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29580 Sigma-Aldrich

cis,cis-1,5-Cyclooctadiene

≥98.0% (GC)

Synonym: COD

  • CAS Number 1552-12-1

  • Empirical Formula (Hill Notation) C8H12

  • Molecular Weight 108.18

  •  Beilstein/REAXYS Number 1209288

  •  EC Number 216-291-4

  •  MDL number MFCD00001752

  •  PubChem Substance ID 57648379

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Properties

Related Categories Alkenes, Building Blocks, Chemical Synthesis, Cyclic, Organic Building Blocks More...
Quality Level   100
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

Description

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

Packaging

1 L in glass bottle

250 mL in glass bottle

Safety & Documentation

Safety Information

Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2520 3 / PGIII
WGK Germany 
2
RTECS 
GX9620000
Flash Point(F) 
89.6 °F
Flash Point(C) 
32 °C

Documents

Certificate of Analysis (COA)

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Meet Synthia - Retrosynthesis Sofware
Protocols & Articles
Peer-Reviewed Papers
15

References

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