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12322

Sigma-Aldrich

Iron(III) chloride solution

greener alternative

purum, 45% FeCl3 basis

Synonym(s):

Ferric chloride solution

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About This Item

Linear Formula:
FeCl3
CAS Number:
Molecular Weight:
162.20
MDL number:
UNSPSC Code:
12352300
PubChem Substance ID:
NACRES:
NA.55

Quality Level

grade

purum

form

liquid

reaction suitability

reagent type: catalyst
core: iron

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

concentration

45% (FeCl3)

greener alternative category

SMILES string

Cl[Fe](Cl)Cl

InChI

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

InChI key

RBTARNINKXHZNM-UHFFFAOYSA-K

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General description

Iron(III) chloride is a mild oxidizing agent. It is widely employed as a Lewis acid in organic synthesis. On crystallization with water, it forms hydrates. It can be prepared by passing chlorine over scrap iron at approximately 650°C.
We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Green Chemistry. The iron catalysts are known to be inexpensive and environmentally benign. Click here for more information.

Application

Iron(III) chloride may be used for the polymerization of pyrrole and for the preparation of the phenanthrene ring. It is widely employed for the following reactions:
  • polymerizations
  • oxidations
  • oxidative couplings
  • reductions
  • C−C bond formation
  • Ferrier rearrangement
  • one-pot multicomponent condensations
  • Friedel-Crafts reactions
  • cyclization′s
  • glycosidation
  • Prins-type cyclisation

pictograms

Corrosion

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Met. Corr. 1 - Skin Irrit. 2

Storage Class

8B - Non-combustible, corrosive hazardous materials

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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Optimum reaction conditions for the polymerization of pyrrole by iron (III) chloride in aqueous solution.
Armes SP.
Synthetic Metals, 20(3), 365-371 (1987)
Recent uses of iron (III) chloride in organic synthesis.
Diaz DD, et al.
Current Organic Chemistry, 10(4), 457-476 (2006)
Kailiang Wang et al.
The Journal of organic chemistry, 74(2), 935-938 (2008-12-05)
Easily available and nontoxic FeCl(3) catalyzes intramolecular oxidative coupling for the direct construction of the phenanthrene ring using meta-chloroperbenzoic acid as sole oxidant at room temperature in excellent yields. The mechanistic investigations show that FeCl(3)-catalyzed coupling proceeds through the heterolytic
Abdelwareth A O Sarhan et al.
Chemical Society reviews, 38(9), 2730-2744 (2009-08-20)
In this critical review, the use of iron(III) chloride in oxidative C-C couplings of arenes and related unsaturated compounds is presented and reviewed. The approach allows highly selective dimerisations of phenol derivatives, naphthols, and heterocyclic compounds. Sequential couplings give access
Chen-Yu Chen et al.
Clinica chimica acta; international journal of clinical chemistry, 438, 337-341 (2014-10-05)
Insulin-like growth factor binding protein-1 (IGFBP-1) constitutes a subgroup of the insulin-like growth factor binding protein systems, and its concentration in amniotic fluid is 100-1000 times higher than the concentration in other body fluids. The aim of this study was

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