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1,3,5-Triaza-7-phosphaadamantane (CAS 53597-69-6)

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Alternate Names:
1,5-Triaza-9-phospha-adamantane
Application:
CAS Number:
53597-69-6
Molecular Weight:
157.15
Molecular Formula:
C6H12N3P
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Air stable organocatalyst for Baylis-Hillman transformation 1,3,5-Triaza-7-phosphaadamantane, known as TPT, is a nitrogen-containing heterocyclic molecule that holds significant importance in diverse scientific research applications. It serves as a building block for the synthesis of various organophosphorus compounds. Additionally, 1,3,5-Triaza-7-phosphaadamantane plays a vital role as a ligand in coordination chemistry, garnering interest in numerous catalytic reactions. In scientific research, 1,3,5-Triaza-7-phosphaadamantane has found versatile uses across different domains. In drug delivery, it acts as a specialized ligand that efficiently targets specific cells or tissues. Material science benefits from 1,3,5-Triaza-7-phosphaadamantane′s contribution as a fundamental building block for synthesizing diverse organophosphorus compounds. These compounds have significantly aided in developing novel materials like polymers, composites, and nanomaterials, opening new possibilities for various applications. Furthermore, in the realm of environmental protection, 1,3,5-Triaza-7-phosphaadamantane functions as a catalyst, contributing to the removal of pollutants from water, air, and soil, helping preserve our natural surroundings. While the mechanism of action of 1,3,5-Triaza-7-phosphaadamantane remains somewhat elusive, researchers believe that it exhibits characteristics of both a Lewis acid and a Lewis base. Acting as a Lewis acid, the molecule can react with a nucleophile, resulting in the formation of a covalent bond. In its Lewis base role, it can interact with a proton to form a hydrogen bond. The molecule′s ability to form hydrogen bonds with other molecules further elucidates its role as a ligand in coordination chemistry. Although the complete understanding of its mechanisms awaits further exploration, 1,3,5-Triaza-7-phosphaadamantane continues to captivate the scientific community with its remarkable potential across a wide range of applications.


1,3,5-Triaza-7-phosphaadamantane (CAS 53597-69-6) References

  1. trans-Diiodobis(1,3,5-triaza-7-phosphaadamantane)platinum(II).  |  Otto, S. and Roodt, A. 2001. Acta Crystallogr C. 57: 540-1. PMID: 11353243
  2. cis-Diphenylbis(1,3,5-triaza-7-phosphaadamantane-kappaP)platinum(II).  |  Muller, A. and Roodt, A. 2004. Acta Crystallogr C. 60: m266-8. PMID: 15178845
  3. 1-Methyl-1-azonia-3,5-diaza-7-phosphatricyclo-[3.3.1.1]decane tetra-fluoro-borate.  |  Smoleński, P., et al. 2008. Acta Crystallogr Sect E Struct Rep Online. 64: o556. PMID: 21201899
  4. Bioactive Silver-Organic Networks Assembled from 1,3,5-Triaza-7-phosphaadamantane and Flexible Cyclohexanecarboxylate Blocks.  |  Jaros, SW., et al. 2016. Inorg Chem. 55: 1486-96. PMID: 26812470
  5. Water-soluble Ru(II)- and Ru(III)-halide-PTA complexes (PTA=1,3,5-triaza-7-phosphaadamantane): Chemical and biological properties.  |  Battistin, F., et al. 2016. J Inorg Biochem. 160: 180-8. PMID: 26920229
  6. Silver(I) 1,3,5-Triaza-7-phosphaadamantane Coordination Polymers Driven by Substituted Glutarate and Malonate Building Blocks: Self-Assembly Synthesis, Structural Features, and Antimicrobial Properties.  |  Jaros, SW., et al. 2016. Inorg Chem. 55: 5886-94. PMID: 27244270
  7. Unusual Water-Soluble Imino Phosphine Ligand: Enamine and Imine Derivatives of 1,3,5-Triaza-7-phosphaadamantane (PTA).  |  Enow, RAE., et al. 2018. Inorg Chem. 57: 9142-9152. PMID: 30048119
  8. Mechanochemical P-derivatization of 1,3,5-Triaza-7-Phosphaadamantane (PTA) and Silver-Based Coordination Polymers Obtained from the Resulting Phosphabetaines.  |  Udvardy, A., et al. 2020. Molecules. 25: PMID: 33207789
  9. 1,3,5-Triaza-7-phosphaadamantane (PTA) Derived Caged Phosphines for Palladium-Catalyzed Selective Functionalization of Nucleosides and Heteroarenes.  |  Murthy Bandaru, SS., et al. 2021. Chem Rec. 21: 188-203. PMID: 33231365
  10. Ru complexes containing Cp, mPTA and natural purine bases (mPTA = methyl-N-1,3,5-triaza-7-phosphaadamantane): Evaluation of their antiproliferative activity, solubility and redox properties.  |  Hajji, L., et al. 2021. J Inorg Biochem. 218: 111404. PMID: 33684683
  11. 1,3,5-Triaza-7-Phosphaadamantane (PTA) as a 31P NMR Probe for Organometallic Transition Metal Complexes in Solution.  |  Shenderovich, IG. 2021. Molecules. 26: PMID: 33806666
  12. Enzymatic Approach to the Synthesis of Enantiomerically Pure Hydroxy Derivatives of 1,3,5-Triaza-7-phosphaadamantane.  |  Kwiatkowska, M., et al. 2021. J Org Chem. 86: 8556-8562. PMID: 34137610
  13. Insights into the κ-P,N Coordination of 1,3,5-Triaza-7-phosphaadamantane and Derivatives: κ-P,N-Heterometallic Complexes and a 15N Nuclear Magnetic Resonance Survey.  |  Alguacil, A., et al. 2022. Inorg Chem. 61: 5779-5791. PMID: 35378037
  14. Study of the biological activity of photoactive bipyridyl-Ru(II) complexes containing 1,3,5-triaza-7-phosphaadamantane (PTA).  |  Del Pino, JMV., et al. 2023. J Inorg Biochem. 246: 112291. PMID: 37352655

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

1,3,5-Triaza-7-phosphaadamantane, 500 mg

sc-251590
500 mg
$56.00