Basic Description

Synonyms

tetrakis(triphenylphosphine)-palladium(0) | Pd(PPh3)4

Specifications & Purity

≥99%

Storage Temp

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Product Description

A high-yielding catalyst used in coupling reactions.

Product class

M-P, Homogeneous Catalysts, Monodentate Ligands, Phosphorus Ligands - Achiral

Reaction type

Cross Coupling Reactions with Arenes, Amination, Buchwald-Hartwig Aminaton, Carbonylation, Hiyama Coupling Reaction, Mizoroki Heck Coupling Reaction, Negishi Coupling Reaction, Sonogashira-Hagihara Coupling Reaction, Stille Reaction, Suzuki-Miyaura Coupling Reaction, Cyclization, Isomerization, Oxidation, Reduction

Chemical properties

Chemical formula

C72H60P4Pd

Empirical formula

[Pd(PPh3)4]

Molecular weight

1155.58

Metal

Theoretical metal content

Physical state

crystalline

Color

yellow

Applications & references

Suzuki coupling reaction as key synthesis step in the preparation of the chiral, nonracemic 3-aryl piperidine (OSU 6162), a potential central nervous system agent.

Reference: Org. Proc. Res. Dev. 2003, 7, 385. (DOI: 10.1021/op025620u)

Aryl-aryl Negishi coupling reaction in the preparation of 5-[2-Methoxy-5-(4-pyridinyl)phenyl]-2,1,3-benzoxadiazole (PDE472), a selective inhibitor of the phosphodiesterase PDE4D isoenzyme, which is well known as drug target for the treatment of asthma.

Reference: Org. Proc. Res. Dev. 2003, 7, 436. (DOI: 10.1021/op025615q)

Palladium catalyzed synthesis of trans-1,2-diazetidines by cyclization of 2,3-allenyl hydrazines with aryl halides.

Reference: Angew. Chem. Int. Ed. 2008, 47, 4581. (DOI: 10.1021/anie.200800364)

Palladium catalyzed cross coupling reaction of α-diazocarbonyl compounds with arylboronic acids providing access to α-aryl substituted α,β-unsaturated carbonyl compounds.

Reference: J. Am. Chem. Soc. 2008, 130, 1566. (DOI: 10.1021/ja0782293)

Palladium catalyzed intermolecular decarboxylative coupling in the presence of reactive C-H groups.

Reference: J. Org. Chem. 2010, 75, 1550. (DOI: 10.1021/jo9022793)

Names and Identifiers

IUPAC Name	palladium;triphenylphosphane
INCHI	InChI=1S/4C18H15P.Pd/c41-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;/h41-15H;
InChi Key	NFHFRUOZVGFOOS-UHFFFAOYSA-N
Canonical SMILES	C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.[Pd]
Isomeric SMILES	C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.[Pd]
WGK Germany	3
PubChem CID	11979704
Molecular Weight	1155.56
Beilstein	6704828
Reaxy-Rn	6704828

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

Find and download the COA for your product by matching the lot number on the packaging.

27 results found

Lot Number	Certificate Type	Date	Item
H2413622	Certificate of Analysis	Jul 08, 2024	T359229
H2413621	Certificate of Analysis	Jul 08, 2024	T359229
H2413620	Certificate of Analysis	Jul 08, 2024	T359229
D2430131	Certificate of Analysis	Apr 13, 2024	T359229
D2430132	Certificate of Analysis	Apr 13, 2024	T359229
D2430133	Certificate of Analysis	Apr 13, 2024	T359229
C2419475	Certificate of Analysis	Mar 09, 2024	T359229
C2419476	Certificate of Analysis	Mar 09, 2024	T359229
C2419477	Certificate of Analysis	Mar 09, 2024	T359229
L2318464	Certificate of Analysis	Dec 07, 2023	T359229
L2318463	Certificate of Analysis	Dec 07, 2023	T359229
L2318462	Certificate of Analysis	Dec 07, 2023	T359229
G2310161	Certificate of Analysis	Jun 15, 2023	T359229
K2302101	Certificate of Analysis	Jun 15, 2023	T359229
G2310163	Certificate of Analysis	Jun 15, 2023	T359229
G2310160	Certificate of Analysis	Jun 15, 2023	T359229
G2310159	Certificate of Analysis	Jun 15, 2023	T359229
B23011031	Certificate of Analysis	Dec 08, 2022	T359229
B2301731	Certificate of Analysis	Dec 08, 2022	T359229
B2301728	Certificate of Analysis	Dec 08, 2022	T359229
B2301725	Certificate of Analysis	Dec 08, 2022	T359229
I2222343	Certificate of Analysis	Sep 05, 2022	T359229
I2222346	Certificate of Analysis	Sep 05, 2022	T359229
I2222347	Certificate of Analysis	Sep 05, 2022	T359229
K2207089	Certificate of Analysis	Sep 05, 2022	T359229
K2229702	Certificate of Analysis	Sep 05, 2022	T359229
F2309019	Certificate of Analysis	Sep 05, 2022	T359229

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Chemical and Physical Properties

Solubility	Soluble in 1% Toluene.
Sensitivity	Heat, Light, Air, Moisture Sensitive.
Melt Point(°C)	103-107°C

Safety and Hazards(GHS)

Pictogram(s)	GHS07
Signal	Warning
Hazard Statements	H413:May cause long lasting harmful effects to aquatic life H302:Harmful if swallowed H317:May cause an allergic skin reaction
Precautionary Statements	P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P273:Avoid release to the environment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P270:Do not eat, drink or smoke when using this product. P272:Contaminated work clothing should not be allowed out of the workplace. P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention. P362+P364:Take off contaminated clothing and wash it before reuse. P330:Rinse mouth. P301+P317:IF SWALLOWED: Get medical help.
WGK Germany	3
Reaxy-Rn	6704828

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T359229-1g	1g	In stock	$42.90
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Tetrakis(triphenylphosphine)palladium(0) - 99%, high purity , CAS No.14221-01-3