethane Toluene Robbins, A.; Jeffrey...

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Moses Gomberg

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correctly identified the triphenylmethyl radical, the first persistent radical to be discovered, and is thus known as the founder of radical chemistry. The work...

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Persistent radical effect

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dissociation of pentaphenylethane into triphenylmethyl and diphenylmethyl radicals was reversible and that persistent triphenylmethyl did not self terminate and transient...

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Trivalent group 14 radicals

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species that will dissociate). While the trivalent triphenylmethyl radical, which was the first organic radical described, has been known for over 100 years...

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Karl Ziegler

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previous tri-valent carbon free radicals, such as triphenylmethyl. His interest in the stability of tri-valent carbon free-radical compounds brought him to publish...

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Ketene

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reactive organic intermediates and stable radicals discovered by Moses Gomberg in 1900 (compounds with triphenylmethyl group). Ketenes are highly electrophilic...

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Hydroperoxide

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doi:10.1021/ja01638a012. Bryant E. Rossiter and Michael O. Frederick "Triphenylmethyl Hydroperoxide" E-EROS Encyclopedia of Reagents for Organic Synthesis...

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Carbanion

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(1910). "Ueber Triphenylmethyl und Analoga des Triphenylmethyls in der Biphenylreihe" [On triphenylmethyl and analogues of triphenylmethyl in the biphenyl...

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Chemical symbol

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alkyl group Tf: triflyl (trifluoromethanesulfonyl) Tr, Trt: trityl (triphenylmethyl) Ts, Tos: tosyl (para-toluenesulfonyl) – (Ts also used for the element...

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Carbocation

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triphenylmethanol gives deep-yellow solutions in concentrated sulfuric acid. Triphenylmethyl chloride similarly formed orange complexes with aluminium and tin chlorides...

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Dispersion stabilized molecules

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Delicate Balance between Pauli Repulsion and London Dispersion with Triphenylmethyl Derivatives". Journal of the American Chemical Society. 140 (43): 14421–14432...

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Rhodocene

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that found in the rhodocene dimer. These ligands then react with the triphenylmethyl carbocation to generate the termetallocene salt,...

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