Tetrakis(triphenylphosphine)palladium(0) - ≥99.9% metals basis , CAS No.14221-01-3

CAS: 14221-01-3 Cat. No.: T294371 Molecular Weight: 1155.56 Beilstein Registry Number: 6704828 EC Number: 238-086-9 PubChem CID: 11979704
AVAILABLE TO ORDER
GRADE & PURITY ≥99.9% metals basis
Synonyms
Pd(PPh3)4 | Palladium-tetrakis(triphenylphosphine) | Tetra(triphenylphosphine)palladium | BCP03713 | NFHFRUOZVGFOOS-UHFFFAOYSA-N | tetrakis (triphenylphosphine) palladium(0) | tetrakis (triphenylphosphine)-palladium(0) | Vinorelbin | BP-21267 | EX-A6854 |
Storage
Store at -20°C,Argon charged
Shipped In
Ice chest + Ice pads
 ·  off list, applied to all prices below.
Size
Status
Price
Qty
500mg
T294371-500mg
4
$119.90
1g
T294371-1g
2
$205.90
5g
T294371-5g
2
$411.90
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Why this grade

≥99.9% metals basis for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -20°C,Argon charged Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 165 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

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

Pd

Theoretical metal content

9

Physical state

crystalline

Color

yellow

Metal purity

99.9%

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)

Specifications

Synonyms
Pd(PPh3)4 | Palladium-tetrakis(triphenylphosphine) | Tetra(triphenylphosphine)palladium | BCP03713 | NFHFRUOZVGFOOS-UHFFFAOYSA-N | tetrakis (triphenylphosphine) palladium(0) | tetrakis (triphenylphosphine)-palladium(0) | Vinorelbin | BP-21267 | EX-A6854 |
Specifications & Purity
≥99.9% metals basis
Storage
Store at -20°C, Argon charged
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Purity
≥99.9% metals basis
Names and Identifiers
Pubchem Sid488197826
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/488197826
Canonical SmilesC1=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]
IUPAC Namepalladium;triphenylphosphane
InChIKeyNFHFRUOZVGFOOS-UHFFFAOYSA-N
INCHI1S/4C18H15P.Pd/c4*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;/h4*1-15H;
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

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassPhenylphosphines and derivatives
Intermediate Tree Nodes Not available
Direct ParentPhenylphosphines and derivatives
Alternative Parents Organic phosphines and derivatives  Organic transition metal salts  Hydrocarbon derivatives  
Molecular FrameworkNot available
Substituents Triphenylphosphine - Phenylphosphine - Phosphine - Organic transition metal salt - Hydrocarbon derivative - Organophosphorus compound - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as phenylphosphines and derivatives. These are compounds containing a phenylphosphine, which consists of phosphine substituent bound to a phenyl group.
External Descriptors Not available
3D Structure
Interactive Chemical Structure Model





Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

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

19 results found

Lot NumberCertificate TypeDateItem
D2429449Certificate of AnalysisFeb 05, 2026 T294371
K2510091Certificate of AnalysisJul 07, 2025 T294371
G2529517Certificate of AnalysisJul 07, 2025 T294371
D2602045Certificate of AnalysisJul 07, 2025 T294371
G2529515Certificate of AnalysisJul 07, 2025 T294371
G2529516Certificate of AnalysisJul 07, 2025 T294371
C23241258Certificate of AnalysisDec 20, 2024 T294371
C23241226Certificate of AnalysisDec 20, 2024 T294371
C23241217Certificate of AnalysisDec 20, 2024 T294371
L2412738Certificate of AnalysisDec 04, 2024 T294371
J2424793Certificate of AnalysisOct 12, 2024 T294371
J2424794Certificate of AnalysisOct 12, 2024 T294371
J2424795Certificate of AnalysisOct 12, 2024 T294371
D2429451Certificate of AnalysisApr 07, 2024 T294371
D2429450Certificate of AnalysisApr 07, 2024 T294371
C23241218Certificate of AnalysisFeb 06, 2023 T294371
K2219273Certificate of AnalysisAug 27, 2022 T294371
K2219274Certificate of AnalysisAug 27, 2022 T294371
K2219282Certificate of AnalysisAug 27, 2022 T294371

