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Bis(1,5-cyclooctadiene)nickel(0) - 96%, high purity , CAS No.1295-35-8

  • ≥96%
Item Number
B115561
Grouped product items
SKUSizeAvailabilityPrice Qty
B115561-1g
1g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$113.90
B115561-5g
5g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$435.90
B115561-10g
10g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$783.90

Basic Description

SynonymsBis(1,5-cyclooctadiene)nickel (0) | CS-0035192 | Bis(cyclooctadiene)nickel(0) | bis((1Z,5Z)-cycloocta-1,5-diene) nickel | Ni(COD)2 | Bis((1,2,5,6-eta)-1,5-cyclooctadiene)nickel | A805947 | MFCD00058902 | Nickel, bis((1,2,5,6-eta)-1,5-cyclooctadiene)- | Bi
Specifications & Purity≥96%
Storage TempStore at -20°C,Argon charged
Shipped InIce chest + Ice pads
Product Description

Reactant for:

• Oxidative addition reactions

Catalyst for:

• Asymmetric α-arylation and heteroarylation of ketones with chloroarenes

• Cross-coupling reactions

• Regioselective and stereoselective carboxylation/cyclization of allenyl aldehydes under a carbon dioxide atmosphere

• Methyl carboxylation of homopropargylic alcohols

• Stereoselective borylative ketone-diene coupling

• Cycloaddition of benzamides with internal alkynes

AI Insight

Names and Identifiers

IUPAC Name (1Z,5Z)-cycloocta-1,5-diene;nickel
INCHI InChI=1S/2C8H12.Ni/c2*1-2-4-6-8-7-5-3-1;/h2*1-2,7-8H,3-6H2;/b2*2-1-,8-7-;
InChi Key JRTIUDXYIUKIIE-KZUMESAESA-N
Canonical SMILES C1CC=CCCC=C1.C1CC=CCCC=C1.[Ni]
Isomeric SMILES C1/C=C\CC/C=C\C1.C1/C=C\CC/C=C\C1.[Ni]
WGK Germany 3
RTECS QR6135000
PubChem CID 6433264
UN Number 1325
Packing Group II
Molecular Weight 275.06
Reaxy-Rn 11341079

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.

14 results found

Lot NumberCertificate TypeDateItem
F2307214Certificate of AnalysisMar 19, 2024 B115561
F2307220Certificate of AnalysisMar 19, 2024 B115561
D23061356Certificate of AnalysisJan 11, 2024 B115561
K2218219Certificate of AnalysisAug 18, 2023 B115561
K2218224Certificate of AnalysisAug 18, 2023 B115561
A2203245Certificate of AnalysisJul 12, 2023 B115561
F2307219Certificate of AnalysisMay 30, 2023 B115561
D23061349Certificate of AnalysisDec 27, 2022 B115561
D23061358Certificate of AnalysisDec 27, 2022 B115561
D23061372Certificate of AnalysisDec 27, 2022 B115561
K2218191Certificate of AnalysisNov 04, 2022 B115561
A2203238Certificate of AnalysisOct 20, 2022 B115561
A2203249Certificate of AnalysisOct 20, 2022 B115561
H1913180Certificate of AnalysisApr 14, 2022 B115561

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Chemical and Physical Properties

SolubilitySoluble in benzene, toluene, terahydrofuran, ether, dimethyl formamide, hexamethylphosphoramide, N-methylpyrrolidinone. Insoluble in water.
SensitivityLight & Air & Moisture & heat Sensitive
Melt Point(°C)60°C
Molecular Weight275.050 g/mol
XLogP3
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count0
Rotatable Bond Count0
Exact Mass274.123 Da
Monoisotopic Mass274.123 Da
Topological Polar Surface Area0.000 Ų
Heavy Atom Count17
Formal Charge0
Complexity72.600
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count4
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds4
Covalently-Bonded Unit Count3

Safety and Hazards(GHS)

Pictogram(s) GHS08,   GHS07,   GHS02
Signal Danger
Hazard Statements

H351:Suspected of causing cancer

H317:May cause an allergic skin reaction

H334:May cause allergy or asthma symptoms or breathing difficulties if inhaled

H228:Flammable solid

H350:May cause cancer

Precautionary Statements

P261:Avoid breathing dust/fume/gas/mist/vapors/spray.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P370+P378:In case of fire: Use ... to extinguish.

