Palladium acetate - ≥99.98% metals basis , CAS No.3375-31-3

CAS: 3375-31-3 Cat. No.: P111486 Formula: C₄H₆O₄Pd Molecular Weight: 224.51 Beilstein Registry Number: 6086766 EC Number: 222-164-4

GRADE & PURITY ≥99.98% metals basis

Synonyms

Palladium (II) acetate | SR-01000389719 | EU-0040175 | BCP05504 | Palladium(II) acetate | palladium-(II) acetate | UNII-0LTG3460Y5 | Bis(acetato)palladium | Acetic Acid Palladium(II) Salt | AMY1789 | AC-677 | Diacetatopalladium | Acetic acid palladium sal

Storage

Room temperature,Desiccated

Shipped In

Normal

Overview

Product class
M-O, Homogeneous Catalysts, Acetate Ligands

Reaction type
Cross Coupling Reactions with Arenes, CH-Activation, Carbonylation, Mizoroki Heck Coupling Reaction, Sonogashira-Hagihara Coupling Reaction, Suzuki-Miyaura Coupling Reaction, Oxidation

Chemical properties

Chemical formula

C12H18O12Pd3

Empirical formula

[Pd(OAc)2]3

Molecular weight

673.53

Metal

Pd

Theoretical metal content

47

Physical state

powder

Color

red brown

Applications & references

Synthesis of 2-(4-{2-[(2R)-2-Cyclopentyl-5-(5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidin-2-ylmethyl)-4-hydroxy-6-oxo-3,6-dihydro-2H-pyran-2-yl]-ethyl}-2-fluoro-phenyl)-2-methyl-propionitrile on multikilogram scale using a merging Heck coupling reaction. Compound is an inhibitor of the hepatitis C viral polymerase (HCVP) enzyme.

Reference: Org. Proc. Res. Dev. 2006, 10, 814. (DOI: 10.1021/op0600761)

Reductive carbonylation of aryl halides as an alternative and mild route for the introduction of aldehyde functionality, which is mostly desired for fine chemical and pharmaceutical intermediates to open up the wide range of further possible transformations.

Reference: Org. Proc. Res. Dev. 2007, 11, 39. (DOI: 10.1021/op060193w)

Synthesis of the pyrazolopyridinone-based p38 mitogen-activated protein kinase inhibitor including a Suzuki coupling reaction. p38 MAP kinases are intercellular serine/threonine kinases which certainly regulate the production and action of several pro-inflammatory mediators. They are also involved in disease states such as rheumatoid arthritis, Crohn’s diseases and psoriasis.

Reference: Org. Proc. Res. Dev. 2011, 15, 31. (DOI: 10.1021/op100205s)

Efficient hydroformylation of aryl triflates.

Reference: Synthesis 1996, 470 (DOI: 10.1055/s-1996-4246)

Deacetylation-Diazotation-Heck-Sequence: Carbon-Carbon bond formation with acetanilides as formal leaving groups

Reference: Adv. Synth. Catal. 2013, 355, 463 (DOI: 10.1002/adsc.201200929)

Deacetylation-Diazotation-Suzuki-Sequence: Carbon-Carbon bond formation with acetanilides as formal leaving groups.

Reference: Adv. Synth. Catal. 2013, 355, 463 (DOI: 10.1002/adsc.201200929)

Deacetylation-Diazotation-[2+2+1]-Cycloaddition:

Reference: Adv. Synth. Catal. 2013, 355, 463 (DOI: 10.1002/adsc.201200929)

Specifications

Synonyms

Palladium (II) acetate | SR-01000389719 | EU-0040175 | BCP05504 | Palladium(II) acetate | palladium-(II) acetate | UNII-0LTG3460Y5 | Bis(acetato)palladium | Acetic Acid Palladium(II) Salt | AMY1789 | AC-677 | Diacetatopalladium | Acetic acid palladium sal

Specifications & Purity

≥99.98% metals basis

Legal Information

Product of Umicore

Storage

Room temperature,Desiccated

Shipped In

Normal

Purity

≥99.98% metals basis

Names and Identifiers

Pubchem Sid

528776022

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/528776022

Canonical Smiles

CC(=O)[O-].CC(=O)[O-].[Pd+2]

IUPAC Name

palladium(2+);diacetate

InChIKey

YJVFFLUZDVXJQI-UHFFFAOYSA-L

INCHI

1S/2C2H4O2.Pd/c2*1-2(3)4;/h2*1H3,(H,3,4);/q;;+2/p-2

Isomeric SMILES

CC(=O)[O-].CC(=O)[O-].[Pd+2]

WGK Germany

3

RTECS

AJ1900000

UN Number

3077

Packing Group

III

Molecular Weight

224.51

Beilstein

6086766

Reaxy-Rn

3602276

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3602276&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Carboxylic acids

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Carboxylic acids
• Intermediate Tree Nodes: Not available
• Direct Parent: Carboxylic acids
• Alternative Parents: Monocarboxylic acids and derivatives Organic salts Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Not available
• Substituents: Monocarboxylic acid or derivatives - Carboxylic acid - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organic salt - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as carboxylic acids. These are compounds containing a carboxylic acid group with the formula -C(=O)OH.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• x_melt_point_char: 216.3-223.7°C
• Molecular Weight: 224.510 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 223.93 Da
• Monoisotopic Mass: 223.93 Da
• Topological Polar Surface Area: 80.300 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 25.500
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 3

XLogP3