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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:
12161600
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

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Slide 1 of 7

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Krafft, M. E.; Holton, R. A.
Journal of the American Chemical Society, 106, 7619-7619 (1984)
Ito, S.; Inoue, K.; Mastumoto, M.
Journal of the American Chemical Society, 104, 6450-6450 (1982)
One-pot synthesis of pyrrolo [1, 2-a] quinoxaline derivatives via iron-promoted aryl nitro reduction and aerobic oxidation of alcohols.
Pereira M D F and Thiery V
Organic Letters, 14(18), 4754-4757 (2012)
Krafft, M. E.; Holton, R. A
The Journal of Organic Chemistry, 49, 3669-3669 (1984)
Reduction of nitroarenes to aromatic amines with nanosized activated metallic iron powder in water.
Wang L, et al.
Synthesis, 2003(13), 2001-2004 (2003)

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