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Merck
CN

361003

Iron(III) chloride on silica gel

powder, extent of labeling: 5 wt. % loading

Synonym(s):

Ferric chloride on silica gel

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About This Item

Empirical Formula (Hill Notation):
Cl3Fe
CAS Number:
7705-08-0
Molecular Weight:
162.20
NACRES:
NA.21
PubChem Substance ID:
57649442
UNSPSC Code:
12352300
MDL number:
MFCD00011005

Key Documents

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Product Name

Iron(III) chloride on silica gel, powder, extent of labeling: 5 wt. % loading

InChI

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

SMILES string

Cl[Fe](Cl)Cl

InChI key

RBTARNINKXHZNM-UHFFFAOYSA-K

form

powder

concentration

4-6 wt. % (FeCl3 basis, Na2S2O3, titration)

extent of labeling

5 wt. % loading

impurities

1.00-10.00% water (Karl Fischer)

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Application

Iron(III) chloride on silica gel may be used as heterogeneous catalyst in the following studies:
  • Efficient and selective cleavage of acetals and ketals.
  • Synthesis of 4(3H)-quinazolinones under solvent free conditions.
  • Rapid, high yield and selective dehydration of alcohols.
  • To induce ring enlargement of tertiary cyclobutanols.
  • Synthesis of 5-substituted 1H-tetrazole derivatives and1,8-dioxo-octahydroxanthene derivatives.
  • Protection of 1,5-dihydro-2,4-benzodithiepines.
  • Thioacetalization of carbonyl compounds.

General description

Iron(III) chloride on silica gel consists of ferric chloride adsorbed on silica gel. It is a lewis acid commonly used in various chemical reactions like dehydration, acetal cleavage, rearrangements, thioacetalization and oxidative cyclizations. One of the methods reported for its synthesis is adding silica gel to an acetone solution followed by evaporating the solvent and then heating the mixture.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H290,H318

Hazard Classifications

Eye Dam. 1 - Met. Corr. 1

Storage Class

8B - Non-combustible corrosive hazardous materials

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBB0033V
SHBB0033
04396JJ
11025HS
05114TG

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Silica-supported ferric chloride (FeCl3-SiO2): an efficient and recyclable heterogeneous catalyst for the preparation of arylaminotetrazoles.
Habibi D and Nasrollahzadeh M.
Synthetic Communications, 40(21), 3159-3167 (2010)
FeCl3-SiO2 as a reusable heterogeneous catalyst for the synthesis of 5-substituted 1H-tetrazoles via [2+ 3] cycloaddition of nitriles and sodium azide.
Nasrollahzadeh M, et al.
Tetrahedron Letters, 50(31), 4435-4438 (2009)
Anhydrous ferric chloride adsorbed on silica gel induced ring enlargement of tertiary cyclobutanols: Synthesis of isolaurolene and derivatives, campholenic ether and (?) cuparene.
Fadel A and Salaun J.
Tetrahedron, 41(2), 413-420 (1985)
Silica gel/FeCl3: An efficient and recyclable heterogenous catalyst for one step synthesis of 4(3H)-quinazolinones under solvent free conditions.
Chari MA, et al.
Catalysis Communications, 7(10), 787-790 (2006)
A Mild and Efficient Method for the Protection of Carbonyl Compounds as 1, 5-Dihydro-2, 4-benzodithiepines Using Anhydrous Iron (III) Chloride Dispersed on Silica Gel.
Patney HK.
Synthetic Communications, 23(13), 1829-1833 (1993)
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