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Chemical and Physical Properties
SolubilitySoluble in 1% Toluene.
SensitivityHeat, Light, Air, Moisture Sensitive.
Melt Point(°C)103-107°C
Molecular Weight1155.600 g/mol
XLogP3
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count0
Rotatable Bond Count12
Exact Mass1154.27 Da
Monoisotopic Mass1154.27 Da
Topological Polar Surface Area0.000 Ų
Heavy Atom Count77
Formal Charge0
Complexity202.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count5
Documents & Articles
One-Stop Handbook for Palladium-Catalyzed Reactions: Catalytic Cycles, Deactivation Troubleshooting, Ligand/Precatalyst Selection, and an Aladdin Reference List
Strategies and Progress in the Asymmetric Catalytic Synthesis of Chiral 1,2-Bis(boronic) Esters: Route Types, Selectivity Challenges, and Sequential Site Utilization (with Product Selection Navigator and Tables 1–4)
From Piperidine to Pyridine: The “Most Common N-Heterocycle” Shift in FDA Small-Molecule New Drugs (2013–2023) and a Selection Guide (Tables 1–4)
Light-Emitting Polymers (LEPs): A Practical Panorama - A Core PL/EL Mechanistic Framework, Material Family Map, and Structural “Design Knobs” (including Product Tables 1–4 and a selection guide)
A Practical Guide to Organozinc Reagents for Synthesis (Organozinc Reagents): Structural Features, Key Reactions, and a Practical Selection Navigation (Including Aladdin Product Tables)
Make “Aryl Chlorides + Low Pd Loading + Scale-Up Reproducibility” Reliable: The Initiation and Durability Logic of Pd–NHC (Palladium–N-Heterocyclic Carbene) Cross-Coupling (with Selection Navigation and Product Tables)
Choosing Boron Sources to Make Reactions Robust: How Boronic Acids, Boronate Esters, BF₃K Salts, and MIDA Improve Suzuki–Miyaura Start-Up and Scale-Up Reproducibility (with Product Tables 1–5)
How to Make the Suzuki–Miyaura Reaction Robust: Pinpoint the Bottleneck and Lock in a Reproducible Operating Window (with Selection Navigation and Product Tables 1–5)
Haloheterocycles and Cross-Coupling: A Research-Oriented Selection Framework from Substrate Identification to Bond-Forming Routes (Including Product Navigation and Tables 1–5)
Understanding Cbz (Benzyloxycarbonyl): Selection Logic and Practical Value of a Classical Amino Protecting Group
Selection Logic for the Teoc Amino Protecting Group: From Fluoride-Triggered Deprotection to Orthogonal Protecting-Group Design
Experimental Selection Logic for C-C Bond Construction: Understanding Fragment Coupling, Carbonyl Chain Extension, Olefination, and Late-Stage Bond-Forming Pathways by Bond-Forming Task
Reaction Selection in Small-Molecule Synthesis: From Transformation-Type Assessment to Experimental Route Screening
Experimental Decision-Making for Cross-Coupling Reactions: Target Bond Type, Substrate Combination, and Catalytic System Selection
Citations of This Product
References
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122. Zengfang Huang, Chaoyue Zhou, Xiaotong Zhang, Haoyu Xue, Wenxi Liao, Liucheng Mao, Jinying Yuan, Lei Tao, Yen Wei.  (2024)  Polymerizable aggregation-induced emission enhancement (AEE) dyes with D-A-D’ structure basing on phenothiazine and tetraphenylethylene for fluorescent particles and their application in cell imaging.  EUROPEAN POLYMER JOURNAL,      [PMID:] [10.1016/j.eurpolymj.2024.113643]
