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Cas Database

Name	Aminoferrocene	EINECS	N/A
CAS No.	1273-82-1	Density	N/A
PSA	26.02000	LogP	1.74080
Solubility	N/A	Melting Point	153-155 °C
Formula	C10H11 Fe N	Boiling Point	N/A
Molecular Weight	201.051	Flash Point	N/A
Transport Information	N/A	Appearance	N/A
Safety	26	Risk Codes	-36/38
Molecular Structure		Hazard Symbols	N/A
Synonyms	Ferrocenylamine(8CI); Iron, (aminocyclopentadienyl)cyclopentadienyl- (6CI,7CI);Aminoferrocene; Ferrocenamine	Article Data	92

Aminoferrocene 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

Molecular Structure of Aminoferrocene (CAS NO. 1273-82-1):

Systematic Name: (2-Aminocyclopenta-2,4-dien-1-yl)-cyclopenta-2,4-dien-1-yl-iron
Synonyms: Ferrocenylamine
Molecular Formula: C₁₀H₁₁FeN
Molecular Weight: 201.05
CAS Registry Number: 1273-82-1
Polar Surface Area: 26.02 Å²
Storage Temp.: Refrigerator
Product Categories: Classes of Metal Compounds;Fe (Iron) Compounds;Ferrocenes;Metallocenes;Transition Metal Compounds
Structure Descriptors:
SMILES: C1=CC(C=C1)[Fe]C2C=CC=C2N
InChI: InChI=1/C5H6N.C5H5.Fe/c6-5-3-1-2-4-5;1-2-4-5-3-1;/h1-4H,6H2;1-5H;/rC10H11FeN/c12-10-7-3-6-9(10)11-8-4-1-2-5-8/h1-9H,12H2
InChIKey: JETZZOFQXXBFDQ-AGNZBATFAW
Std. InChI: InChI=1S/C5H6N.C5H5.Fe/c6-5-3-1-2-4-5;1-2-4-5-3-1;/h1-4H,6H2;1-5H
Std. InChIKey: JETZZOFQXXBFDQ-UHFFFAOYSA-N

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