Description
Bis(trimethylsilyl) oxalate (CAS 18294-04-7) is a high-purity silylating reagent with the molecular formula C8H18O4Si2. This compound is widely utilized in organic synthesis and pharmaceutical research as a protective agent for hydroxyl and carboxyl groups. Its unique trimethylsilyl (TMS) groups enhance reactivity and solubility in non-polar solvents, making it ideal for derivatization in GC-MS analysis. Supplied as a clear, colorless liquid, it is moisture-sensitive and should be stored under inert conditions. Each batch undergoes rigorous QC testing including NMR, HPLC, and GC to ensure ≥98% purity, meeting the stringent demands of research and industrial applications.
Properties
- CAS Number: 18294-04-7
- Complexity: 211
- IUPAC Name: bis(trimethylsilyl) oxalate
- InChI: InChI=1S/C8H18O4Si2/c1-13(2,3)11-7(9)8(10)12-14(4,5)6/h1-6H3
- InChI Key: DDCDOSJHFOGNRO-UHFFFAOYSA-N
- Exact Mass: 234.07436212
- Molecular Formula: C8H18O4Si2
- Molecular Weight: 234.40
- SMILES: C[Si](C)(C)OC(=O)C(=O)O[Si](C)(C)C
- Topological: 52.6
- Monoisotopic Mass: 234.07436212
- Synonyms: Bis(trimethylsilyl) oxalate, 18294-04-7, Oxalic acid, bis(trimethylsilyl) ester, ETHANEDIOICACID,BIS(TRIMETHYLSILY, Ethanedioic acid, bis(trimethylsilyl) ester, Oxalic acid, diTMS, Oxalic acid (2TMS), Oxalic acid, bis-TMS, Oxalic acid, bis-TMS ester, Oxalic acid, 2TMS derivative, SCHEMBL1055321, DDCDOSJHFOGNRO-UHFFFAOYSA-N, DTXSID101337463, oxalyl acid bis(trimethylsilylester), Oxalic acid, bistrimethylsilyl ester, ethanedioic acid bis(trimethylsilyl) ester
Application
Bis(trimethylsilyl) oxalate is primarily used as a derivatization agent in gas chromatography-mass spectrometry (GC-MS) for the analysis of polar compounds. It serves as a protecting group for carboxylic acids and alcohols in complex organic syntheses, particularly in peptide and carbohydrate chemistry. The compound also finds utility in the preparation of silicon-based polymers and as a precursor for specialty chemicals in material science.
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