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Bis(triphenylphosphine)palladium dichloride - Pd 15.2%, high purity , CAS No.13965-03-2

17 Citations

Pd 15.2%

CAS#: 13965-03-2
Formula: C₃₆H₃₀Cl₂P₂Pd
Molecular Weight: 701.9
Beilstein Registry Number: 4935975
EC Number: 237-744-2
MDL number: MFCD00009593
PubChem CID: 6102075
PubChem SID: 488195681

Item Number

D109544

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SKU	Size	Availability	Price
D109544-1g	1g	In stock	$46.90
D109544-5g	5g	In stock	$184.90
D109544-10g	10g	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$331.90
D109544-25g	25g	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$744.90
D109544-100g	100g	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$2,383.90

View related series

Element classified compounds Palladium catalyst

Basic Description

Synonyms	Umicore CX73 \| Bis(triphenylphosphine)palladium(II) dichloride, ChemDose(TM) tablets, Loading: 1mumol per tablet \| PDCL2(PPH3)2 \| 6,6'-((1E,1'E)-(4-Methyl-1,3-phenylene)bis(diazene-2,1-diyl))bis(4-methylbenzene-1,3-diamine) \| Dichlorobis(triphenylphosphin
Specifications & Purity	Pd 15.2%
Storage Temp	Argon charged
Shipped In	Normal
Product Description	Application Bis(triphenylphosphine)palladium(II) dichloride is an organometallic complex. It is an efficient cross-coupling catalyst for C-C coupling reaction, such as Negishi coupling, Suzuki coupling, Sonogashira coupling and Heck coupling reaction.Detection of bis(triphenylphosphine)palladium(II) dichloride by electrospray ionization quadrupole ion trap mass spectrometry using different imidazolium salts as the charge carrier has been reported.It is employed as catalyst for the Heck reaction medium. Bis(triphenylphosphine)palladium(II) dichloride is an organometallic complex. It is an efficient cross-coupling catalyst for C-C coupling reaction, such as Negishi coupling, Suzuki coupling, Sonogashira coupling and Heck coupling reaction.Detection of bis(triphenylphosphine)palladium(II) dichloride by electrospray ionization quadrupole ion trap mass spectrometry using different imidazolium salts as the charge carrier has been reported.It is employed as catalyst for the Heck reaction medium. Palladium-catalyzed coupling of iodo-α-β-unsaturated esters to afford tetrasubstituted olefins Product class M-P, Homogeneous Catalysts, Monodentate Ligands, Phosphorus Ligands - Achiral Reaction type Cross Coupling Reactions with Arenes, Carbonylation, Mizoroki Heck Coupling Reaction, Sonogashira-Hagihara Coupling Reaction, Stille Reaction, Cyclization, Oxidation, Reduction Chemical properties Chemical formula C36H30Cl2P2Pd Empirical formula [Pd(PPh3)2Cl2] Molecular weight 701.91 Metal Pd Theoretical metal content 15 Physical state powder Color yellow Applications & references 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) Mild and effective direct palladium catalyzed C-H alkynylation of electron-rich heterocycles. Synthesis of spiro-indane-oxindoles with a tandem Heck / C-H functionalization. Reference: Angew. Chem. Int. Ed. 2008, 47, 4711. (DOI: 10.1002/anie.200800549) Palladium catalyzed intermolecular decarboxylative coupling in the presence of reactive C-H groups. Reference: J. Org. Chem. 2010, 75, 1550. (DOI: 10.1021/jo9022793) High yielding Palladium catalyzed C-H arylation of electron-enriched heteroarenes with aryl bromides. Reference: J. Org. Chem. 2010, 75, 6998. (DOI: 10.1021/jo101433g)

Names and Identifiers

Pubchem Sid	488195681
Pubchem Sid Url	https://pubchem.ncbi.nlm.nih.gov/substance/488195681
IUPAC Name	dichloropalladium;triphenylphosphane
INCHI	InChI=1S/2C18H15P.2ClH.Pd/c21-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;;;/h21-15H;2*1H;/q;;;;+2/p-2
InChi Key	YNHIGQDRGKUECZ-UHFFFAOYSA-L
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.Cl[Pd]Cl
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.Cl[Pd]Cl
WGK Germany	3
PubChem CID	6102075
Molecular Weight	701.9
Beilstein	4935975
Reaxy-Rn	13172189

Certificates

Certificate of Analysis(COA)

