183904-03-2

Basic information

• Product Name: 1,3-cyclooctadiene oxide
• CAS NO: 183904-03-2
• Molecular Weight: 124.183
• Mol File: 183904-03-2.mol

Chemical Properties

• CAS DataBase Reference: 1,3-cyclooctadiene oxide(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-cyclooctadiene oxide(183904-03-2)
• EPA Substance Registry System: 1,3-cyclooctadiene oxide(183904-03-2)

Safety Data

• Hazardous Substances Data: 183904-03-2(Hazardous Substances Data)

Upstream product

• 186983-16-4 1,3-cyclooctadiene 

Relevant articles and documents

Vanadyl β-tetrabromoporphyrin: Synthesis, crystal structure and its use as an efficient and selective catalyst for olefin epoxidation in aqueous medium

We hereby report the synthesis, characterization and catalytic applications in the epoxidation of alkenes by a vanadyl porphyrin having bulky bromo substituents at the β-positions viz. vanandyltetrabromotetraphenylporphyrin (1). The synthesized porphyrin was characterized by various spectroscopic techniques like UV-visible, FT-IR, EPR, MALDI-TOF mass spectrometry and single crystal X-ray analysis. Porphyrin 1 has a nonplanar structure as indicated by its X-ray structure, DFT and electrochemical studies. 1 was analyzed for its catalytic application in the epoxidation of various alkenes. The catalytic reactions were carried out in CH3CN/H2O mixture in 3:1 (v/v) ratio. 1 displayed good efficiency in terms of mild reaction conditions, lower reaction temperature and minimal catalyst amount consumption. 1 exhibited excellent selectivity, high conversion efficiency and huge TOF (7600-9800 h-1) in a significantly low reaction time of 0.5 h. Catalyst 1 was regenerated at the end of various catalytic cycles making it reusable and industrially important.

A new efficient iron catalyst for olefin epoxidation with hydrogen peroxide

A new aminopyridine ligand derived from bipiperidine (the product of full reduction of bipyridine, bipy) coordinates to iron(ii) in a cis-α fashion, yielding a new selective catalyst for olefin epoxidation with H 2O2 under limiting substrate conditions.

Stereocontrolled access to isoprostanes via a bicyclo[3.3.0]octene framework

(Chemical Equation Presented) We report a simple and highly stereocontrolled strategy toward the total synthesis of isoprostanes based on a bicyclic α,β-epoxy ketone Intermediate 6. Bicyclo[3.3.0]octene scaffold permitted stereodirection of reagents allowing stereoselective epoxidation, diastereoselective ketone reduction, and regioselective epoxide opening otherwise not accessible with a simple cyclopentene framework.

MULTIPLE CYCLOADDITION REACTIONS FOR LABELING OF MOLECULES

The present invention relates to methods for linking tetrazines with dienophiles to establish at least two linkages by sequentially performing at least two cycloaddition reactions. The methods in particular allow establishing multi-labeling strategies. In particular, the invention relates to methods for forming linkages by cycloaddition reactions, wherein the method comprises reacting a first alkyl-substituted tetrazine with a first dienophile comprising a irans-cyclooctenyl group followed by reacting a second tetrazine with a second dienophile comprising a cyclooctynyl group, wherein the reaction of the first tetrazine with the first dienophile proceeds in the presence of the second dienophile.

Iron-catalyzed epoxidation of olefins using hydrogen peroxide

A practical method of olefin epoxidation was developed by combining FeCl3·6H2O and 1-methylimidazole in acetone using H2O2 as the terminal oxidant. This system showed very good reactivity toward epoxidation of both terminal and substituted alkenes. The use of tridentate and tetradentate amine-bis(phenolate) ligands as additives was also examined. Modest improvement in selectivity was achieved if a bulky tridentate ligand was used. Generally, however, the simple catalyst system involving ferric chloride, 1-methylimidazole and dilute H2O 2 in acetone proved most successful in achieving good to excellent yields of epoxide products for a number of substrates, including aromatic and aliphatic alkenes.

A chiral iron-sexipyridine complex as a catalyst for alkene epoxidation with hydrogen peroxide

A chiral iron-sexipyridine complex-hydrogen peroxide mixture is a highly efficient catalytic system for styrene epoxidation with excellent reactivity (3 min, 95% yield) and chemoselectivity (98%). The Royal Society of Chemistry.