P210:Keep away from heat, hot surface, sparks, open flames and other ignition sources. - No smoking.

P302+P352:IF ON SKIN: wash with plenty of water.

P321:Specific treatment (see ... on this label).

P405:Store locked up.

P501:Dispose of contents/container to ...

P240:Ground/bond container and receiving equipment.

P284:[In case of inadequate ventilation] Wear respiratory protection.

P241:Use explosion-proof [electrical/ventilating/lighting/.../] equipment.

P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing.

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.

P203:Obtain, read and follow all safety instructions before use.

P318:if exposed or concerned, get medical advice.

P342+P316:If experiencing respiratory symptoms: Get emergence medical help immediately.

WGK Germany 3
RTECS QR6135000
Reaxy-Rn 11341079
Class 4.1
RIDADR UN1325 - class 4.1 - PG 2 - Flammable solids, organic, n.o.s., HI: all

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Citations of This Product(11)

1. Yang Zhang, Rui Feng, Zhuo Chen, Tingting Zhao, Yanyun Ju, Shengliao Yan, Shaokun Song, Guanghui Zhao, Lijie Dong.  (2021)  Significantly enhancing energy storage performances of flexible dielectric film by introducing poly(1,4-anthraquinone).  EUROPEAN POLYMER JOURNAL,  152  (110486).  [PMID:] [10.1016/j.eurpolymj.2021.110486]
2. Jialing Kang, Mengjia Wang, Chenbao Lu, Changchun Ke, Pan Liu, Jinhui Zhu, Feng Qiu, Xiaodong Zhuang.  (2020)  Platinum Atoms and Nanoparticles Embedded Porous Carbons for Hydrogen Evolution Reaction.  Materials,  13  (7): (1513).  [PMID:32224913] [10.3390/ma13071513]
3. Xin Min, Xiaodong Fan.  (2019)  A New Strategy for the Synthesis of Hydroxyl Terminated Polystyrene-b-Polybutadiene-b-Polystyrene Triblock Copolymer with High Cis-1, 4 Content.  Polymers,  11  (4): (598).  [PMID:30960582] [10.3390/polym11040598]
4. Danyang Zhao, Yuyang Tian, Xiaofei Jing, Yun Lu, Guangshan Zhu.  (2018)  PAF-1@cellulose nanofibril composite aerogel for highly-efficient removal of bisphenol A.  Journal of Materials Chemistry A,  (1): (157-164).  [PMID:] [10.1039/C8TA09644A]
5. Zhen Wang, Sen Yan, Huang-Chen Cui, Guang Cheng, Hui Ma, Qing-Mei Zhang, Qing-Pu Zhang, Jun-Min Liu, Bien Tan, Chun Zhang.  (2018)  Porous Organic Polymer from Aggregation-Induced Emission Macrocycle for White-Light Emission.  MACROMOLECULES,  51  (19): (7863–7871).  [PMID:] [10.1021/acs.macromol.8b01632]
6. Jiajia Niu, Xiaolei Zhao, Yuanyuan Jin, Guotao Yang, Zhonghao Li, Juanjuan Wang, Ruiqi Zhao, Zhongyue Li.  (2018)  Determination of aromatic amines in the urine of smokers using a porous organic framework (JUC-Z2)-coated solid-phase microextraction fiber.  JOURNAL OF CHROMATOGRAPHY A,  1555  (37).  [PMID:29728266] [10.1016/j.chroma.2018.04.059]
7. Yang Tang, Song-Qing Zhao, Na Liu, Zong-Quan Wu.  (2018)  Facile synthesis of stereoregular helical poly(phenyl isocyanide)s and poly(3-hexylthiophene)-block-poly(phenyl isocyanide) copolymer using chiral π-allylnickel complexes as initiators.  POLYMER,  142  (52).  [PMID:] [10.1016/j.polymer.2018.03.024]
8. Ji Pinjun, Guo Lihua, Hu Xiaohui, Li Weimin.  (2017)  Ethylene polymerization by salicylaldimine Nickel(II) complexes derived from arylnaphthylamine.  JOURNAL OF POLYMER RESEARCH,  24  (2): (1-9).  [PMID:] [10.1007/s10965-017-1190-y]
9. Xiaohui Hu, Shengyu Dai, Changle Chen.  (2016)  Ethylene polymerization by salicylaldimine nickel(II) complexes containing a dibenzhydryl moiety.  DALTON TRANSACTIONS,  45  (4): (1496-1503).  [PMID:26673739] [10.1039/C5DT04408A]
10. Mingxue Wu, Gang Chen, Ping Liu, Weihong Zhou, Qiong Jia.  (2015)  Preparation of porous aromatic framework/ionic liquid hybrid composite coated solid-phase microextraction fibers and their application in the determination of organochlorine pesticides combined with GC-ECD detection.  ANALYST,  141  (1): (243-250).  [PMID:26579991] [10.1039/C5AN01372K]
11. Yuan-Yuan Zhu, Ting-Ting Yin, Xue-Liang Li, Ming Su, Ya-Xin Xue, Zhi-Peng Yu, Na Liu, Jun Yin, Zong-Quan Wu.  (2014)  Synthesis and Chiroptical Properties of Helical Polyallenes Bearing Chiral Amide Pendants.  MACROMOLECULES,  47  (20): (7021–7029).  [PMID:] [10.1021/ma5019022]

