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Triphenylmethyl chloride information


Triphenylmethyl chloride
Names
Preferred IUPAC name
1,1′,1′′-(Chloromethanetriyl)tribenzene
Other names
(Chloromethanetriyl)tribenzene
[Chloro(diphenyl)methyl]benzene
Identifiers
CAS Number
  • 76-83-5 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 17344583 checkY
ECHA InfoCard 100.000.898 Edit this at Wikidata
PubChem CID
  • 6456
UNII
  • 1D9GZ8QQXN checkY
CompTox Dashboard (EPA)
  • DTXSID3052511 Edit this at Wikidata
InChI
  • InChI=1S/C19H15Cl.C10H10.C8H8/c20-19(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18;1-3-9-5-7-10(4-2)8-6-9;1-2-8-6-4-3-5-7-8/h1-15H;3-8H,1-2H2;2-7H,1H2 checkY
    Key: TXMWQDFQVWGFTQ-UHFFFAOYSA-N checkY
SMILES
  • C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)Cl
Properties
Chemical formula
C19H15Cl
Molar mass 278.7754 g/mol
Appearance white to yellow solid
Density 1.141 g/cm3
Melting point 109 to 112 °C (228 to 234 °F; 382 to 385 K)
Boiling point 230 °C (446 °F; 503 K) (at 20 mmHg) and 374.3 °C (at 760 mmHg)
Solubility soluble in chloroform, benzene, acetone,[1] ether, THF, hexane[2]
Hazards
Flash point 177.9 °C (352.2 °F; 451.0 K)
Safety data sheet (SDS) Corvine Chemicals MSDS
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

Triphenylmethyl chloride or trityl chloride (TrCl) is a white solid with the chemical formula C19H15Cl. It is an alkyl halide, sometimes used to introduce the trityl protecting group.

  1. ^ "Archived copy". Archived from the original on 2013-01-24. Retrieved 2014-01-08.{{cite web}}: CS1 maint: archived copy as title (link)
  2. ^ "Trityl chloride | CAS 76-83-5".

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Triphenylmethyl chloride

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Triphenylmethyl chloride or trityl chloride (TrCl) is a white solid with the chemical formula C19H15Cl. It is an alkyl halide, sometimes used to introduce...

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Triphenylmethane

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

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Triphenylmethyl radical

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has been heavily exploited. It can be prepared by homolysis of triphenylmethyl chloride 1 by a metal like silver or zinc in benzene or diethyl ether. The...

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Triphenylmethyl hexafluorophosphate

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organic syntheses. Triphenylmethyl hexafluorophosphate can be prepared by combining silver hexafluorophosphate with triphenylmethyl chloride: Ag+[PF6]− + (C6H5)3CCl...

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Triphenylcarbenium

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although these names also denote the chemical group in compounds like triphenylmethyl chloride that do not contain the cation. Triphenylcarbenium is a relatively...

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Triphenylmethanol

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alcohol. For example it reacts with acetyl chloride, not to give the ester, but triphenylmethyl chloride: Ph3COH + MeCOCl → Ph3CCl + MeCO2H The three...

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Gomberg reaction

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diazonium salt Gomberg radical reaction, forming a triphenylmethyl radical by treating triphenylmethyl chloride with certain metals Moses Gomberg (1866–1947)...

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Carbocation

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concentrated sulfuric acid. Triphenylmethyl chloride similarly formed orange complexes with aluminium and tin chlorides. In 1902, Adolf von Baeyer recognized...

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Carbenium ion

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compounds triphenylmethyl hexafluorophosphate [C(C 6H 5) 3]+ [PF 6]− , triphenylmethyl tetrafluoroborate [C(C 6H 5) 3]+ [BF 4]− , and triphenylmethyl perchlorate...

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Tropylium tetrafluoroborate

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pentachloride, followed by tetrafluoroboric acid. Triphenylmethyl chloride, also known as trityl chloride. Kenneth Conrow (1963). "Tropylium Tetrafluoroborate"...

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Sodium amalgam

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1002/047084289X.rs040 W.4r B. Renfrow Jr and C. R. Hauser (1993). "Sodium triphenylmethyl". Organic Syntheses{{cite journal}}: CS1 maint: numeric names: authors...

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List of organic salts

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morphine Monosodium glutamate Trolamine salicylate Triphenylmethyl hexafluorophosphate Choline chloride Copper ibuprofenate Homatropine methylbromide Mellite...

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List of compounds with carbon number 19

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CAS number C19H13N3O6 trinitrotriphenylmethane 603-49-6 C19H15Cl triphenylmethyl chloride 76-83-5 C19H15N3 tritylazide 14309-25-2 C19H16 triphenylmethane...

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Triphenylmethanethiol

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formula (C6H5)3CSH. It is the thiol derivative of the bulky substituent triphenylmethyl (called trityl). The compound forms a number of unusual derivatives...

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Ketene

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stable radicals discovered by Moses Gomberg in 1900 (compounds with triphenylmethyl group). Ketenes are highly electrophilic at the carbon atom bonded...

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Moses Gomberg

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prepare hexaphenylethane (5), Gomberg attempted a Wurtz coupling of triphenylmethyl chloride (1). Elemental analysis of the resultant white crystalline solid...

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Phosphaalkyne

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hydrogen chloride. This methodology has been utilized to synthesize numerous substituted phosphaalkynes, including the methyl, vinyl, chloride, and fluoride...

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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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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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Magnesium anthracene

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Reagents: The Crystal Structures of [Mg(anthracene)(THF)3] and [Mg(triphenylmethyl)Br(OEt2)2]". Journal of Organometallic Chemistry. 341 (1–3): 39. doi:10...

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Cyclopentadienyliron dicarbonyl dimer

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indirectly. Thus, hydride abstraction from Fp–alkyl compounds using triphenylmethyl hexafluorophosphate affords [Fp(α-alkene)]+ complexes. FpNa + RCH2CH2I...

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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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Protecting group

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Bn group is widely used in sugar and nucleoside chemistry. Trityl (triphenylmethyl, Tr) — Removed by acid and hydrogenolysis p-Methoxybenzyl ether (PMB) —...

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Stieglitz rearrangement

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Ayres, Erle B.; Hauser, Charles R. (January 1948). "Rearrangement of N-Triphenylmethyl-O-benzylhydroxylamine by Means of Potassium Amide of Boron Trifluoride"...

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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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