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124. Yixuan Xu, Changchang Teng, Yating Wang, Dejia Chen, Dalong Yin, Lifeng Yan.  (2024)  Self-enhanced regulation of stable organic radicals with polypeptide nanoparticles for mild second near-infrared phototheranostics.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:38729006] [10.1016/j.jcis.2024.05.032]
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129. Wenjuan Chen, Lingqi Meng, Jinmiao Sun, Manman Mu, Xiaohong Yin.  (2024)  Vinyl-containing covalent organic frameworks co-polymerized with imidazolium ionic liquids for the efficient cycloaddition of CO2 with epoxides.  POLYMER,      [PMID:] [10.1016/j.polymer.2024.127639]
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132. Huan Huang, Guocheng Zhou, Zhiyuan Meng, Ting Li, Linfeng Sun, Zhonglong Wang, Yiqin Yang.  (2025)  A novel flavonol-based self-assembled sensor with high sensitivity to biogenic amines and application in detection of fish and prawn freshness.  FOOD CONTROL,      [PMID:] [10.1016/j.foodcont.2025.111645]
133. Bai-Chen Liu, Bo Tu, Dong-Jin Qian.  (2025)  Photoluminescence Nanoarchitectonics Regulated by Aggregation-Induced Emission and FRET in Aggregates and Langmuir–Blodgett Films of Tetraphenylethylene Derivatives.  LANGMUIR,      [PMID:40983882] [10.1021/acs.langmuir.5c04200]
134. Linghui Tang, Yan Dong, Mingxue Cui, Nan Yao, Yue Wang.  (2023)  A triphenylamine based fluorescent probe for Zn2+ detection and its applicability in live cell imaging.  POLYHEDRON,      [PMID:] [10.1016/j.poly.2023.116759]
135. Chunping Ma, Qiankun Guo, Jinpeng Mo, Fengyuan Lin, Jiayi Chen, Dongdong Cao, Wenyang Xie, Keqi He, Xian Liu, Gaoyi Xie, Yancheng Wu, Yangfan Zhang, Jianrong Chen, Yen Wei.  (2023)  Monitoring and kinetic study of alkaline hydrolysis of polylactic acid fibrous membrane via aggregation-induced emission (AIE) technique.  Surfaces and Interfaces,      [PMID:] [10.1016/j.surfin.2023.103433]
136. Yixuan Tan, Yihan Ma, Chong Zhao, Zini Huang, Aiqing Zhang.  (2023)  Hybrid nanoparticles of tetraamino fullerene and benzothiadiazole fluorophore as efficient photosensitizers against multidrug-resistant bacteria.  JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY,      [PMID:] [10.1016/j.jphotochem.2023.114537]
137. Xiao Yang, Lian Duan, Xiaoqi Ran, Shixiong Yi.  (2021)  Conjugated microporous polymer bearing 1,3,4-oxadiazole and thienyl moieties for decomposition of organic dyes under visible light.  REACTIVE & FUNCTIONAL POLYMERS,      [PMID:] [10.1016/j.reactfunctpolym.2021.105051]
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153. Jiawei Lv, Cheng Zeng, Richao Shen, Shuangyu Dong, Yong Li, Sanbao Wang, Hongting Fan, Haowen Huang, Ziqiang Lei, Hengchang Ma, Zhiwang Yang.  (2025)  Compiling Modules of Photosensitizers and Quaternary Phosphonium Blocks into Materials’ Networks by co- Polymerization Strategy: An Effective Way to Fabricate Antimicrobial Agents to Against Drug Resistance.  Journal of Materials Chemistry B,      [PMID:40539568] [10.1039/D5TB00083A]