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14 results found

Lot Number	Certificate Type	Date	Item
J2122485	Certificate of Analysis	Jul 07, 2023	D109544
B2317720	Certificate of Analysis	Feb 24, 2023	D109544
B2317738	Certificate of Analysis	Feb 24, 2023	D109544
B2317644	Certificate of Analysis	Feb 22, 2023	D109544
B2317650	Certificate of Analysis	Feb 22, 2023	D109544
B2317676	Certificate of Analysis	Feb 22, 2023	D109544
B2317723	Certificate of Analysis	Feb 22, 2023	D109544
D2412065	Certificate of Analysis	Feb 22, 2023	D109544
K2317115	Certificate of Analysis	Feb 22, 2023	D109544
L2213493	Certificate of Analysis	Dec 26, 2022	D109544
J2221142	Certificate of Analysis	Oct 28, 2022	D109544
J2221144	Certificate of Analysis	Oct 28, 2022	D109544
J2221148	Certificate of Analysis	Oct 28, 2022	D109544
J2221155	Certificate of Analysis	Oct 28, 2022	D109544

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Chemical and Physical Properties

Solubility	Yellow. Insoluble in water. Soluble in toluene and benzene, slightly soluble in acetone and chloroform.
Sensitivity	Moisture & Heat sensitive
Melt Point(°C)	297-298°C

Safety and Hazards(GHS)

Pictogram(s)	GHS07
Signal	Warning
Hazard Statements	H315:Causes skin irritation H319:Causes serious eye irritation 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. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. 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. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P301+P317:IF SWALLOWED: Get medical help. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help.
WGK Germany	3
Reaxy-Rn	13172189

Citations of This Product

1. Chun-Ying Xu, Yuan-Yuan Cui, Cheng-Xiong Yang. (2024) Fabrication of magnetic Fe3O4 doped β-cyclodextrin microporous organic network for the efficient extraction of endocrine disrupting chemicals from food takeaway boxes. JOURNAL OF CHROMATOGRAPHY A, 1715 (464625). [PMID:38171066]
2. Nan Yin, Weibin Chen, Yong Yang, Zheng Tang, Panjie Li, Xiaoyue Zhang, Lanqin Tang, Tianyu Wang, Yang Wang, Yong Zhou, Zhigang Zou. (2023) Tröger's base derived 3D-porous aromatic frameworks with efficient exciton dissociation and well-defined reactive site for near-unity selectivity of CO2 photo-conversion. CHINESE JOURNAL OF CATALYSIS, 51 (168). [PMID:28191889]
3. Liandong Ye, Min Liu, Xiao Wang, Zhihong Yu, Zhihao Huang, Nianchen Zhou, Zhengbiao Zhang, Xiulin Zhu. (2023) Sequence effect on the self-assembly of discrete amphiphilic co-oligomers with fluorene-azobenzene semirigid backbones. RSC Advances, 13 (35): (24181-24190). [PMID:37575403]
4. Shuang Chen, Qi Ji, Lingqian Kong, Xiuping Ju, Jinsheng Zhao. (2017) The Electrochromic Properties of an Alternative Copolymer Containing benzo[1,2-b:4,5-b']dithiophene as the Electron Donor and Benzoselenadiazole as the Electron Acceptor Units. International Journal of Electrochemical Science, 12 (3398). [PMID:]
5. Shaowen Pei, Xiuping Ju, Jinsheng Zhao, Hongmei Du. (2019) Synthesis and Electrochromic Properties of Two Random Copolymers Containing Benzotriazole, Benzothiadiazole as Electron Acceptors and Benzodithiophene or Indacenodithiophene as Electron Donors. International Journal of Electrochemical Science, 14 (6643). [PMID:]
