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Sigma-Aldrich

(Dimethylaminomethyl)ferrocene

≥95%

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Synonym(s):
(Ferrocenylmethyl)dimethylamine, Ferrocenemethylamine, N,N-Dimethylferrocenylmethylamine
Empirical Formula (Hill Notation):
C13H17FeN
CAS Number:
Molecular Weight:
243.13
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥95%

reaction suitability

core: iron
reagent type: catalyst

refractive index

n20/D 1.59 (lit.)

bp

124-128 °C/2.5 mmHg (lit.)

density

1.228 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

[Fe].[CH]1[CH][CH][CH][CH]1.CN(C)C[C]2[CH][CH][CH][CH]2

InChI

1S/C8H12N.C5H5.Fe/c1-9(2)7-8-5-3-4-6-8;1-2-4-5-3-1;/h3-6H,7H2,1-2H3;1-5H;

InChI key

JJJSTEANRWLZBH-UHFFFAOYSA-N

General description

(Dimethylaminomethyl) ferrocene (DMAMF) is a ferrocene with a dimethylaminomethyl substituent attached to one of the cyclopentadienyl ligands. It can be used as a precursor in the preparation of iron oxide-based films.

Application

(Dimethylaminomethyl)ferrocene can be used as:
  • A Precursor in the preparation of iron oxide and magnesium-doped iron oxide films by atomic layer deposition (ALD).
  • An amine ligand in the synthesis of pentacarbonyl{[(dimethylamino)methyl]ferrocene}tungsten complex.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)


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[(Dimethylamino)methyl] ferrocene as an Amine Ligand: Study of the Bonding and X-Ray Crystal and Molecular Structure of the Pentacarbonyl{[(dimethylamino)methyl] ferrocene}tungsten Complex
Fischer A, et al.
Collection of Czechoslovak Chemical Communications, 67(2), 228-234 (2002)
Guozhen Liu et al.
Analytica chimica acta, 909, 1-8 (2016-02-07)
A stable label-free amperometric immunosensor is presented based on gold nanoparticles and graphene oxide nanocomposites for detection of cardiac troponin-I in the early diagnosis of myocardial infarction. For designing of the sensing platform, firstly the nanocomposites based on GO and
V N Goral et al.
Biochemistry and molecular biology international, 45(1), 61-71 (1998-06-23)
Reactivity of horseradish peroxidase compounds I and II (HRP-I and HRP-II) toward organometallicic substrates, viz water-soluble ferrocenes RFc (R = COOH and CH2NMe2), has been studied at 25 degrees C, pH 6.0 and ionic strength 0.1 M. The second-order rate
Directly fused highly substituted naphthalenes via Pd-catalyzed dehydrogenative annulation of N, N-dimethylaminomethyl ferrocene using a redox process with a substrate
Zhang H, et al.
Organic Letters, 14(12), 3012-3015 (2012)
A N Shevel'kova et al.
Biokhimiia (Moscow, Russia), 58(6), 928-937 (1993-06-01)
The effects of dimethylaminomethylferrocene (DMAMF) on amylose and maltodextrins destruction by gluco-, alpha- and beta-amylases have been studied. The nature of DMAMF effects depends on the action mechanism of amylases and structure of their active sites. The effect observed is

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