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122459

Sigma-Aldrich

Ferrocenecarboxaldehyde

98%

Synonym(s):

Cyclopentadienyl(formylcyclopentadienyl)iron

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About This Item

Empirical Formula (Hill Notation):
C11H10FeO
CAS Number:
12093-10-6
Molecular Weight:
214.04
EC Number:
235-158-1
MDL number:
MFCD00001429
UNSPSC Code:
12352300
PubChem Substance ID:
24847489
NACRES:
NA.22

Quality Level

100

Assay

98%

form

solid

reaction suitability

core: iron
reagent type: catalyst

mp

118-120 °C (lit.)

functional group

aldehyde

storage temp.

2-8°C

SMILES string

[Fe].[CH]1[CH][CH][CH][CH]1.[H]C(=O)[C]2[CH][CH][CH][CH]2

InChI

1S/C6H5O.C5H5.Fe/c7-5-6-3-1-2-4-6;1-2-4-5-3-1;/h1-5H;1-5H;

InChI key

UQTCQJVPLIVCAX-UHFFFAOYSA-N

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Application

Used to prepare chiral ferrocene aziridinylmethanols for selective azomethine ylide cycloaddtion.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Ferrocene 98%

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Cesar Mendoza-Martínez et al.
European journal of medicinal chemistry, 92, 314-331 (2015-01-13)
A series of quinazoline-2,4,6-triamine were synthesized and evaluated in vitro against Leishmania mexicana. Among them, N(6)-(ferrocenmethyl)quinazolin-2,4,6-triamine (H2) showed activity on promastigotes and intracellular amastigotes, as well as low cytotoxicity in mammalian cells. Docking and electrochemical studies showed the importance of both
Mina Okochi et al.
Biotechnology and bioengineering, 90(1), 14-19 (2005-03-01)
Labeling of ferrocenecarboaldehyde (Fc-CHO) to immunoglobulin G (IgG) via formation of Schiff-base and its reduction was investigated for construction of an electrochemical probe for miniaturized amperometric flow immunoassay. Approximately eight molecules of Fc-CHO were labeled to IgG and the reversible
Zhipeng Wang et al.
Langmuir : the ACS journal of surfaces and colloids, 27(4), 1286-1291 (2010-11-04)
Single-component microcapsules were fabricated by the in situ reaction of ferrocenecarboxaldehyde (Fc-CHO) with poly(allylamine hydrochloride) (PAH) doped inside CaCO(3) microparticles, followed by core removal. The PAH-Fc microcapsules had very thick shells with remnant PAH-Fc inside, leading to a robust capsule
John Spencer et al.
Dalton transactions (Cambridge, England : 2003), (6)(6), 918-921 (2009-01-29)
The Knoevenagel condensation of 1,3-dihydro-2H-indol-2-one with ferrocene carboxaldehyde afforded an approximate 2:1 mixture of the geometrical isomers (E)- and (Z)-3-ferrocenylmethylidene-1,3-dihydro-2H-indol-2-one respectively in an overall 67% yield; the air and solution-stable isomers were readily separated by preparative thin layer chromatography and
Ozdemir Dogan et al.
Organic letters, 8(21), 4687-4690 (2006-10-06)
[reaction: see text] A new chiral aziridino alcohol ligand for zinc(II)-catalyzed azomethine ylide cycloadditions is described. In the presence of this catalyst, N-arylidene glycine methyl esters react with a variety of dipolarophiles to give substituted pyrrolidines in very good to
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