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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

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Certificates of Analysis (COA)

Lot/Batch Number
BCBH4279V
BCBG4642V
BCBH9936V
BCBF7754V
BCBD8055V

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Loh, T.-P.; Li, X.-R.,
Angewandte Chemie (International Edition in English), 36, 980-980 (1997)
Chapman, C. J.; Frost, C. G. et al.
Tetrahedron Letters, 42, 773-773 (2001)
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
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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