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Safety Information

349585

Sigma-Aldrich

Benzoylferrocene

≥98%

Synonym(s):

Ferrecenophenone, Ferrocenyl phenyl ketone, Ferrocenyl(phenyl)methanone, NSC 54800, (Benzoylcyclopentadienyl)cyclopentadienyliron

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About This Item

Empirical Formula (Hill Notation):
C17H14FeO
CAS Number:
1272-44-2
Molecular Weight:
290.14
EC Number:
215-054-2
MDL number:
MFCD00001431
UNSPSC Code:
12352300
PubChem Substance ID:
24861687
NACRES:
NA.22

Assay

≥98%

reaction suitability

core: iron
reagent type: catalyst

mp

105-107 °C (lit.)

SMILES string

[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

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Application

Reactant for:
  • Deprotonative metalation of ferrocenes
  • Oxidative chemistry
  • Reduction of ferrocenyl ketones
  • Polymerization of C-ferrocenyl-substituted phosphaalkene

Reactant for synthesis of:
  • Planat chiral triferrocenylmethane derivative
  • Chiral ferrocenyl alcohols via asymmetric transfer hydrogenation

Storage Class Code

13 - Non 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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

349585-1G:
349585-1KG:
349585-25KG:
349585-VAR:
349585-10G:
349585-BULK:
349585-100G:
349585-25G:
349585-5G:

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Certificates of Analysis (COA)

Lot/Batch Number
14108TI
S33658
S33004
04229ER
03920PS

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Yong Leng Kelvin Tan et al.
Dalton transactions (Cambridge, England : 2003), 48(48), 10871-10881 (2009-12-22)
A series of compounds is described in which one of the ethyl groups in diethylstilbestrol has been replaced by a ferrocenyl substituent. Only those derivatives incorporating phenol moieties underwent isomerisation from the Z to the E form, and some of
Kevin J T Noonan et al.
Chemical communications (Cambridge, England), 35(35), 3658-3660 (2007-08-31)
The addition polymerization of a ferrocenyl-substituted P[double bond]C bond leads to new redox-active polymers with functional ferrocene and phosphine moieties.
Gandrath Dayaker et al.
Chemical communications (Cambridge, England), 46(16), 2862-2864 (2010-04-07)
A mixed lithium-cadmium amide and a combination of lithium and zinc amides were reacted with a range of ferrocenes; deprotonative mono- or dimetallation in general occurred chemoselectively at room temperature, as evidenced by subsequent quenching with iodine.
J. R. Garabatos-Perera and H. Butenschoen,
Journal of Organometallic Chemistry, 694, 2047-2052 (2009)
H. Zhang and Z. Bian,
Journal of Organometallic Chemistry, 692, 5687-5689 (2007)
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