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756792

Sigma-Aldrich

3,7-Diacetyl-1,3,7-triaza-5-phosphabicyclo[3.3.1]nonane

97%

Synonym(s):

DAPTA

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About This Item

Empirical Formula (Hill Notation):
C9H16N3O2P
CAS Number:
Molecular Weight:
229.22
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

solid

mp

183 °C (decomposition)

SMILES string

CC(=O)N1CN2CN(CP(C2)C1)C(C)=O

InChI

1S/C9H16N3O2P/c1-8(13)11-3-10-4-12(9(2)14)7-15(5-10)6-11/h3-7H2,1-2H3

InChI key

MYJHMDGWZWBLCK-UHFFFAOYSA-N

Application

3,7-Diacetyl-1,3,7-triaza-5-phosphabicyclo[3.3.1]nonane is a phosphine ligand and acetylized derivative of 1,3,5-triaza-7-phosphaadamantane that can be used:
  • As a ligand in the synthesis of diiron dithiolate complexes of Fe-only hydrogenase to improve the hydro- and protophilicity of the active site.
  • To prepare (η6-arene)-ruthenium(II) complex, which is employed as a catalyst in the reduction of allylic alcohols.
  • As a ligand in the synthesis of water-soluble cis- and trans-Pt(II) and Pd(II) metal complexes.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis and characterization of Pt(II) and Pd(II) PTA and DAPTA complexes
Braddock-Wilking J, et al.
Polyhedron, 79(1), 16-28 (2014)
Ruthenium-catalyzed reduction of allylic alcohols using glycerol as solvent and hydrogen donor
Diaz-Alvarez AE, et al.
Catalysis Communications, 13(1), 91-96 (2011)
Yanfang Song et al.
Cancer research, 77(7), 1611-1622 (2017-01-14)
Mice housed in an enriched environment display a tumor-resistant phenotype due to eustress stimulation. However, the mechanisms underlying enriched environment-induced protection against cancers remain largely unexplained. In this study, we observed a significant antitumor effect induced by enriched environment in
Wenlong Ma et al.
Cancer science, 109(5), 1710-1722 (2018-03-24)
Nasopharyngeal carcinoma (NPC) is etiologically associated with Epstein-Barr virus (EBV) infection and is known to be highly vascularized. Previous studies have suggested that EBV oncoproteins contribute to NPC angiogenesis. However, the regulatory network of EBV in angiogenesis still remains elusive.
An approach to water-soluble hydrogenase active site models: Synthesis and electrochemistry of diiron dithiolate complexes with 3, 7-diacetyl-1, 3, 7-triaza-5-phosphabicyclo [3.3. 1] nonane ligand (s)
Na Y, et al.
Journal of Organometallic Chemistry, 691(23), 5045-5051 (2006)

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