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Key Documents

267953

Sigma-Aldrich

Iron

powder, <10 μm, ≥99.9% trace metals basis

Synonym(s):

Fe

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About This Item

Linear Formula:
Fe
CAS Number:
Molecular Weight:
55.85
EC Number:
MDL number:
UNSPSC Code:
12352300
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥99.9% trace metals basis

form

powder

reaction suitability

core: iron
reagent type: catalyst

resistivity

9.71 μΩ-cm

particle size

<10 μm

bp

2750 °C (lit.)

mp

1535 °C (lit.)

density

7.86 g/mL at 25 °C (lit.)

SMILES string

[Fe]

InChI

1S/Fe

InChI key

XEEYBQQBJWHFJM-UHFFFAOYSA-N

Application

Iron powder is commonly used as the catalyst for a wide variety of organic transformations. Applications include:
  • Reduction of nitroaromatic compounds to aromatic amines.
  • Iron-mediated polymerization of methyl methacrylate (MMA) in the presence of a reversible addition-fragmentation chain transfer (RAFT) agent, 2-cyanoprop-2-yl 1-dithionaphthalate (CPDN).
  • Synthesis of pyrrolo[1,2-a]quinoxaline derivatives.
  • Conversion of ketoximes to the corresponding ketones by treatment with iron powder.
  • Iron-catalyzed cross-coupling reaction of imidazoles with vinyl bromides and vinyl chlorides.

Pictograms

Flame

Signal Word

Warning

Hazard Statements

Hazard Classifications

Flam. Sol. 2 - Self-heat. 2

Storage Class Code

4.2 - Pyrophoric and self-heating hazardous materials

WGK

nwg

Flash Point(F)

69.8 °F

Flash Point(C)

21 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Ito, S.; Inoue, K.; Mastumoto, M.
Journal of the American Chemical Society, 104, 6450-6450 (1982)
An expedient reductive method for conversion of ketoximes to the corresponding carbonyl compounds.
Majireck M M, et al.
Tetrahedron Letters, 51(27), 3555-3557 (2010)
Zero-valent iron/RAFT agent-mediated polymerization of methyl methacrylate at ambient temperature.
Zhang Z, et al.
Macromolecules, 43(19), 7979-7984 (2010)
Krafft, M. E.; Holton, R. A.
Journal of the American Chemical Society, 106, 7619-7619 (1984)
Iron?Catalyzed Cross?Coupling Reaction of Vinyl Bromides or Chlorides with Imidazoles in the Absence of Ligands and Additives.
Mao J, et al.
Advanced Synthesis & Catalysis, 351(9), 1268-1272 (2009)

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