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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:
63249-99-0
Molecular Weight:
229.22
MDL number:
MFCD21608498
UNSPSC Code:
12352005
PubChem Substance ID:
329766617
NACRES:
NA.22

Quality Level

100

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)

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Ruthenium-catalyzed reduction of allylic alcohols using glycerol as solvent and hydrogen donor
Diaz-Alvarez AE, et al.
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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)
Chen Chen et al.
Cellular and molecular neurobiology, 39(5), 651-669 (2019-04-15)
CKLF1 is a chemokine with increased expression in ischemic brain, and targeting CKLF1 has shown therapeutic effects in cerebral ischemia model. Microglia/macrophage polarization is a mechanism involved in poststroke injury expansion. Considering the quick and obvious response of CKLF1 and
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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