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Key Documents

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ALD00386

Sigma-Aldrich

Fe(dibm)3

greener alternative

Sinónimos:

Baran Olefin Cross-Coupling Catalyst, Iron tris(diisobutyrylmethane)

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About This Item

Fórmula empírica (notación de Hill):
C27H45FeO6
Número de CAS:
24444-72-2
Peso molecular:
521.49
UNSPSC Code:
12161600
PubChem Substance ID:
329772664
NACRES:
NA.22

form

solid

Quality Level

100

reaction suitability

core: iron
reagent type: catalyst

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

96-102 °C

greener alternative category

Aligned,

SMILES string

O=C([CH-]C(C(C)C)=O)C(C)C.O=C([CH-]C(C(C)C)=O)C(C)C.O=C([CH-]C(C(C)C)=O)C(C)C.[Fe+3]

InChI

1S/3C9H15O2.Fe/c3*1-6(2)8(10)5-9(11)7(3)4;/h3*5-7H,1-4H3;/q3*-1;+3

InChI key

LKNJSJQVZKKQHU-UHFFFAOYSA-N

General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Green Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

Application

Iron tris(diisobutyrylmethane) was reported by Baran and coworkers to be an effective catalyst in the cross-coupling of olefins. In the presence of phenylsilane (Aldrich 335150), several highly substituted and novel functionalized C-C bonds can be formed using simple and mild reaction conditions.

Other Notes

The Baran Laboratory Blog: Functionalized Olefin Cross-Coupling
Functionalized olefin cross-coupling to construct carbon–carbon bonds

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

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Contenido relacionado

Baran Group – Professor Product Portal

The Baran Group works with Sigma-Aldrich in providing a portfolio of zinc-based reagents promoting difluoromethylation, trifluoromethylation, trifluoroethylation and isopropylation of aryl and heteroaryl motifs. Baran’s lab has also helped introduce a portable desaturase (Tz0Cl), which promotes the installation of alcohol and amine groups and leaves behind a highly useful tosyl group for further transformations.

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