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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:
Molecular Weight:
221.18
EC Number:
MDL number:
UNSPSC Code:
12352302
PubChem Substance ID:
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.

Pictograms

Health hazardCorrosion

Signal Word

Danger

Hazard Statements

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Efficient and convenient preparation of N-tosylimines catalyzed by indium trichloride
Gui Sheng Deng et al.
Chinese Chemical Letters = Zhongguo Hua Xue Kuai Bao, 22(5), 511-514 (2011)
First indium trichloride catalyzed self-addition of indoles: One pot synthesis of indolylindolines
Bikash Pal, et al.
Catalysis Communications, 6(11), 711-715 (2005)
Indium trichloride: a useful catalyst for ionic Diels?Alder reactions
B.Gopal Reddy, et al.
Tetrahedron Letters, 41(52), 10333-10336 (2000)
Indium(III) Catalyzed Reactions of Vinyl Azides and Indoles
More, Atul A. and Szpilman, Alex M.
Organic Letters, 22(10), 3759-3764 (2020)

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