Welcome to LookChem.com Sign In|Join Free
  • or

Encyclopedia

1,5-Cyclooctadiene

Base Information Edit
  • Chemical Name:1,5-Cyclooctadiene
  • CAS No.:111-78-4
  • Deprecated CAS:1552-12-1
  • Molecular Formula:C8H12
  • Molecular Weight:108.183
  • Hs Code.:29021990
  • European Community (EC) Number:203-907-1,216-291-4,235-538-7
  • NSC Number:60155
  • UN Number:2520
  • UNII:1E1VVD385Z
  • Nikkaji Number:J130.630H,J152.067I,J152.222A,J40.583C,J45.012J
  • Wikipedia:1,5-Cyclooctadiene
  • Wikidata:Q161547
  • Mol file:111-78-4.mol
1,5-Cyclooctadiene

Synonyms:1,5-COD;COD; NSC 60155

Suppliers and Price of 1,5-Cyclooctadiene
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • Usbiological
  • 1,5-Cyclooctadiene
  • 50mg
  • $ 425.00
  • TRC
  • 1,5-Cyclooctadiene
  • 10g
  • $ 140.00
  • TCI Chemical
  • 1,5-Cyclooctadiene [stabilized with Octadecyl 3-(3',5'-Di-tert-butyl-4'-hydroxyphenyl)propionate] >98.0%(GC)
  • 100mL
  • $ 31.00
  • TCI Chemical
  • 1,5-Cyclooctadiene [stabilized with Octadecyl 3-(3',5'-Di-tert-butyl-4'-hydroxyphenyl)propionate] >98.0%(GC)
  • 25mL
  • $ 20.00
  • TCI Chemical
  • 1,5-Cyclooctadiene [stabilized with Octadecyl 3-(3',5'-Di-tert-butyl-4'-hydroxyphenyl)propionate] >98.0%(GC)
  • 500mL
  • $ 51.00
  • SynQuest Laboratories
  • 1,5-Cyclooctadiene 99%
  • 500 g
  • $ 85.00
  • SynQuest Laboratories
  • 1,5-Cyclooctadiene 99%
  • 100 g
  • $ 20.00
  • SynQuest Laboratories
  • 1,5-Cyclooctadiene 99%
  • 25 g
  • $ 10.00
  • Sigma-Aldrich
  • 1,5-Cyclooctadiene contains 50-150ppm 4-
  • 100ml
  • $ 28.20
  • Sigma-Aldrich
  • 1,5-Cyclooctadiene contains 50-150ppm 4-
  • 500ml
  • $ 53.30
Total 19 raw suppliers
Chemical Property of 1,5-Cyclooctadiene Edit
Chemical Property:
  • Appearance/Colour:clear colorless liquid 
  • Vapor Pressure:25.8 mm Hg ( 37.7 °C) 
  • Melting Point:-69.5 °C 
  • Refractive Index:n20/D 1.493 
  • Boiling Point:153.5 °C at 760 mmHg 
  • Flash Point:38 ºC 
  • PSA:0.00000 
  • Density:0.882 
  • LogP:2.67280 
  • Storage Temp.:2-8°C 
  • Water Solubility.:780 mg/L (20 ºC) 
  • XLogP3:3.2
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:0
  • Rotatable Bond Count:0
  • Exact Mass:108.093900383
  • Heavy Atom Count:8
  • Complexity:72.6
Purity/Quality:

99.0% Min *data from raw suppliers

1,5-Cyclooctadiene *data from reagent suppliers

Safty Information:
  • Pictogram(s):  
  • Hazard Codes:Xn,N,Xi 
  • Statements: 10-36/38-42/43-65-50/53-22-43-19-20/22-52/53-36/37/38 
  • Safety Statements: 26-36-61-60-16-37/39 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Chemical Classes:Other Classes -> Aliphatics, Unsaturated
  • Canonical SMILES:C1CC=CCCC=C1
  • Isomeric SMILES:C1/C=C\CC/C=C\C1
  • Recent ClinicalTrials:Acute Effects of Dietary Proteins on Postprandial Lipemia, Incretin Responses and Subclinical Inflammation in Obese Subjects
  • General Description 1,5-Cyclooctadiene (1,5-COD or COD) is a cyclic diene commonly used as a ligand in organometallic chemistry, particularly in palladium and platinum complexes. It serves as a stabilizing bidentate ligand, forming coordination compounds with transition metals, which are often employed in catalytic applications such as cross-coupling reactions (e.g., Heck and Suzuki reactions) or studied for their cytotoxic properties in medicinal chemistry. Its flexible structure allows it to participate in various ligand exchange and transmetallation reactions, making it a versatile component in synthetic and catalytic processes. Additionally, 1,5-COD has been investigated in photosensitized isomerization studies, where its reactivity under pressure highlights its role in asymmetric synthesis.
Technology Process of 1,5-Cyclooctadiene

There total 245 articles about 1,5-Cyclooctadiene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
tetrakis(cyclohexyloxo)titanium(IV); (Et)3Al2Cl3; In toluene; at 50 ℃; for 1h; Product distribution; Other catalytic system (R = n-C3H7,iso-C3H7,n-C4H9,tert-c4H9,sec-C4H9,M-CH3C6H4), different ratio of catalysts, 60 deg C;
Refernces Edit

