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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.)

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

40241-VAR:
40241-BULK:
40241-1ML:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)

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