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429414

Sigma-Aldrich

Indium(III) chloride

anhydrous, powder, ≥99.999% trace metals basis

Synonyme(s) :

Trichloroindigane, Indium trichloride

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About This Item

Formule linéaire :
InCl3
Numéro CAS:
Poids moléculaire :
221.18
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352302
ID de substance PubChem :
Nomenclature NACRES :
NA.23

Qualité

anhydrous

Niveau de qualité

Pureté

≥99.999% trace metals basis

Forme

powder

Pertinence de la réaction

reagent type: catalyst
core: indium

Impuretés

<100 ppm H2O

Densité

3.46 g/mL at 25 °C (lit.)

Chaîne SMILES 

Cl[In](Cl)Cl

InChI

1S/3ClH.In/h3*1H;/q;;;+3/p-3

Clé InChI

PSCMQHVBLHHWTO-UHFFFAOYSA-K

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Description générale

InCl3 is an efficient water-stable Lewis acid catalyst used in many organic transformations. It is moderately toxic and shows high tolerance to most of the oxygen and nitrogen containing functional groups. Owing to its optoelectronic properties it is also used to prepare many semiconductor materials.

Application

Indium(lll) chloride can be used as a catalyst to synthesize:
  • Indolylindolines through self-addition of indoles.
  • Vinyl indoles from unfunctionalized indoles and vinyl azides.
  • Variety of cycloadducts through the reaction of olefinic acetals with isoprene and cyclopentadiene.
  • N-tosylimines through a condensation reaction of aldehydes with p-toluenesulfonamide.

À utiliser avec

Pictogrammes

Health hazardCorrosion

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1C - STOT RE 1 Inhalation

Organes cibles

Lungs

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Consulter la Bibliothèque de documents

Mechanisms of synthesis reaction of pure anhydrous indium(III) chloride
Wieslaw Gawel and Tomasz Kloc and Igor Mucha
Inorganica chimica acta, 495, 118991-118991 (2019)
Naveen Mulakayala et al.
Bioorganic & medicinal chemistry letters, 22(15), 5063-5066 (2012-07-04)
A convenient and practical methodology for the synthesis of 2-aryl quinazolin-4(3H)-ones by the condensation of o-aminobenzamides with aromatic aldehydes under mild conditions using catalytic InCl(3) with good yields and high selectivities. This method has been extended for the synthesis of
Masateru Ono et al.
Journal of natural products, 73(11), 1846-1852 (2010-10-14)
Treatment of the crude ether-insoluble resin glycoside (convolvulin) from seeds of Pharbitis nil (Pharbitis Semen), called pharbitin, with indium(III) chloride in methanol provided seven oligoglycosides of hydroxy fatty acid methyl esters partially acylated by 2-methyl-3-hydroxybutyric (nilic) and 2S-methylbutyric acids. Their
Enrique Font-Sanchis et al.
Dalton transactions (Cambridge, England : 2003), (14)(14), 2470-2473 (2009-03-26)
A simple method for the preparation of triorganoindium reagents under mild conditions based in indium-silicon exchange is described.
Christine Rangger et al.
International journal of nanomedicine, 7, 5889-5900 (2012-12-12)
Liposomes have been proposed to be a means of selectively targeting cancer sites for diagnostic and therapeutic applications. The focus of this work was the evaluation of radiolabeled PEGylated liposomes derivatized with varying amounts of a cyclic arginyl-glycyl-aspartic acid (RGD)

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