Organometallic palladium and platinum complexes with strongly donating alkyl coligands - Synthesis, structures, chemical and cytotoxic properties

10.1016/j.jorganchem.2010.04.027

The research focuses on the synthesis, characterization, and evaluation of organometallic palladium and platinum complexes with strongly donating alkyl coligands. The study explores the chemical and cytotoxic properties of complexes [(COD)M(R)X] and [(COD)M(R)(R)] (where COD = 1,5-cyclooctadiene, M = Pd or Pt, R = various alkyl groups, and X = halogen). The experiments involved transmetallation reactions to introduce alkyl coligands and subsequent ligand exchange reactions to incorporate alkynyl coligands. The reactants included Grignard reagents, organolithium derivatives, stannanes, and silver or thallium salts. The synthesized complexes were characterized using multinuclear NMR and IR spectroscopy, and in some cases, X-ray diffraction (XRD) was used to collect structural data. The cytotoxicity of selected complexes was assessed against HT-29 and MCF-7 tumor cells, with some complexes showing high cytotoxicity. The research provides insights into the binding properties of ligands to platinum or palladium and contributes to the potential development of new anti-tumor agents.

Systematic synthesis of mixed-metal clusters via capping reactions. Characterization of a set of octanuclear carbido clusters involving rhenium and various platinum metals

10.1021/om00092a031

This research focused on the systematic synthesis and characterization of mixed-metal clusters involving rhenium and various platinum metals, specifically focusing on octanuclear carbido clusters. The purpose of the study was to explore the isolobal analogy between cyclopentadienyl (Cp-) and the [Re7C(CO)21]3- framework, and to understand how different MLn+ caps affect the electronic characteristics of these compounds. The researchers synthesized a series of new mixed-metal clusters with the general formula [Re7C(CO)21MLn]2-, where MLn+ included Rh(CO)2, Rh(CO)(PPh3), Rh(COD), Ir(COD), Pd(C3H5), Pt(C4H7), and Pt(CH3)3 (COD = 1,5-cyclooctadiene; C3H5 = v3-allyl; C4H7 = q3-(2-methyl)allyl). The study concluded that the [Re7C(CO)21]3- unit can support a variety of capping units, suggesting that reactions such as ligand substitution and oxidative addition might occur at the capping metal center without disrupting the cluster framework. The research also demonstrated the direct interconversion of Re7C(CO)213- and Re8C(CO)242-, shedding light on possible pathways of cluster growth.

Discontinuous pressure effect upon enantiodifferentiating photosensitized isomerization of cyclooctene

10.1039/b202699f

The study investigates the discontinuous pressure effects on the enantiodifferentiating photosensitized isomerization of cyclooctene and cycloocta-1,5-diene, sensitized by chiral benzene-1,2,4,5-tetracarboxylates. The purpose of the study was to understand how hydrostatic pressure up to 750 MPa influences the enantiomeric excess (ee) of the (E)-isomer produced, indicating a switch in the enantiodifferentiation mechanism due to conformational changes in the chiral auxiliaries. The chemicals used included (Z)-cyclooctene, (Z,Z)-cycloocta-1,5-diene, and chiral benzene-1,2,4,5-tetracarboxylates (3a–c) as chiral sensitizers. These sensitizers served to induce the isomerization process and were crucial in examining the pressure's effect on asymmetric photosensitization, which could be useful for controlling product chirality and ee.

Synthesis and characterization of palladium(II) and platinum(II) metal complexes with iminophosphine ligands: X-ray crystal structures of platinum(II) complexes and use of palladium(II) complexes as pre-catalysts in Heck and Suzuki cross-coupling reaction

10.1007/s11243-013-9703-y

The research focuses on the synthesis and characterization of palladium(II) and platinum(II) metal complexes with iminophosphine ligands. The purpose of this study was to investigate the coordination behavior of iminophosphines towards palladium(II) and platinum(II) and to evaluate the potential of these complexes as catalysts in Heck and Suzuki cross-coupling reactions, which are significant in modern synthetic organic chemistry for the formation of carbon-carbon bonds. The researchers synthesized new complexes by reacting N-(2(diphenylphosphino)benzylidene)(phenyl)methanamine and N-(2-(diphenylphosphino)(benzylidene)(thiophen-2yl)methanamine with MCl2(cod) and MCl(cod)Me (M = Pd, Pt; cod = 1,5-cyclooctadiene), resulting in complexes such as [M(Ph2PPhNHCH2-C5H4N)Cl2] and [M(Ph2PPhNHCH2-C4H3S)Cl2]. The synthesized compounds were characterized using various analytical techniques including 31P-, 1H-NMR, IR spectroscopy, electro spray ionization mass spectrometry (ESI-MS), and elemental analysis. The study concluded that the palladium complexes showed catalytic activity in both Suzuki and Heck coupling reactions, particularly with aryl bromides containing electron-withdrawing substituents, while the platinum(II) iminophosphine complexes 1b and 2b did not exhibit catalytic activity. The research provides valuable insights into the design of new catalysts for cross-coupling reactions and contributes to the understanding of the coordination chemistry of iminophosphine ligands with transition metals.

Post RFQ for Price