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Merck
CN

12322

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
NACRES:
NA.55
PubChem Substance ID:
UNSPSC Code:
12352302
MDL number:
Form:
liquid
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Quality Level

grade

purum

form

liquid

reaction suitability

reagent type: catalyst
core: iron

greener alternative product characteristics

Catalysis
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Greener Alternative Product

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

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.
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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


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pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

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

Storage Class

8B - Non-combustible corrosive hazardous materials

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

危险化学品

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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



Global Trade Item Number

SKUGTIN
12322-2.5L04061838722171