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CAS RN: 12012-95-2 | Product Number: A1479

Allylpalladium(II) Chloride Dimer


Purity: >97.0%(T)
Synonyms:
  • Di-μ-chlorobis[(η-allyl)palladium(II)]
Documents:
500MG
$75.00
4   3  
1G
$113.00
≥20  6  

* Please contact our distributors or TCI to order our products. The above prices do not include freight cost, customs, and other charges to the destination.
* The storage conditions are subject to change without notice.


Product Number A1479
Purity / Analysis Method >97.0%(T)
Molecular Formula / Molecular Weight C__6H__1__0Cl__2Pd__2 = 365.89  
Physical State (20 deg.C) Solid
Store Under Inert Gas Store under inert gas
Condition to Avoid Light Sensitive,Moisture Sensitive
Packaging and Container 500MG-Glass Bottle with Plastic Insert (View image)
CAS RN 12012-95-2
PubChem Substance ID 87562932
MDL Number

MFCD00044874

Specifications
Appearance Light yellow to Amber to Dark green powder to crystal
Purity(Argentmetric Titration) min. 97.0 %
Purity(Chelometric Titration) min. 97.0 %
Solubility in THF almost transparency
Properties (reference)
Solubility in water Insoluble
Solubility (soluble in) Acetone,Methanol,Benzene,Chloroform
GHS
Pictogram Pictogram
Signal Word Warning
Hazard Statements H302 + H312 + H332 : Harmful if swallowed, in contact with skin or if inhaled.
H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
Precautionary Statements P501 : Dispose of contents/ container to an approved waste disposal plant.
P261 : Avoid breathing dust/ fume/ gas/ mist/ vapors/ spray.
P270 : Do not eat, drink or smoke when using this product.
P271 : Use only outdoors or in a well-ventilated area.
P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P362 + P364 : Take off contaminated clothing and wash it before reuse.
P332 + P313 : If skin irritation occurs: Get medical advice/ attention.
P301 + P312 + P330 : IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Rinse mouth.
P302 + P352 + P312 : IF ON SKIN: Wash with plenty of water.Call a POISON CENTER/doctor if you feel unwell.
P304 + P340 + P312 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Call a POISON CENTER/doctor if you feel unwell.
Related Laws:
RTECS# RT3510000
Transport Information:
H.S.code* 2843.90-000
*This code is applied to the products when TCI exports from Japan and not for import in your country.
Application
β-Amination of Aliphatic Amides via the β-C(sp3)―H Bonds Activation

A1479,C2160,T2526

Typical Procedure:
Substrate (0.1 mmol), [Pd(allyl)Cl]2 (1.8 mg, 0.005 mmol), tris[3,5-bis(trifluoromethyl)phenyl]phosphine (13.4 mg, 0.02 mmol), O-benzoyl hydroxylamine (0.4 mmol), 4Å molecular sieves (50 mg), and Cs2CO3 (130 mg, 0.4 mmol) are weighed in air and placed in a Schlenk tube (50 mL) with a magnetic stir bar. The reaction vessel is evacuated and backfilled with nitrogen (×3), and DCM (1.5 mL) is added afterwards. The reaction mixture is heated to 120 °C for 16 hours under vigorous stirring. Upon completion, the reaction mixture is cooled to room temperature. The solvents are removed under reduced pressure and the resulting mixture is purified by a silica gel-packed flash chromatography column using hexane/EtOAc/DCM mixtures as the eluent.

References


Application
An Efficient Synthesis of Unsymmetrical Triarylmethanes -Sequential Incorporation of Aryl Rings by Palladium Catalysts-

Typical procedure (Step 3, Ar3 = Ph, R = H): A glass vessel is flame-dried under vacuum and filled with argon after cooling to room temperature. To the glass vessel are added [PdCl(allyl)]2 (5.5 mg, 30 µmol), SIPr⋅HCl (12.8 mg, 30 µmol), dry dioxane (0.75 mL), and 1M NaOH aq. solution (0.9 mL, 0.9 mmol). After stirring the mixture at this temperature for 30 min, diphenylmethyl phenyl sulfone (92.4 mg, 0.3 mmol), phenylboronic acid (73.2 mg, 0.6 mmol), and dry dioxane (0.75 mL) are added, and then the vessel is sealed. The mixture is stirred at 120 °C for 12 h. After cooling to room temperature, the mixture is passed through a pad of silica gel washed with EtOAc (~20 mL). The filtrate is concentrated under reduced pressure. The crude product is purified by PTLC (eluent: hexane) to afford triphenylmethane (66 mg, 90%) as a white solid.

References


Application
Arylations of non-Substituted Trialkylvinylsilane

A1479, V0067

Typical Procedure:
A THF solution of TASF (1.0 M solution, 0.40 mL, 0.40 mmol) is added to trimethylvinylsilane (40 mg, 0.40 mmol) and allylpalladium chloride dimer (2.7 mg, 0.0075 mmol) dissolved in HMPA (0.3 mL) at 0 °C under an argon atmosphere. 1-Iodonaphthalene (76 mg, 0.30 mmol) is injected to the resulting solution, and the mixture is stirred at 50 °C for 2 h. After completion of the reaction, the bulk of the solvent is removed by passing the reaction mixture through a silica gel column with pentane as the eluent. Evaporation of the pentane under reduced pressure gives pure 1-vinylnaphthalene (42 mg, Y. 98%).

References


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