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29580

Sigma-Aldrich

cis,cis-1,5-Cyclooctadiene

≥98.0% (GC)

Synonym(s):

COD

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About This Item

Empirical Formula (Hill Notation):
C8H12
CAS Number:
1552-12-1
Molecular Weight:
108.18
Beilstein:
1209288
EC Number:
216-291-4
MDL number:
MFCD00001752
UNSPSC Code:
12352100
PubChem Substance ID:
57648379

Assay

≥98.0% (GC)

refractive index

n20/D 1.493

solubility

water: soluble 0.05 g/L

density

0.880 g/mL at 20 °C (lit.)

SMILES string

C1CC=CCCC=C1

InChI

1S/C8H12/c1-2-4-6-8-7-5-3-1/h1-2,7-8H,3-6H2/b2-1-,8-7-

InChI key

VYXHVRARDIDEHS-QGTKBVGQSA-N

General description

Surface grafting of cis,cis-1,5-cyclooctadiene (cyclic olefin) with low strain energy was explored using ring-opening metathesis polymerization in the vapor phase. The inclusion complex of cis,cis-1,5-cyclooctadiene with β-cyclodextrin (β-CD) was studied by using proton NMR spectroscopy.

Application

cis,cis-1,5-Cyclooctadiene (COD) has been employed as ligand:
  • during regio- and stereoselective synthesis of (Z)-1,2-dihaloalkenes
  • in the preparation of metal complexes, e.g. bis-COD-nickel, a versatile reagent for preparing (PI)-allylnickel halides

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 2 - Asp. Tox. 1 - Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

89.6 °F - closed cup

Flash Point(C)

32 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBL2155V
1369462V
1369462
332796/1
1204708

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Mabel T Wong et al.
Frontiers in microbiology, 8, 2504-2504 (2018-01-13)
To identify carbohydrate-active enzymes (CAZymes) that might be particularly relevant for wood fiber processing, we performed a comparative metagenomic analysis of digestive systems from Canadian beaver (
Alsayed Mostafa et al.
Microorganisms, 8(3) (2020-03-04)
This study investigated the impact of stimulating direct interspecies electron transfer (DIET), by supplementing nano-sized magnetite (nFe3O4, 0.5 g Fe/g VSS) and carbon nanotubes (CNT, 1 g/L), in anaerobic digestion of oleic acid (OA) at various concentrations (0.10 - 4.00
Wei-Kang Qi et al.
The Science of the total environment, 687, 634-641 (2019-06-21)
Emissions of greenhouse gases (GHGs) from a full-scale contact oxidation emergency sewage treatment plant (STP) in Japan that was damaged by an earthquake and a tsunami were measured. The open chamber (OC) and closed chamber (CC) methods were used to
Cao Yujuan et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 73(4), 713-718 (2009-04-22)
The inclusion behavior of cis-cyclooctene, cis, cis-1, 3-cyclooctadiene and cis, cis-1, 5-cyclooctadiene with beta-cyclodextrin (beta-CD) was studied by using (1)H NMR method in D(2)O/CD(3)OD solution and PM3 quantum-chemical simulation in vacuum. The experimental results indicate that each guest molecule penetrates
M.F. Semmelhack
Org. React., 19, 115-115 (1972)
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