Date published: 2025-12-7

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Tris(trimethylsilyl)amine (CAS 1586-73-8)

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Alternate Names:
Nitrilotris(trimethylsilane)
CAS Number:
1586-73-8
Molecular Weight:
233.57
Molecular Formula:
C9H27Si3N
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Tris(trimethylsilyl)amine is a strong, non-nucleophilic base that is used as a reagent in organic synthesis. It functions as a Lewis base, readily donating its lone pair of electrons to various electrophiles. In this capacity, it is employed in the deprotonation of acidic compounds, such as alcohols, phenols, and carboxylic acids, to form the corresponding alkoxides or phenoxides. It can be utilized in the synthesis of organosilicon compounds, where it acts as a nucleophile in the formation of carbon-silicon bonds. Tris(trimethylsilyl)amine′s mode of action involves its interaction with acidic protons, leading to the formation of stable, negatively charged intermediates. This reactivity makes it useful in the preparation of a wide range of organosilicon and organic compounds, contributing to the advancement of methodologies in chemical and development.


Tris(trimethylsilyl)amine (CAS 1586-73-8) References

  1. gem-Difluoroolefination of diaryl ketones and enolizable aldehydes with difluoromethyl 2-pyridyl sulfone: new insights into the Julia-Kocienski reaction.  |  Gao, B., et al. 2014. Chemistry. 20: 7803-10. PMID: 24807811
  2. Catalytic silylation of dinitrogen with a dicobalt complex.  |  Siedschlag, RB., et al. 2015. J Am Chem Soc. 137: 4638-41. PMID: 25799204
  3. Catalytic Silylation of Dinitrogen by a Family of Triiron Complexes.  |  Ferreira, RB., et al. 2018. ACS Catal. 8: 7208-7212. PMID: 30574427
  4. Conversion of dinitrogen to tris(trimethylsilyl)amine catalyzed by titanium triamido-amine complexes.  |  Ghana, P., et al. 2019. Chem Commun (Camb). 55: 3231-3234. PMID: 30806394
  5. Deprotonative Coupling of Pyridines with Aldehydes Catalyzed by an HMDS-Amide Base Generated in Situ.  |  Shigeno, M., et al. 2019. Chem Pharm Bull (Tokyo). 67: 1179-1182. PMID: 31685747
  6. Catalytic reduction of dinitrogen to tris(trimethylsilyl)amine using rhodium complexes with a pyrrole-based PNP-type pincer ligand.  |  Kawakami, R., et al. 2019. Chem Commun (Camb). 55: 14886-14889. PMID: 31720597
  7. Evaluating Metal Ion Identity on Catalytic Silylation of Dinitrogen Using a Series of Trimetallic Complexes.  |  Eaton, MC., et al. 2020. Eur J Inorg Chem. 2020: 1519-1524. PMID: 33071629
  8. Ammonia Formation Catalyzed by a Dinitrogen-Bridged Dirhenium Complex Bearing PNP-Pincer Ligands under Mild Reaction Conditions*.  |  Meng, F., et al. 2021. Angew Chem Int Ed Engl. 60: 13906-13912. PMID: 33835664

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Tris(trimethylsilyl)amine, 5 g

sc-229652
5 g
$51.00