154. Shicong Liu, Yuanyuan Zhang, Dan Jia, Junqiu Liu, Chunxi Hou.  (2025)  Efficient Turn-On Fluorescent Sensor Based on Fluorescent Resonance Energy Transfer between 1,3,6,8-Tetra(4-pyridyl)pyrene and Gold Nanoparticles for Glutathione Detection.  ACS Omega,      [PMID:41179127] [10.1021/acsomega.5c05251]
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156. Huan Huang, Zhiyuan Meng, Yangmei Wu, Lingfeng Sun, Ting Li, Zhonglong Wang, Yiqin Yang.  (2025)  A novel fluorescent sensor with dual response to H2S/biothiols from flavonol derivative-grafted ethyl cellulose and its applications.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:41297811] [10.1016/j.ijbiomac.2025.149254]
157. Guangyu Xu, Qi Chen, Caijuan lu, Luxin Huang, Zhengfeng Hu, Muqing Qiu.  (2025)  Constructing crosslinked architecture in conjugated microporous polymers for highly efficient uranium (VI) photoreduction.  DALTON TRANSACTIONS,      [PMID:41369033] [10.1039/D5DT02520F]
158. Hongrui Lan, Qiuyu Wu, Jingyu Huang, Jianbo Ding, Xianghong Li, Chunya Li.  (2025)  New photo-activated NO donors based on cyclometalated ruthenium nitrosyls.  JOURNAL OF MOLECULAR STRUCTURE,      [PMID:] [10.1016/j.molstruc.2025.144838]
159. Ruru Chai, Jing Zeng, Alai Hailaxi, Yueling Song, Zhengchong Shen, Guixin Li.  (2025)  Construction of a Solvent Environment-Responsive AIECL Probe and Its Application in Electrochemiluminescence Sensing of Cysteine.  TALANTA,      [PMID:41455261] [10.1016/j.talanta.2025.129276]
160. Guangsen Tian, Shouzheng Li, Shaojia Song, Hongxi Zhao, Linfeng Zhang, Huadong Wu, Ye Luo, Jianding Li, Jia Guo, Qun Yi.  (2025)  Donor–acceptor engineering in conjugated polymer photocatalysts: thieno[3, 2-b]thiophene-dibenzothiophene sulfone copolymers for noble-metal-free visible-light hydrogen evolution.  Journal of Materials Chemistry A,      [PMID:] [10.1039/D5TA05975E]
161. Fuming Yang, Enpeng Xi, Yun Zhao, Gang Wang, Nan Gao, Guangshan Zhu.  (2025)  Porous aromatic framework-based sequential therapeutic strategy for the treatment of periodontitis.  Journal of Materials Chemistry B,      [PMID:41480774] [10.1039/D5TB02342D]
162. Yinuo Dong, Xu Zhang, Haoguo Yue, Libo Wang, Jinsheng Zhao, Fei Zhao, Zhengrong Wei, Junhong Zhang.  (2026)  Triindole-based donor-π-acceptor conjugated polymers for efficient photocatalytic hydrogen evolution: enhancing charge transport and light absorption.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:41548473] [10.1016/j.jcis.2026.139896]
163. Qiqi Wang, Yang He, Xia Feng, Yiping Zhao, Li Chen.  (2026)  Ultrarapid Electrosynthesis of HOF-102 Enables Multiscale Removal of Uremic Toxins.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.5c10548]
164. Gao Yuxuan, Kong Qiyu, Wang Jun, Sun Fengwei, Liu Xinyu, Wang Deliang, Li Jiangao, Yang Zhen.  (2026)  Well-tailored Photosensitizers with Boosted Type-I ROS Generation by Fluorination Strategy for Precise Near-infrared Fluorescence-guided Photodynamic Therapy.  CHEMICAL RESEARCH IN CHINESE UNIVERSITIES,      [PMID:] [10.1007/s40242-026-5314-y]
165. Lewei Wang, Ru Zhang, Datong Wu, Wenrong Cai, Junyao Li, Yong Kong.  (2026)  High Performance Enantioselective Separation Facilitated by Charged Chiral Covalent Organic Framework Membrane.  ACS Applied Materials & Interfaces,      [PMID:] [10.1021/acsami.6c03050]
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