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57110

Sigma-Aldrich

Indium(III) chloride hydrate

~39% indium basis, 2-3 mol/mol water

Synonym(s):

Trichloroindium, indium trichloride

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About This Item

Linear Formula:
InCl3 · aq
CAS Number:
10025-82-8
Molecular Weight:
221.18 (anhydrous basis)
EC Number:
233-043-0
MDL number:
MFCD00149744
UNSPSC Code:
12352300
PubChem Substance ID:
57651618
NACRES:
NA.22

reaction suitability

core: indium
reagent type: catalyst

concentration

~39% In

impurities

2-3 mol/mol water

SMILES string

O.Cl[In](Cl)Cl

InChI

1S/3ClH.In.H2O/h3*1H;;1H2/q;;;+3;/p-3

InChI key

KYCHGXYBBUEKJK-UHFFFAOYSA-K

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Application

Reagent/catalyst for various organic transformations, e.g. allylation of aldehydes, ketones, and quinones; Diels-Alder reaction; the aldol reaction; Michael additions; the reductive Friedel-Crafts;

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

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials 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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Loh, T.-P.; Li, X.-R.,
Angewandte Chemie (International Edition in English), 36, 980-980 (1997)
S Kobayashi et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 6(19), 3491-3494 (2000-11-10)
Group 3-15 metal chlorides (Lewis acids) were classified on the basis of activity and aldehyde- and aldimine-selectivity in an addition reaction of a silyl enol ether. Based on the experimental results, metal chlorides (Lewis acids) were classified as follows: A
Chapman, C. J.; Frost, C. G. et al.
Tetrahedron Letters, 42, 773-773 (2001)
Reddy, B. G.; Kumareswaran, R. et al.
Tetrahedron Letters, 41, 10333-10333 (2000)
David S Giera et al.
Organic letters, 12(21), 4884-4887 (2010-10-01)
Allyl chlorides tethered to an N-aryl moiety readily undergo InCl(3)-catalyzed Friedel-Crafts reactions to furnish highly enantiomerically enriched 1,2,3,4-tetrahydroquinolines with good yields and excellent diastereoselectivity.
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