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344125 Sigma-Aldrich

(R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine

97%

Synonym: (R)-Ugi′s amine, (R)-(+)-[1-(Dimethylamino)ethyl]ferrocene

  • CAS Number 31886-58-5

  • Empirical Formula (Hill Notation) C14H19FeN

  • Molecular Weight 257.15

  •  MDL number MFCD00066273

  •  PubChem Substance ID 24861227

  •  NACRES NA.22

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, Other Chiral Ligands
assay   97%
optical activity   [α]20/D +13°, c = 1 in ethanol (5 h)
refractive index   n20/D 1.589 (lit.)
bp   120-121 °C/0.7 mmHg (lit.)
density   1.222 g/mL at 20 °C (lit.)
SMILES string   [Fe].[CH]1[CH][CH][CH][CH]1.C[C@H]([C]2[CH][CH][CH][CH]2)N(C)C
InChI   1S/C9H14N.C5H5.Fe/c1-8(10(2)3)9-6-4-5-7-9;1-2-4-5-3-1;/h4-8H,1-3H3;1-5H;/t8-;;/m1../s1
InChI key   ISOLNZQTVMCEOI-YCBDHFTFSA-N

Description

Application

(R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine may be used as a starting material to synthesize:
• chiral 1,2-disubstituted ferrocenyl amino alcohols
• ferrocene-based P-chiral phosphine ligands
• optically active α-ferrocenyl tertiary amines

Ligand used in the preparation of chiral allylic alcohols, axially chiral allenecarboxylic esters, and rhodium(I)-catalyzed asymmetric hydrosilylation of ketones.

Packaging

500 mg in ampule

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Protocols & Articles
Peer-Reviewed Papers
15

References

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