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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
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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.[1]

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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Certificates of Analysis (COA)

Lot/Batch Number
STBL2599
STBK6697
STBK4366
STBJ4391
STBH2018

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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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Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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