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119342

Sigma-Aldrich

(Dimethylaminomethyl)ferrocene

≥95%

Synonym(s):

(Ferrocenylmethyl)dimethylamine, Ferrocenemethylamine, N,N-Dimethylferrocenylmethylamine

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About This Item

Empirical Formula (Hill Notation):
C13H17FeN
CAS Number:
Molecular Weight:
243.13
EC Number:
MDL number:
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22

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 Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

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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[(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)
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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
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
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)

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