344125

Sigma-Aldrich

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

97%

Synonym(s):
(R)-(+)-[1-(Dimethylamino)ethyl]ferrocene, (R)-Ugi′s amine
Empirical Formula (Hill Notation):
C14H19FeN
CAS Number:
Molecular Weight:
257.15
MDL number:
PubChem Substance ID:
NACRES:
NA.22

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

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

Packaging

500 mg in ampule

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Nishibayashi, Y.et al.
Journal of the Chemical Society. Chemical Communications, 1375-1375 (1994)
Nishibayashi, Y. et al.
Tetrahedron Letters, 35, 3115-3115 (1994)
Chiba, T. et al.
Tetrahedron Letters, 36, 1519-1519 (1995)
Stereoselective synthesis. VIII. Absolute configuration of a 1, 2-disubstituted ferrocene derivative with planar and central elements of chirality and the mechanism of the optically active. alpha.-ferrocenyl tertiary amines.
Battelle LF, et al.
Journal of the American Chemical Society, 95(2), 482-486 (1973)
Chiral auxiliaries for asymmetric synthesis: enantioselective addition of dialkylzincs to aldehydes catalyzed by chiral 1, 2-disubstituted ferrocenyl amino alcohols.
Watanabe M, et al.
The Journal of Organic Chemistry, 56(6), 2218-2224 (1991)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service

Social Media

LinkedIn icon
Twitter icon
Facebook Icon
Instagram Icon

MilliporeSigma

Research. Development. Production.

We are a leading supplier to the global Life Science industry with solutions and services for research, biotechnology development and production, and pharmaceutical drug therapy development and production.

© 2021 Merck KGaA, Darmstadt, Germany and/or its affiliates. All Rights Reserved.

Reproduction of any materials from the site is strictly forbidden without permission.