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Benzoylferrocene

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Catalog Number
ACM1272442
Product Name
Benzoylferrocene
Structure
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CAS
1272-44-2
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Synonyms
Ferrocenyl(phenyl)methanone, (Benzoylcyclopentadienyl)cyclopentadienyliron, Ferrocenyl phenyl ketone, Ferrecenophenone
Molecular Weight
290.14
Molecular Formula
C17H14FeO
Canonical SMILES
[Fe].[CH]1[CH][CH][CH][CH]1.O=C([C]2[CH][CH][CH][CH]2)c3ccccc3
InChI
1S/C12H9O.C5H5.Fe/c13-12(11-8-4-5-9-11)10-6-2-1-3-7-10;1-2-4-5-3-1;/h1-9H;1-5H;
InChI Key
JJHHJZCYDPLHIL-UHFFFAOYSA-N
Melting Point
105-107 °C (lit.)
Purity
≥98%
Appearance
Solid
Application
Benzoylferrocene is a versatile red to red-brown powder used as an intermediate in various chemical processes. It serves as a reactant in several key reactions, including the deprotonative metalation of ferrocenes, oxidative chemistry, and the reduction of ferrocenyl ketones. Additionally, it is involved in the polymerization of C-ferrocenyl-substituted phosphaalkenes. Benzoylferrocene is also crucial for the synthesis of complex molecules such as planar chiral triferrocenylmethane derivatives and chiral ferrocenyl alcohols, which can be achieved via asymmetric transfer hydrogenation.
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