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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)

functional group

phosphine

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

756792-BULK:
756792-VAR:
756792-500MG:
756792-2G:

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Certificates of Analysis (COA)

Lot/Batch Number
SHBR6159
SHBL8942
SHBB8585

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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
Synthesis and characterization of Pt(II) and Pd(II) PTA and DAPTA complexes
Braddock-Wilking J, et al.
Polyhedron, 79(1), 16-28 (2014)
A new water-soluble phosphine derived from 1, 3, 5-triaza-7-phosphaadamantane (PTA), 3, 7-diacetyl-1, 3, 7-triaza-5-phosphabicyclo [3.3. 1] nonane. Structural, bonding, and solubility properties
Darensbourg DJ, et al.
Organometallics, 23(8), 1747-1754 (2004)
Sheikh F Ahmad et al.
European journal of pharmacology, 846, 100-108 (2019-01-19)
Autism spectrum disorder (ASD) is a prevalent neurodevelopmental disorder characterized by deficits in social interaction, communication, and repetitive behaviors. BTBR T+ Itpr3tf/J (BTBR) mice, a preclinical autistic model featuring ASD symptoms as defined by social relations, was used in this
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