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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:
Molecular Weight:
108.18
Beilstein:
1209288
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

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

Regulatory Information

危险化学品

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Surface grafting of cyclic olefins with low strain energies, including cyclopentene (CP), 1,4-cyclohexadiene (CHD), cycloheptene (CHP), cis-cyclooctene (CO), cis,cis-1,5-cyclooctadiene (COD), 1,3,5,7-cyclooctatetraene (COT), cyclododecene (CD), and trans,trans,cis-1,5,9-cyclododecatriene (CDT), was explored using ring-opening metathesis polymerization in the vapor phase. These monomers do

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