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429414

Sigma-Aldrich

Indium(III) chloride

anhydrous, powder, ≥99.999% trace metals basis

Synonym(s):

Trichloroindigane, Indium trichloride

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About This Item

Linear Formula:
InCl3
CAS Number:
10025-82-8
Molecular Weight:
221.18
EC Number:
233-043-0
MDL number:
MFCD00011058
UNSPSC Code:
12352302
PubChem Substance ID:
24866858
NACRES:
NA.23

grade

anhydrous

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.

accessory

Product No.
Description
Pricing

Pictograms

Health hazardCorrosion
GHS08,GHS05

Signal Word

Danger

Hazard Statements

H314,H372,H412

Hazard Classifications

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

Target Organs

Lungs

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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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