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700479

Sigma-Aldrich

Ferrocenylmethyl methacrylate

95% (NMR), contains Ionol® 46 (Raschig GmbH) as inhibitor

Synonym(s):

FMMA

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About This Item

Empirical Formula (Hill Notation):
C15H16FeO2
CAS Number:
31566-61-7
Molecular Weight:
284.13
MDL number:
MFCD12546011
UNSPSC Code:
12162002
PubChem Substance ID:
329762203
NACRES:
NA.23

Quality Level

100

Assay

95% (NMR)

form

solid

contains

Ionol® 46 (Raschig GmbH) as inhibitor

mp

52-54 °C

storage temp.

−20°C

SMILES string

[Fe].[CH]1[CH][CH][CH][CH]1.CC(=C)C(=O)OC[C]2[CH][CH][CH][CH]2

InChI

1S/C10H11O2.C5H5.Fe/c1-8(2)10(11)12-7-9-5-3-4-6-9;1-2-4-5-3-1;/h3-6H,1,7H2,2H3;1-5H;

InChI key

GSPYKNCYLXXOJO-UHFFFAOYSA-N

Legal Information

Ionol is a registered trademark of Raschig GmbH

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - 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

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Certificates of Analysis (COA)

Lot/Batch Number
0000129105
0000121790
0000124141
0000114501
0000100850

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  1. How does the storage temperature relate to shipping conditions?

    The storage conditions that a Sigma-Aldrich catalog and label recommend for products are deliberately conservative. For many products, long-term storage at low temperatures will increase the time during which they are expected to remain in specification and therefore are labeled accordingly. Where short-term storage, shipping time frame, or exposure to conditions other than those recommended for long-term storage will not affect product quality, Sigma-Aldrich will ship at ambient temperature. The products sensitive to short-term exposure to conditions other than their recommended long-term storage are shipped on wet or dry ice. Ambient temperature shipping helps to control shipping costs for our customers. At any time, our customers can request wet- or dry-ice shipment, but the special handling is at customer expense if our product history indicates that the product is stable for regular shipment. See Shipping and Storage for more information.

  2. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  3. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  4. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  5. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  6. What is the inhibitor used in Product No. 700479, Ferrocenylmethyl methacrylate?

    The inhibitor used in this product is 2,2´-methylenebis(6-tert-butyl-4-methylphenol) (CAS registry number [119-47-1]), which is a non-discoloring and non-staining stabilizer. It is widely used in industry especially in natural and synthetic rubber.

  7. How can the monomer ferrocenylmethyl methacrylate, Product 700479, be polymerized?

    Generally, Product No. 700479 can be polymerized with an anionic initiator such as butyllithium (Product No. 230707) or lithium aluminum hydride (Product No. 531502). Or it can be radically polymerized using an initiator such as 2,2´-Azobis(2-methylpropionitrile) (AIBN, Product No. 44109).

  8. What applications can Product 700479,  Ferrocenylmethyl methacrylate, be used for?

    Thin films of poly- ferrocenylmethyl methacrylate can be used for biosensing applications, taking advantage of the redox behavior of the ferrocenyl unit.

  9. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

Yoonhee Na et al.
International journal of pharmaceutics, 596, 120205-120205 (2021-01-25)
The elevated production of reactive oxygen species (ROS) in wounded sites triggers a series of harmful effects, including cellular senescence, fibrotic scar formation, and inflammation. Therefore, alleviating oxidative stress in the microenvironment of wounded sites might promote regenerative wound healing.
Hoik Lee et al.
Polymers, 12(11) (2020-11-04)
We demonstrate an electrospray/electrospinning process to fabricate stimuli-responsive nanofibers or particles that can be utilized as stimuli-responsive drug-loaded materials. A series of random copolymers consisting of hydrophobic ferrocene monomers and hydrophilic carboxyl groups, namely poly(ferrocenylmethyl methacrylate-r-methacrylic acid) [poly(FMMA-r-MA)] with varied
Yoonhee Na et al.
Journal of materials chemistry. B, 8(9), 1906-1913 (2020-02-12)
Ferrocene-containing nanoparticles show reversible redox activity that could trigger drug release mediated by reactive oxygen species (ROS). In this study, four ferrocene-containing polymers, comprising ferrocenylmethyl methacrylate (FMMA)-methacrylic acid (MA) random copolymers, i.e., poly(FMMA-r-MA), were synthesized via radical polymerization, resulting in
Antonio Preti et al.
Social psychiatry and psychiatric epidemiology, 54(3), 355-367 (2018-12-14)
Paranoid thoughts are relatively common in the general population and can increase the risk of developing mental health conditions. In this study, we investigate the latent structure of paranoia in a sample of young people. Cross-sectional survey; 243 undergraduate students
Ligang Ma et al.
The Analyst, 145(3), 858-864 (2019-12-18)
A novel electrochemical biosensor was reported for the first time to achieve highly sensitive DNA detection based on photoinduced atom transfer radical polymerization (photoATRP). In this work, PNA was applied as the capture probe to specifically recognize the target DNA
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