Description
N,N-bis(trimethylsilyl)formamide (CAS No. 15500-60-4) is a highly specialized organosilicon compound with the molecular formula C7H19NOSi2. This reagent is widely recognized for its role as a silylating agent, offering exceptional reactivity in the protection of hydroxyl, amino, and other functional groups in organic synthesis. Its unique structure, featuring two trimethylsilyl (TMS) groups, ensures efficient derivatization and enhanced stability of sensitive intermediates. Ideal for peptide synthesis, pharmaceutical research, and material science, this product is supplied as a clear, moisture-sensitive liquid with high purity (>98%). Store under inert gas (argon/nitrogen) at recommended temperatures to maintain optimal performance.
Properties
- CAS Number: 15500-60-4
- Complexity: 132
- IUPAC Name: N,N-bis(trimethylsilyl)formamide
- InChI: InChI=1S/C7H19NOSi2/c1-10(2,3)8(7-9)11(4,5)6/h7H,1-6H3
- InChI Key: FRCLVJBDJNNNGI-UHFFFAOYSA-N
- Exact Mass: 189.10051730
- Molecular Formula: C7H19NOSi2
- Molecular Weight: 189.40
- SMILES: C[Si](C)(C)N(C=O)[Si](C)(C)C
- Topological: 20.3
- Monoisotopic Mass: 189.10051730
- Synonyms: N,N-Bis(trimethylsilyl)formamide, Formamide, N,N-bis(trimethylsilyl)-, Bis(trimethylsilyl)formamide, EINECS 239-530-4, Formamide, 2TMS derivative, DTXSID8065903, Bis-N,N-(trimethylsilyl)formamide, DTXCID9034991, 239-530-4, frclvjbdjnnngi-uhfffaoysa-n, 15500-60-4, FXX3KFS75F, UNII-FXX3KFS75F, SCHEMBL1971956, AKOS006230085, NS00051747
Application
N,N-bis(trimethylsilyl)formamide is extensively used as a versatile silylating agent in organic synthesis, particularly for the protection of labile functional groups. It facilitates the preparation of silyl ethers and amines, crucial intermediates in drug discovery and peptide chemistry. Its moisture sensitivity demands anhydrous conditions, making it suitable for air-sensitive reactions and high-precision applications.
Safety and Hazards
GHS Hazard Statements
- H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]
Precautionary Statements
- P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501
Hazard Classes and Categories
- Flam. Liq. 3 (100%)
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