References

1. Adrian Tlahuext-Aca, Oscar Hernández-Fajardo, Alma Arévalo, Juventino J García,.  (2014-09-19)  Synthesis of tetra-substituted imidazoles and 2-imidazolines by Ni(0)-catalyzed dehydrogenation of benzylic-type imines..  Dalton transactions (Cambridge, England : 2003),  43  ((42)): ( 15997-16005 ).  [PMID:25232889]
2. Kai Schickedanz,Timo Trageser,Michael Bolte,Hans-Wolfram Lerner,Matthias Wagner.  (2015-09-15)  A boron-doped helicene as a highly soluble, benchtop-stable green emitter..  Chemical communications (Cambridge, England),  51  ((87)): (15808-15810).  [PMID:26366478]
3. Qiang Gao,Meng Yu,Yajuan Su,Meihua Xie,Xin Zhao,Peng Li,Peter X Ma.  (2017-01-31)  Rationally designed dual functional block copolymers for bottlebrush-like coatings: In vitro and in vivo antimicrobial, antibiofilm, and antifouling properties..  Acta biomaterialia,  51  (112-124).  [PMID:28131941]
4. Susann Wegner,Christina Rutz,Kai Schütte,Juri Barthel,Alexey Bushmelev,Annette Schmidt,Katharina Dilchert,Roland A Fischer,Christoph Janiak.  (2017-02-15)  Soft, Wet-Chemical Synthesis of Metastable Superparamagnetic Hexagonal Close-Packed Nickel Nanoparticles in Different Ionic Liquids..  Chemistry (Weinheim an der Bergstrasse, Germany),  23  ((26)): (6330-6340).  [PMID:28196305]
5. Selvam Mathi,Rudra Kumar,Rajaram K Nagarale,Ashutosh Sharma.  (2017-03-14)  Graphitic carbon coupled poly(anthraquinone) for proton shuttle flow-in-a-cell application..  Physical chemistry chemical physics : PCCP,  19  ((12)): (8447-8456).  [PMID:28287238]
6. Junpei Miyake,Ryunosuke Taki,Takashi Mochizuki,Ryo Shimizu,Ryo Akiyama,Makoto Uchida,Kenji Miyatake.  (2017-10-28)  Design of flexible polyphenylene proton-conducting membrane for next-generation fuel cells..  Science advances,  ((10)): (eaao0476-eaao0476).  [PMID:29075671]
7. Helen Larson,Danielle Schultz,Dipannita Kalyani.  (2019-09-25)  Ni-Catalyzed C-H Arylation of Oxazoles and Benzoxazoles Using Pharmaceutically Relevant Aryl Chlorides and Bromides..  The Journal of organic chemistry,  84  ((20)): (13092-13103).  [PMID:31550163]
8. Zhiqiang Tan,Huimin Su,Yiwen Guo,Huan Liu,Bo Liao,Abid Muhammad Amin,Qingquan Liu.  (2020-03-28)  Ferrocene-Based Conjugated Microporous Polymers Derived from Yamamoto Coupling for Gas Storage and Dye Removal..  Polymers,  12  ((3)):   [PMID:32213898]
9. Secil Öztürk,Yu-Xuan Xiao,Dennis Dietrich,Beatriz Giesen,Juri Barthel,Jie Ying,Xiao-Yu Yang,Christoph Janiak.  (2020-06-09)  Nickel nanoparticles supported on a covalent triazine framework as electrocatalyst for oxygen evolution reaction and oxygen reduction reactions..  Beilstein journal of nanotechnology,  11  (770-781).  [PMID:32509491]
10. Adam F Nugraha, Songmi Kim, Farid Wijaya, Byungchan Bae, Dongwon Shin,.  ( 2020-07-24)  Synthetic Approaches for Poly(Phenylene) Block Copolymers via Nickel Coupling Reaction for Fuel Cell Applications..  Polymers,  12  ((7)):   [PMID:32698517]