6. Shuang Chen, Lingqian Kong, Chaolei Ban, Jinsheng Zhao, Hongmei Du. (2018) Synthesis and Characterization of Four Random copolymers Containing Fluorene as Electron Donors and Benzotriazole, Benzothiadiazole, Pyrido[3,4-b]pyrazine as Electron Acceptors. International Journal of Electrochemical Science, 13 (9964). [PMID:]
7. Huiqian Yang, Min Wang, Tingting Yang, Chunxia Li, Aifeng Li, Jinsheng Zhao. (2022) Noble-Metal-Free Cu-N/C Supramolecular Catalyst for Highly Efficient Oxygen Reduction Reaction in Neutral Conditions. International Journal of Electrochemical Science, 17 (220432). [PMID:]
8. Zipeng He, Binhua Mei, Hongmei Chu, Yanjun Hou, Haijun Niu. (2023) D–A Structural Oligomers Containing Benzothiadiazole or Benzophenone as Novel Multifunctional Materials for Electrochromic and Photodetector Devices. Polymers, 15 (10): (2274). [PMID:37242849]
9. Shi Zhichun, Wen Jiaxiang, Zhao Yingnan, Wang Jianjun, Li Jun, Zhao Ming, Teraguchi Masahiro, Aoki Toshiki, Kaneko Takashi. (2023) Novel synthesis of porous one-handed helical poly(substituted phenylacetylene) bearing betulin derivatives pendant groups. POLYMER JOURNAL, 55 (3): (203-211). [PMID:]
10. Li Chen, Xiang Li, Mengmeng Xiong, Yimei Zhao, Suyi Liu, Cao Li, Kai Wang. (2023) Development of novel nanoporphyrin biomaterials for NIR-II activated photothermal therapy against tumor in vivo. MATERIALS & DESIGN, 225 (111532). [PMID:]
11. Ming Duan, Gang Wu, Tianbin Gu, Xiaohui Jiang, Lei Zhao, Limei Zhou, Yunwen Liao, Qiang Pu. (2022) Conductive and anticorrosive poly(N-alkyl-2-(4-hydroxybut-2-ynyl) pyridinium bromides): Synthesis and characterization. JOURNAL OF POLYMER SCIENCE, 60 (9): (1468-1479). [PMID:]
12. Xiunan Zhang, Jingkang Wang, Fei Yu, Xiaowei Cheng, Yunhui Hao, Yue Liu, Xin Huang, Ting Wang, Hongxun Hao. (2022) Influence of additives on the polymorphic manipulation of organic fluorescent crystals and its mechanism. CRYSTENGCOMM, 24 (4): (854-862). [PMID:]
13. Chen Junjie, Chen Longqi, Wu Yinglong, Fang Yichang, Zeng Fang, Wu Shuizhu, Zhao Yanli. (2021) A H2O2-activatable nanoprobe for diagnosing interstitial cystitis and liver ischemia-reperfusion injury via multispectral optoacoustic tomography and NIR-II fluorescent imaging. Nature Communications, 12 (1): (1-15). [PMID:34824274]
14. Zhentao Li, Changjun Hu, Zhuang Hu, Yuanyuan Fu, Zilin Chen. (2022) Facile synthesis of novel multifunctional β-cyclodextrin microporous organic network and application in efficient removal of bisphenol A from water. CARBOHYDRATE POLYMERS, 276 (118786). [PMID:34823797]
15. Shuang Chen, Shukun Wang, Xin Xue, Jinsheng Zhao, Hongmei Du. (2021) The Synthesis of a Covalent Organic Framework from Thiophene Armed Triazine and EDOT and Its Application as Anode Material in Lithium-Ion Battery. Polymers, 13 (19): (3300). [PMID:34641116]
16. Meiling Liu,Jianhui Deng,Cailang Lai,Qiong Chen,Qiangqing Zhao,Youyu Zhang,Haitao Li,Shouzhuo Yao. (2012-11-13) Synthesis, characterization of conjugated oligo-phenylene-ethynylenes and their supramolecular interaction with β-cyclodextrin for salicylaldehyde detection.. Talanta, 100 (229-238). [PMID:23141331]
17. He, et al.. (2020) Engineering of amino microporous organic network on zeolitic imidazolate framework-67 derived nitrogen-doped carbon for efficient magnetic extraction of plant growth regulators.. Talanta, 224 (121876-121876). [PMID:33379085]

