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40241

Sigma-Aldrich

(S)-(−)-N,N-Dimethyl-1-ferrocenylethylamine

≥98.0% (T)

Synonym(s):

(S)-(−)-[1-(Dimethylamino)ethyl]ferrocene

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About This Item

Empirical Formula (Hill Notation):
C14H19FeN
CAS Number:
31886-57-4
Molecular Weight:
257.15
MDL number:
MFCD00066272
UNSPSC Code:
12352116
PubChem Substance ID:
57649950
NACRES:
NA.22

Assay

≥98.0% (T)

optical activity

[α]20/D −14±1°, c = 1.5% in ethanol

color

dark brown

bp

120-121 °C/0.7 mmHg (lit.)

density

1.222 g/mL at 20 °C (lit.)

functional group

amine

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-;;/m0../s1

InChI key

ISOLNZQTVMCEOI-JZGIKJSDSA-N

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Application

(S)-(−)-N,N-Dimethyl-1-ferrocenylethylamine can be used:
  • As a starting material in the synthesis of chiral diferrocenylphosphine-diamines applicable in catalysis.
  • As a model chiral probe in the study of enantiodiscrimination ability of chiral ionic liquids using cyclic voltammetry.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

203.0 °F - closed cup

Flash Point(C)

95 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000184540
BGBC2888V
042115/1
42115/1
325903/1

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Efficient Diastereoselective Synthesis of Chiral Diferrocenylphosphine-diamines: X-ray Crystal Structure of [(η5-C5H5) Fe
Zhou Z and Zhang Y
Synthetic Communications, 35(18), 2401-2408 (2005)
A family of chiral ionic liquids from the natural pool: Relationships between structure and functional properties and electrochemical enantiodiscrimination tests
Longhi M, et al.
Electrochimica Acta, 298(18), 194-209 (2019)

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