ChemicalBook--->CAS DataBase List--->14592-56-4

14592-56-4

14592-56-4 Structure

14592-56-4 Structure
IdentificationMore
[Name]

Bis(acetonitrile)dichloropalladium(II)
[CAS]

14592-56-4
[Synonyms]

BIS(ACETONITRILE)DICHLOROPALLADATE (II)
BIS(ACETONITRILE)DICHLOROPALLADIUM(II)
BIS(ACETONITRILE)PALLADIUM(II) CHLORIDE
BIS(ACETONITRILE)PALLADIUM(II) DICHLORIDE
DICHLOROBIS(ACETONITRILE)PALLADIUM(II)
DICHLOROBIS(ACETONITRILE)PALLADIUM(III)
PALLADIUM-BIS-ACETONITRIL-DICHLORIDE
PALLADIUM DICHLOROBIS(ACETONITRILE)
PALLADIUM(II) CHLORIDE-DIACETONITRILE COMPLEX
TRANS-BIS(ACETONITRILE)PALLADIUM(II) CHLORIDE
TRANS-DICHLOROBIS(ACETONITRILE)PALLADIUM
bis(acetonitrile)dichloropalladium
bis (acetontrile) dichloropalladium (II)
BIS(ACETONITRILE)DICHLOROPALLADIUM(II), 99.99%
BIS(ACETONITRILE)DICHLOROPALLADIUM(II),99%
TRANS-BIS(ACETONITRILE) DICHLOROPALLADIUM(II)
BIS-(ACETONITRIL)DICHLOROPALLADIUM(II)
Dichlorobis(acetonitrile)palladium(II),99%
Palladium, bis(acetonitrile)dichloro-
Palladium(II)chloro-bis(acetonitrile)
[EINECS(EC#)]

238-637-3
[Molecular Formula]

C4H6Cl2N2Pd
[MDL Number]

MFCD00013122
[Molecular Weight]

259.43
[MOL File]

14592-56-4.mol
Chemical PropertiesBack Directory
[Appearance]

dark yellow powder
[Melting point ]

300 °C
[storage temp. ]

Inert atmosphere,Room Temperature
[solubility ]

Soluble in acetonitrile, acetone, chloroform
[form ]

Fine Crystalline Powder
[color ]

Orange to rust-brown
[Water Solubility ]

insoluble
[Detection Methods]

SPECTRA CHEMICAL ANALYSIS
[InChI]

InChI=1S/2C2H3N.2ClH.Pd/c2*1-2-3;;;/h2*1H3;2*1H;/q;;;;+2/p-2
[InChIKey]

RBYGDVHOECIAFC-UHFFFAOYSA-L
[SMILES]

C(#N)C.C(#N)C.[Pd](Cl)Cl
[CAS DataBase Reference]

14592-56-4(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)
GHS06
[Signal word ]

Danger
[Hazard statements ]

H301+H311+H331
[Precautionary statements ]

P280-P301+P310+P330-P302+P352+P312-P304+P340+P311
[Hazard Codes ]

T,Xn
[Risk Statements ]

R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S16:Keep away from sources of ignition-No smoking .
S27:Take off immediately all contaminated clothing .
S36/37:Wear suitable protective clothing and gloves .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[RIDADR ]

UN 3077 9/PG 3
[WGK Germany ]

3
[TSCA ]

No
[HazardClass ]

6.1
[PackingGroup ]

III
[HS Code ]

28439090
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 3 Dermal
Acute Tox. 3 Inhalation
Acute Tox. 3 Oral
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Dichloromethane-->Acetonitrile-->Palladium chloride
[Preparation Products]

Bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II)
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Bis(acetonitrile)dichloropalladium(II)(14592-56-4).msds
Questions And AnswerBack Directory
[Reaction]

  1. Catalyst for the cyclization of δ-acetylenic carboxylic acids to butenolides.
  2. Catalyst for the aza-Michael reaction of carbamates with enones.
  3. Catalyst for the rearrangement of allylic imidates to allylic amides.
  4. Catalyst for the Nazarov cyclization of α-alkoxy dienones.
  5. Catalyst for the diamination of conjugated dienes.
  6. Three component Michael addition, cyclization, cross-coupling reaction.
  7. C-H activation of indoles.
  8. Catalyst used for the direct C-H arylation of isoxazoles at the 5 position.
Reactions of 14592-56-4_1
Reactions of 14592-56-4_2
Hazard InformationBack Directory
[Chemical Properties]

dark yellow powder
[Physical properties]

Bis(acetonitrile)dichloropalladium(II) is a yellow-brown solid that is soluble in organic solvents. It is a reagent and a catalyst for reactions that require soluble Pd(II).The compound is similar to bis(benzonitrile)palladium dichloride. 
[Uses]

suzuki reaction
[Application]

Synthesis of Oxindoles
Synthesis of Oxindoles.gif
To a dried screw-cap vial is added anilide (0.3 mmol), AgOCOCF3 (132.5 mg, 0.6 mmol), Bis(acetonitrile)dichloropalladium(II) (3.5 mg, 0.015 mmol) and chlorobenzene. The reaction mixture is stirred at 100-120 °C for 3-12 h in a pre-heated oil bath. After cooling to room temperature, the reaction is diluted with EtOAc and filtered with a glass filter. The filtrate is washed with 5% aqueous NaHCO3 and brine. The extract is dried over MgSO4 and concentrated in vacuo. The crude is purified by preparative TLC.
[Preparation]

Bis(acetonitrile)palladium dichloride is prepared by reacting two acetonitrile ligands and palladium(II) chloride.
[General Description]

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[reaction suitability]

core: palladium
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: catalyst
Spectrum DetailBack Directory
[Spectrum Detail]

Bis(acetonitrile)dichloropalladium(II)(14592-56-4)1HNMR
Bis(acetonitrile)dichloropalladium(II)(14592-56-4)13CNMR
Bis(acetonitrile)dichloropalladium(II)(14592-56-4)IR1
Bis(acetonitrile)dichloropalladium(II)(14592-56-4)IR2
Bis(acetonitrile)dichloropalladium(II)(14592-56-4)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Bis(acetonitrile)palladium(II) chloride, 99%(14592-56-4)
[Alfa Aesar]

Bis(acetonitrile)dichloropalladium(II), Pd 40.5%(14592-56-4)
[Sigma Aldrich]

14592-56-4(sigmaaldrich)
[TCI AMERICA]

Bis(acetonitrile)palladium(II) Dichloride,>98.0%(T)(14592-56-4)
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