11. Raquel Sainz,María Del Pozo,Manuel Vilas-Varela,Jesús Castro-Esteban,María Pérez Corral,Luis Vázquez,Elías Blanco,Diego Peña,José A Martín-Gago,Gary J Ellis,María Dolores Petit-Domínguez,Carmen Quintana,Elena Casero.  (2020-09-05)  Chemically synthesized chevron-like graphene nanoribbons for electrochemical sensors development: determination of epinephrine..  Scientific reports,  10  ((1)): (14614-14614).  [PMID:32884078]
12. Jessica Wade,James N Hilfiker,Jochen R Brandt,Letizia Liirò-Peluso,Li Wan,Xingyuan Shi,Francesco Salerno,Seán T J Ryan,Stefan Schöche,Oriol Arteaga,Tamás Jávorfi,Giuliano Siligardi,Cheng Wang,David B Amabilino,Peter H Beton,Alasdair J Campbell,Matthew J Fuchter.  (2020-12-03)  Natural optical activity as the origin of the large chiroptical properties in π-conjugated polymer thin films..  Nature communications,  11  ((1)): (6137-6137).  [PMID:33262352]
13. Ruimao Hua,Hideaki Takeda,Shun-ya Onozawa,Yoshimoto Abe,Masato Tanaka.  (2007-01-16)  Nickel-catalyzed thioallylation of alkynes with allyl phenyl sulfides..  Organic letters,  ((2)): (263-266).  [PMID:17217280]
14. Tiziana Funaioli,Marino Cavazza,Maurizio Zandomeneghi,Francesco Pietra.  (2010-05-21)  On the chiroptical behavior of conjugated multichromophoric compounds of a new pseudoaromatic class: bicolchicides and biisocolchicides..  PloS one,  ((5)): (e10617-e10617).  [PMID:20485544]
15. Tsung-Han Lin,Tigran Margossian,Michele De Marchi,Maxime Thammasack,Dmitry Zemlyanov,Sudhir Kumar,Jakub Jagielski,Li-Qing Zheng,Chih-Jen Shih,Renato Zenobi,Giovanni De Micheli,David Baudouin,Pierre-Emmanuel Gaillardon,Christophe Copéret.  (2017-01-13)  Low-Temperature Wet Conformal Nickel Silicide Deposition for Transistor Technology through an Organometallic Approach..  ACS applied materials & interfaces,  ((5)): (4948-4955).  [PMID:28078888]
16. Quanyou Feng,Lei Yang,Yongliang Zhong,Dong Guo,Guoliang Liu,Linghai Xie,Wei Huang,Rong Tong.  (2018-04-21)  Stereoselective photoredox ring-opening polymerization of O-carboxyanhydrides..  Nature communications,  ((1)): (1559-1559).  [PMID:29674720]
17. Joachim Loup,Valentin Müller,Debasish Ghorai,Lutz Ackermann.  (2018-12-06)  Enantioselective Aluminum-Free Alkene Hydroarylations through C-H Activation by a Chiral Nickel/JoSPOphos Manifold..  Angewandte Chemie (International ed. in English),  58  ((6)): (1749-1753).  [PMID:30517772]
18. G Eliad Benitez-Medina,Juventino J García.  (2019-11-22)  Hydrogenation and N-alkylation of anilines and imines via transfer hydrogenation with homogeneous nickel compounds..  Dalton transactions (Cambridge, England : 2003),  48  ((47)): (17579-17587).  [PMID:31750466]
19. Yang Zhang, Rui Feng, Zhuo Chen, Tingting Zhao, Yanyun Ju, Shengliao Yan, Shaokun Song, Guanghui Zhao, Lijie Dong.  (2021)  Significantly enhancing energy storage performances of flexible dielectric film by introducing poly(1,4-anthraquinone).  EUROPEAN POLYMER JOURNAL,  152  (110486).  [PMID:] [10.1016/j.eurpolymj.2021.110486]