References

1. Alison B Lemay, Katarina S Vulic, William W Ogilvie,. (2006-04-22) Single-isomer tetrasubstituted olefins from regioselective and stereospecific palladium-catalyzed coupling of beta-chloro-alpha-iodo-alpha,beta-unsaturated esters.. The Journal of organic chemistry, 71 ((9)): ( 3615-3618 ). [PMID:16626150]
2. Chun-Ying Xu, Yuan-Yuan Cui, Cheng-Xiong Yang. (2024) Fabrication of magnetic Fe3O4 doped β-cyclodextrin microporous organic network for the efficient extraction of endocrine disrupting chemicals from food takeaway boxes. JOURNAL OF CHROMATOGRAPHY A, 1715 (464625). [PMID:38171066]
3. Nan Yin, Weibin Chen, Yong Yang, Zheng Tang, Panjie Li, Xiaoyue Zhang, Lanqin Tang, Tianyu Wang, Yang Wang, Yong Zhou, Zhigang Zou. (2023) Tröger's base derived 3D-porous aromatic frameworks with efficient exciton dissociation and well-defined reactive site for near-unity selectivity of CO2 photo-conversion. CHINESE JOURNAL OF CATALYSIS, 51 (168). [PMID:28191889]
4. Liandong Ye, Min Liu, Xiao Wang, Zhihong Yu, Zhihao Huang, Nianchen Zhou, Zhengbiao Zhang, Xiulin Zhu. (2023) Sequence effect on the self-assembly of discrete amphiphilic co-oligomers with fluorene-azobenzene semirigid backbones. RSC Advances, 13 (35): (24181-24190). [PMID:37575403]
5. Shuang Chen, Qi Ji, Lingqian Kong, Xiuping Ju, Jinsheng Zhao. (2017) The Electrochromic Properties of an Alternative Copolymer Containing benzo[1,2-b:4,5-b']dithiophene as the Electron Donor and Benzoselenadiazole as the Electron Acceptor Units. International Journal of Electrochemical Science, 12 (3398). [PMID:]
6. Shaowen Pei, Xiuping Ju, Jinsheng Zhao, Hongmei Du. (2019) Synthesis and Electrochromic Properties of Two Random Copolymers Containing Benzotriazole, Benzothiadiazole as Electron Acceptors and Benzodithiophene or Indacenodithiophene as Electron Donors. International Journal of Electrochemical Science, 14 (6643). [PMID:]
7. Shuang Chen, Lingqian Kong, Chaolei Ban, Jinsheng Zhao, Hongmei Du. (2018) Synthesis and Characterization of Four Random copolymers Containing Fluorene as Electron Donors and Benzotriazole, Benzothiadiazole, Pyrido[3,4-b]pyrazine as Electron Acceptors. International Journal of Electrochemical Science, 13 (9964). [PMID:]
8. Huiqian Yang, Min Wang, Tingting Yang, Chunxia Li, Aifeng Li, Jinsheng Zhao. (2022) Noble-Metal-Free Cu-N/C Supramolecular Catalyst for Highly Efficient Oxygen Reduction Reaction in Neutral Conditions. International Journal of Electrochemical Science, 17 (220432). [PMID:]
9. Zipeng He, Binhua Mei, Hongmei Chu, Yanjun Hou, Haijun Niu. (2023) D–A Structural Oligomers Containing Benzothiadiazole or Benzophenone as Novel Multifunctional Materials for Electrochromic and Photodetector Devices. Polymers, 15 (10): (2274). [PMID:37242849]
10. Shi Zhichun, Wen Jiaxiang, Zhao Yingnan, Wang Jianjun, Li Jun, Zhao Ming, Teraguchi Masahiro, Aoki Toshiki, Kaneko Takashi. (2023) Novel synthesis of porous one-handed helical poly(substituted phenylacetylene) bearing betulin derivatives pendant groups. POLYMER JOURNAL, 55 (3): (203-211). [PMID:]
11. Li Chen, Xiang Li, Mengmeng Xiong, Yimei Zhao, Suyi Liu, Cao Li, Kai Wang. (2023) Development of novel nanoporphyrin biomaterials for NIR-II activated photothermal therapy against tumor in vivo. MATERIALS & DESIGN, 225 (111532). [PMID:]
12. Ming Duan, Gang Wu, Tianbin Gu, Xiaohui Jiang, Lei Zhao, Limei Zhou, Yunwen Liao, Qiang Pu. (2022) Conductive and anticorrosive poly(N-alkyl-2-(4-hydroxybut-2-ynyl) pyridinium bromides): Synthesis and characterization. JOURNAL OF POLYMER SCIENCE, 60 (9): (1468-1479). [PMID:]
13. Xiunan Zhang, Jingkang Wang, Fei Yu, Xiaowei Cheng, Yunhui Hao, Yue Liu, Xin Huang, Ting Wang, Hongxun Hao. (2022) Influence of additives on the polymorphic manipulation of organic fluorescent crystals and its mechanism. CRYSTENGCOMM, 24 (4): (854-862). [PMID:]
14. Chen Junjie, Chen Longqi, Wu Yinglong, Fang Yichang, Zeng Fang, Wu Shuizhu, Zhao Yanli. (2021) A H2O2-activatable nanoprobe for diagnosing interstitial cystitis and liver ischemia-reperfusion injury via multispectral optoacoustic tomography and NIR-II fluorescent imaging. Nature Communications, 12 (1): (1-15). [PMID:34824274]
15. Zhentao Li, Changjun Hu, Zhuang Hu, Yuanyuan Fu, Zilin Chen. (2022) Facile synthesis of novel multifunctional β-cyclodextrin microporous organic network and application in efficient removal of bisphenol A from water. CARBOHYDRATE POLYMERS, 276 (118786). [PMID:34823797]
16. Shuang Chen, Shukun Wang, Xin Xue, Jinsheng Zhao, Hongmei Du. (2021) The Synthesis of a Covalent Organic Framework from Thiophene Armed Triazine and EDOT and Its Application as Anode Material in Lithium-Ion Battery. Polymers, 13 (19): (3300). [PMID:34641116]
17. Meiling Liu,Jianhui Deng,Cailang Lai,Qiong Chen,Qiangqing Zhao,Youyu Zhang,Haitao Li,Shouzhuo Yao. (2012-11-13) Synthesis, characterization of conjugated oligo-phenylene-ethynylenes and their supramolecular interaction with β-cyclodextrin for salicylaldehyde detection.. Talanta, 100 (229-238). [PMID:23141331]
18. He, et al.. (2020) Engineering of amino microporous organic network on zeolitic imidazolate framework-67 derived nitrogen-doped carbon for efficient magnetic extraction of plant growth regulators.. Talanta, 224 (121876-121876). [PMID:33379085]

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