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)
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.
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.
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Met. Corr. 1
存储类别
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
A rapid mild and efficient method of thioacetalization using anhydrous iron (III) chloride dispersed on silica gel.
Patney HK.
Tetrahedron Letters, 32(20), 2259-2260 (1991)
Efficient and selective cleavage of acetals and ketals using ferric chloride adsorbed on silica gel.
Kim KS, et al.
The Journal of Organic Chemistry, 51(3), 404-407 (1986)
Reaction in dry media: silica gel supported ferric chloride catalyzed synthesis of 1,8-dioxo-octahydroxanthene derivatives.
Shaterian HR, et al.
Phosphorus, Sulfur, and Silicon and the Related Elements, 183(12), 3136-3144 (2008)
Reactions in dry media. Ferric chloride adsorbed on silica gel. A multipurpose, easily controllable reagent.
Keinan E and Mazur Y.
The Journal of Organic Chemistry, 43(5), 1020-1022 (1978)
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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