20. Jialing Kang, Mengjia Wang, Chenbao Lu, Changchun Ke, Pan Liu, Jinhui Zhu, Feng Qiu, Xiaodong Zhuang.  (2020)  Platinum Atoms and Nanoparticles Embedded Porous Carbons for Hydrogen Evolution Reaction.  Materials,  13  (7): (1513).  [PMID:32224913] [10.3390/ma13071513]
21. Xin Min, Xiaodong Fan.  (2019)  A New Strategy for the Synthesis of Hydroxyl Terminated Polystyrene-b-Polybutadiene-b-Polystyrene Triblock Copolymer with High Cis-1, 4 Content.  Polymers,  11  (4): (598).  [PMID:30960582] [10.3390/polym11040598]
22. Danyang Zhao, Yuyang Tian, Xiaofei Jing, Yun Lu, Guangshan Zhu.  (2018)  PAF-1@cellulose nanofibril composite aerogel for highly-efficient removal of bisphenol A.  Journal of Materials Chemistry A,  (1): (157-164).  [PMID:] [10.1039/C8TA09644A]
23. Zhen Wang, Sen Yan, Huang-Chen Cui, Guang Cheng, Hui Ma, Qing-Mei Zhang, Qing-Pu Zhang, Jun-Min Liu, Bien Tan, Chun Zhang.  (2018)  Porous Organic Polymer from Aggregation-Induced Emission Macrocycle for White-Light Emission.  MACROMOLECULES,  51  (19): (7863–7871).  [PMID:] [10.1021/acs.macromol.8b01632]
24. Jiajia Niu, Xiaolei Zhao, Yuanyuan Jin, Guotao Yang, Zhonghao Li, Juanjuan Wang, Ruiqi Zhao, Zhongyue Li.  (2018)  Determination of aromatic amines in the urine of smokers using a porous organic framework (JUC-Z2)-coated solid-phase microextraction fiber.  JOURNAL OF CHROMATOGRAPHY A,  1555  (37).  [PMID:29728266] [10.1016/j.chroma.2018.04.059]
25. Yang Tang, Song-Qing Zhao, Na Liu, Zong-Quan Wu.  (2018)  Facile synthesis of stereoregular helical poly(phenyl isocyanide)s and poly(3-hexylthiophene)-block-poly(phenyl isocyanide) copolymer using chiral π-allylnickel complexes as initiators.  POLYMER,  142  (52).  [PMID:] [10.1016/j.polymer.2018.03.024]
26. Ji Pinjun, Guo Lihua, Hu Xiaohui, Li Weimin.  (2017)  Ethylene polymerization by salicylaldimine Nickel(II) complexes derived from arylnaphthylamine.  JOURNAL OF POLYMER RESEARCH,  24  (2): (1-9).  [PMID:] [10.1007/s10965-017-1190-y]
27. Xiaohui Hu, Shengyu Dai, Changle Chen.  (2016)  Ethylene polymerization by salicylaldimine nickel(II) complexes containing a dibenzhydryl moiety.  DALTON TRANSACTIONS,  45  (4): (1496-1503).  [PMID:26673739] [10.1039/C5DT04408A]
28. Mingxue Wu, Gang Chen, Ping Liu, Weihong Zhou, Qiong Jia.  (2015)  Preparation of porous aromatic framework/ionic liquid hybrid composite coated solid-phase microextraction fibers and their application in the determination of organochlorine pesticides combined with GC-ECD detection.  ANALYST,  141  (1): (243-250).  [PMID:26579991] [10.1039/C5AN01372K]
29. Yuan-Yuan Zhu, Ting-Ting Yin, Xue-Liang Li, Ming Su, Ya-Xin Xue, Zhi-Peng Yu, Na Liu, Jun Yin, Zong-Quan Wu.  (2014)  Synthesis and Chiroptical Properties of Helical Polyallenes Bearing Chiral Amide Pendants.  MACROMOLECULES,  47  (20): (7021–7029).  [PMID:] [10.1021/ma5019022]

Solution Calculators