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B115561-5g

Available within 4-8 weeks(?)

$435.90

B115561-10g

10g

Available within 4-8 weeks(?)

$783.90

Basic Description

Synonyms	Bis(1,5-cyclooctadiene)nickel \| Bis(1,5-cyclooctadiene)nickel(0) \| 1295-35-8 \| Ni(COD)2 \| Bis(1,5-cyclooctadiene)nickel (0) \| CCRIS 5973 \| Nickel, bis(1,5-cyclooctadiene)- \| EINECS 215-072-0 \| Bis(cyclooctadiene)nickel(0) \| MFCD00058902 \| (1Z,5Z)-cycloocta-1,5-diene; nickel \|
Specifications & Purity	96%
Storage Temp	Store at -20°C,Argon charged
Shipped In	Ice 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

Names and Identifiers

IUPAC Name	(1Z,5Z)-cycloocta-1,5-diene;nickel
INCHI	InChI=1S/2C8H12.Ni/c21-2-4-6-8-7-5-3-1;/h21-2,7-8H,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

Certificate of Analysis(COA)

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14 results found

Lot Number	Certificate Type	Date	Item
F2307214	Certificate of Analysis	Mar 19, 2024	B115561
F2307220	Certificate of Analysis	Mar 19, 2024	B115561
D23061356	Certificate of Analysis	Jan 11, 2024	B115561
K2218219	Certificate of Analysis	Aug 18, 2023	B115561
K2218224	Certificate of Analysis	Aug 18, 2023	B115561
A2203245	Certificate of Analysis	Jul 12, 2023	B115561
F2307219	Certificate of Analysis	May 30, 2023	B115561
D23061349	Certificate of Analysis	Dec 27, 2022	B115561
D23061358	Certificate of Analysis	Dec 27, 2022	B115561
D23061372	Certificate of Analysis	Dec 27, 2022	B115561
K2218191	Certificate of Analysis	Nov 04, 2022	B115561
A2203238	Certificate of Analysis	Oct 20, 2022	B115561
A2203249	Certificate of Analysis	Oct 20, 2022	B115561
H1913180	Certificate of Analysis	Apr 14, 2022	B115561

Chemical and Physical Properties

Solubility	Soluble in benzene, toluene, terahydrofuran, ether, dimethyl formamide, hexamethylphosphoramide, N-methylpyrrolidinone. Insoluble in water.
Sensitivity	Light & Air & Moisture & heat Sensitive
Melt Point(°C)	60°C

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

FAQs and Articles

FAQ

Photoredox Iridium Catalyst for Single Electron Transfer (SET) Cross-Coupling

Categories: Technical articles

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Catalyst Photoredox Organic catalyst Transition metal catalyst SET Cross-coupling

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, 3 ((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, 9 ((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 ((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, 9 ((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, 9 ((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]

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