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429414

Sigma-Aldrich

Indium(III) chloride

anhydrous, powder, ≥99.999% trace metals basis

Sinónimos:

Trichloroindigane, Indium trichloride

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About This Item

Fórmula lineal:
InCl3
Número de CAS:
10025-82-8
Peso molecular:
221.18
EC Number:
233-043-0
MDL number:
MFCD00011058
UNSPSC Code:
12352302
PubChem Substance ID:
24866858
NACRES:
NA.23

grade

anhydrous

Quality Level

200

assay

≥99.999% trace metals basis

form

powder

reaction suitability

reagent type: catalyst
core: indium

impurities

<100 ppm H2O

density

3.46 g/mL at 25 °C (lit.)

SMILES string

Cl[In](Cl)Cl

InChI

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

InChI key

PSCMQHVBLHHWTO-UHFFFAOYSA-K

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General description

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.

For use with

Referencia del producto
Descripción
Precios

pictograms

Health hazardCorrosion
GHS08,GHS05

signalword

Danger

Hazard Classifications

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

target_organs

Lungs

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificados de análisis (COA)

Lot/Batch Number
MKBX0760V
MKBZ1251V
MKBW4331V
MKBS9641V
MKBQ6393V

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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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