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344125

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

Name: (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine
Brand: ALDRICH

97%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₁₄H₁₉FeN

CAS Number:

31886-58-5

Molecular Weight:

257.15

NACRES:

NA.22

PubChem Substance ID:

24861227

UNSPSC Code:

12352116

MDL number:

MFCD00066273

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Properties

assay

97%

form

liquid

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.

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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