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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

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

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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
C Xu et al.
Fresenius' journal of analytical chemistry, 367(6), 593-595 (2001-02-28)
A ferrocenecarboxaldehyde (FCA) labeled DNA probe is used for the first time in the study of DNA damage and protection. The electrochemically active reagent FCA was labeled successfully on to a denatured calf-thymus DNA by 1-ethyl-3- (3-dimethyl-aminopropyl) carbodiimide (EDC). The
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
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