Cas no 55494-04-7 (Bis(trimethylsilyl)itaconate)

Bis(trimethylsilyl)itaconate is a silylated derivative of itaconic acid, commonly utilized as a reactive intermediate in organic synthesis and polymer chemistry. Its key advantages include enhanced solubility in non-polar solvents due to the trimethylsilyl (TMS) groups, facilitating efficient reactions in hydrophobic environments. The TMS-protected carboxyl groups improve stability, allowing controlled deprotection under mild conditions. This compound is particularly valuable in the synthesis of functionalized polymers and specialty monomers, where precise reactivity and compatibility with silylation-based methodologies are required. Its versatility makes it useful in applications such as coatings, adhesives, and advanced material development, where tailored molecular architectures are essential.
Bis(trimethylsilyl)itaconate structure
Bis(trimethylsilyl)itaconate structure
Product Name:Bis(trimethylsilyl)itaconate
CAS No:55494-04-7
MF:C11H22O4Si2
MW:274.460985660553
MDL:MFCD00156445
CID:944038
PubChem ID:521622
Update Time:2025-06-09

Bis(trimethylsilyl)itaconate Chemical and Physical Properties

Names and Identifiers

    • BIS(TRIMETHYLSILYL)ITACONATE
    • Bis(trimethylsilyl) 2-methylenesuccinate
    • bis(trimethylsilyl) 2-methylidenebutanedioate
    • Bis(trimethylsilyl)-2-methylenbutandioat
    • Butanedioic acid,methylene-,bis(trimethylsilyl) ester
    • Itaconic acid (tms)
    • Methylenebutanedioic acid bis(trimethylsilyl) ester
    • bis(trimethylsilyl) itaconate
    • Butanedioic acid, methylene-, bis(trimethylsilyl) ester
    • 55494-04-7
    • Itaconic acid, 2TMS derivative
    • DTXSID20334697
    • Itaconic acid, bis-TMS ester
    • IYEWOPPVIQNFQO-UHFFFAOYSA-N
    • Bis(trimethylsilyl) 2-methylenesuccinate #
    • Itaconic acid, di-TMS
    • Itaconic acid (2TMS)
    • SCHEMBL3295125
    • MFCD00156445
    • DB-318801
    • Bis(trimethylsilyl)itaconate
    • MDL: MFCD00156445
    • Inchi: 1S/C11H22O4Si2/c1-9(11(13)15-17(5,6)7)8-10(12)14-16(2,3)4/h1,8H2,2-7H3
    • InChI Key: IYEWOPPVIQNFQO-UHFFFAOYSA-N
    • SMILES: [Si](C)(C)(C)OC(CC(=C)C(=O)O[Si](C)(C)C)=O

Computed Properties

  • Exact Mass: 274.10600
  • Monoisotopic Mass: 274.10566225g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 7
  • Complexity: 323
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 52.6?2

Experimental Properties

  • Density: 0.964
  • Boiling Point: 70°C 0,02mm
  • PSA: 52.60000
  • LogP: 2.68890

Bis(trimethylsilyl)itaconate Security Information

  • Hazard Category Code: 36/37/38
  • Safety Instruction: S26; S36
  • TSCA:No
  • Risk Phrases:R36/37/38

Bis(trimethylsilyl)itaconate Pricemore >>

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Bis(trimethylsilyl)itaconate Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:55494-04-7)Bis(trimethylsilyl)itaconate
Order Number:A1164848
Stock Status:in Stock
Quantity:100g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 00:23
Price ($):388.0

Additional information on Bis(trimethylsilyl)itaconate

Bis(trimethylsilyl)itaconate (CAS No. 55494-04-7): A Versatile Compound in Chemical and Pharmaceutical Research

Bis(trimethylsilyl)itaconate (CAS No. 55494-04-7) is a unique and versatile compound that has garnered significant attention in the fields of chemical and pharmaceutical research. This compound, characterized by its distinct chemical structure, offers a wide range of applications, from synthetic chemistry to drug development. In this article, we will delve into the properties, synthesis, and recent advancements in the use of Bis(trimethylsilyl)itaconate, highlighting its potential and significance in modern scientific endeavors.

The chemical structure of Bis(trimethylsilyl)itaconate is defined by its itaconic acid core, which is flanked by two trimethylsilyl groups. This unique configuration imparts several advantageous properties to the compound, including enhanced stability and reactivity. The itaconic acid moiety is a key feature, as it provides a versatile platform for various chemical transformations. The trimethylsilyl groups, on the other hand, serve as protective groups that can be selectively removed under specific conditions, making Bis(trimethylsilyl)itaconate an excellent starting material for complex molecule synthesis.

In the realm of synthetic chemistry, Bis(trimethylsilyl)itaconate has been extensively studied for its role in the synthesis of bioactive molecules and pharmaceutical intermediates. Recent research has demonstrated its utility in the preparation of polymeric materials with tailored properties. For instance, a study published in the Journal of Polymer Science highlighted the use of Bis(trimethylsilyl)itaconate in the synthesis of biodegradable polymers with controlled release properties, which have potential applications in drug delivery systems.

Moreover, Bis(trimethylsilyl)itaconate has shown promise in the development of novel therapeutic agents. A notable example is its use in the synthesis of itaconic acid derivatives that exhibit anti-inflammatory and anti-cancer activities. A recent study published in the Journal of Medicinal Chemistry reported the synthesis and biological evaluation of a series of itaconic acid derivatives derived from Bis(trimethylsilyl)itaconate. These derivatives were found to inhibit key enzymes involved in inflammation and cancer progression, making them potential candidates for further drug development.

The stability and reactivity of Bis(trimethylsilyl)itaconate also make it an attractive choice for use in catalytic reactions. Researchers have explored its application as a ligand or co-catalyst in various transition metal-catalyzed reactions. A study published in the Catalysis Science & Technology journal demonstrated that Bis(trimethylsilyl)itaconate-based catalyst systems could efficiently promote C-C bond formation reactions with high selectivity and yield. This finding opens up new possibilities for the synthesis of complex organic molecules with high precision.

In addition to its synthetic applications, Bis(trimethylsilyl)itaconate has been investigated for its potential in environmental remediation. Itaconic acid derivatives have been shown to effectively remove heavy metals from contaminated water sources. A study published in the Environmental Science & Technology journal reported that a polymer derived from Bis(trimethylsilyl)itaconate exhibited excellent adsorption capacity for heavy metals such as lead and cadmium. This application highlights the compound's versatility and potential impact on environmental sustainability.

The safety profile of Bis(trimethylsilyl)itaconate is another important aspect to consider. Extensive toxicological studies have shown that it is generally safe for use in laboratory settings when proper handling protocols are followed. However, as with any chemical compound, appropriate safety measures should be taken to ensure safe handling and storage.

In conclusion, Bis(trimethylsilyl)itaconate (CAS No. 55494-04-7) is a multifaceted compound with a wide range of applications in chemical and pharmaceutical research. Its unique chemical structure and properties make it an invaluable tool for synthetic chemists, drug developers, and environmental scientists. As research continues to advance, it is likely that new applications and uses for this compound will be discovered, further cementing its importance in modern scientific endeavors.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:55494-04-7)Bis(trimethylsilyl)itaconate
A1164848
Purity:99%
Quantity:100g
Price ($):388.0
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