• Name

  Aminoferrocene

• EINECS
• CAS No. 1273-82-1
• Article Data92
• CAS DataBase
• Density
• Solubility
• Melting Point 153-155 °C
• Formula C10H11 Fe N
• Boiling Point
• Molecular Weight 201.051
• Flash Point
• Transport Information
• Appearance
• Safety 26
• Risk Codes -36/38
• Molecular Structure
• Hazard Symbols
• Synonyms Ferrocenylamine(8CI); Iron, (aminocyclopentadienyl)cyclopentadienyl- (6CI,7CI);Aminoferrocene; Ferrocenamine
• PSA 26.02000
• LogP 1.74080

Synthetic route

azoferrocene

1273-82-1

aminoferrocene

Conditions

Conditions	Yield
With hydrogenchloride; zinc In ethanol; water; benzene	100%
With sodium hydroxide In ethanol; water; benzene	76%
With hydrogenchloride In hydrogenchloride hydrolysis in conc. aq. HCl at room temp.;	44%
With sulfuric acid In sulfuric acid hydrolysis in 98% H2SO4 at room temp.;	10%

1294-21-9

N-ferrocenyl phthalimide

7803-57-8

hydrazine hydrate

1273-82-1

aminoferrocene

Conditions

Conditions	Yield
In ethanol Ar, hydrazine added to a soln. of Fe compd., refluxed for 2 h; cooled to ambient temp., water added, extd. (diethyl ether), extract dried (Na2SO4), evapd. (vac.) to dryness; elem. anal.;	99%
In dichloromethane at 0 - 20℃; for 1h;	83%
In ethanol boiling;
In ethanol Fe complex treated with H2NNH2*H2O in EtOH at room temp.; according to B. Bildstein et al., Organometallics, 1999, 18, 4325 and K. Heinze, M. Schlenker, Eur. J. Inorg. Chem., 2004, 2974;

1294-21-9

N-ferrocenyl phthalimide

1273-82-1

aminoferrocene

Conditions

Conditions	Yield
With hydrazine hydrate In ethanol for 2h; Reflux; Inert atmosphere; Schlenk technique; Glovebox;	99%
With hydrazine In ethanol; water Ar-atmosphere; refluxing for 2 h; addn. of H2O, extn. (ether), drying (Na2SO4), evapn.;	96.8%
With hydrazine hydrate In ethanol (N2);	82%

98639-14-6

benzyl N-ferrocenylcarbamate

1333-74-0

hydrogen

1273-82-1

aminoferrocene

Conditions

Conditions	Yield
In isopropyl alcohol under Ar, Schlenk setup, iron compd. (2.87 mmol) suspn. heated at 60°C to complete dissolution, treated with Pd on charcoal (0.09 equiv.), H2 passed for 90 min, solvent evapd.; elem. anal.;	96%

98639-14-6

benzyl N-ferrocenylcarbamate

1273-82-1

aminoferrocene

Conditions

Conditions	Yield
With hydrogen In methanol 70 bar H2, 75°C;	96%
With palladium on activated charcoal; hydrogen In ethanol 3.5 bar H2, 25-45°C;	84%
With potassium hydroxide In water hydrolysis;

aminoferrocene hydrochloride

1273-82-1

aminoferrocene

Conditions

Conditions	Yield
With potassium hydroxide In water under N2, educt dissolved in N2-satd. water, KOH soln. added; extd. with Et2O, dried over Na2SO4, evapd., dried in vac.;	90%

Aminoferrocene Chemical Properties