Description
Ethylbis(trimethylsilyl)amine (CAS No. 2477-39-6) is a highly versatile organosilicon compound with the molecular formula C8H23NSi2. Also known as N,N-bis(trimethylsilyl)ethanamine, this reagent is widely utilized in organic synthesis, particularly as a silylating agent for the protection of amines and other reactive functional groups. Its unique structure, featuring two trimethylsilyl (TMS) groups bonded to a central nitrogen atom, provides excellent steric and electronic properties for selective derivatization reactions. Ethylbis(trimethylsilyl)amine is a clear, colorless liquid with a characteristic amine-like odor and is sensitive to moisture, requiring storage under inert conditions. Ideal for researchers in pharmaceuticals, materials science, and fine chemical synthesis, this compound offers high purity (>98%) and consistent performance in demanding applications.
Properties
- CAS Number: 2477-39-6
- Complexity: 107
- IUPAC Name: N,N-bis(trimethylsilyl)ethanamine
- InChI: InChI=1S/C8H23NSi2/c1-8-9(10(2,3)4)11(5,6)7/h8H2,1-7H3
- InChI Key: OGWVYCFORNDBRE-UHFFFAOYSA-N
- Exact Mass: 189.13690281
- Molecular Formula: C8H23NSi2
- Molecular Weight: 189.45
- SMILES: CCN([Si](C)(C)C)[Si](C)(C)C
- Topological: 3.2
- Monoisotopic Mass: 189.13690281
- Synonyms: Ethylbis(trimethylsilyl)amine, 2477-39-6, Ethanamine, 2TMS derivative, Silanamine, N-ethyl-1,1,1-trimethyl-N-(trimethylsilyl)-, DTXSID90340841, Silanamine, N-(ethyltrimethylsilyl)-1,1,1-trimethyl-, DTXCID10291922, ogwvycforndbre-uhfffaoysa-n, N-ethylhexa-methyldisilazan, SCHEMBL1428304, SCHEMBL6291785, SCHEMBL6291786, N-Ethyl(trimethyl)-N-(trimethylsilyl)silanamine #
Application
Ethylbis(trimethylsilyl)amine is primarily used as a silylating agent for the protection of amines, alcohols, and other nucleophilic functional groups in organic synthesis. It is particularly valuable in the preparation of sensitive intermediates for pharmaceuticals and agrochemicals, where selective derivatization is critical. The compound also serves as a precursor in the synthesis of silicon-containing polymers and advanced materials. Its moisture sensitivity makes it suitable for anhydrous reaction conditions, often employed in inert atmospheres.
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