1073-76-3

Basic information

• Product Name: 1,4-Cyclooctadiene-3-one
• Synonyms: 1,4-Cyclooctadiene-3-one;2,7-Cyclooctadien-1-one
• CAS NO: 1073-76-3
• Molecular Formula: C8H10O
• Molecular Weight: 122.16
• Mol File: 1073-76-3.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,4-Cyclooctadiene-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Cyclooctadiene-3-one(1073-76-3)
• EPA Substance Registry System: 1,4-Cyclooctadiene-3-one(1073-76-3)

Safety Data

• Hazardous Substances Data: 1073-76-3(Hazardous Substances Data)

Usage

General Description

1,4-Cyclooctadiene-3-one is a chemical compound with the molecular formula C8H10O. It is a cyclic enone with a cyclooctadiene ring structure and a ketone functional group. 1,4-Cyclooctadiene-3-one is commonly used as a building block in organic synthesis, particularly in the preparation of various types of organic compounds, including pharmaceuticals, agrochemicals, and materials. It is also used as a ligand in organometallic chemistry and as a starting material for the synthesis of natural products and other complex molecules. 1,4-Cyclooctadiene-3-one is a versatile chemical reagent with diverse applications in the field of chemistry.

Upstream product

• 696-71-9 cyclooctanol 
• 292-64-8 Cyclooctan 
• 502-49-8 cycloactanone 
• 72708-69-1 cis,cis-Cycloocta-2,7-dienone Ethylene Ketal 
• 35242-04-7 cis,cis-2,7-cyclooctadienone 

Downstream Products

• 84002-78-8 (Z)-7-Pentyl-8-phenylselanyl-cyclooct-2-enone 
• 51113-06-5 cis,trans-2,7-cyclooctadienone 
• 19915-11-8 (3aRS,6aSR)-hexahydro-2(1H)-pentalenone 
• 887278-76-4 5-[8-(tert-butyldiphenylsilanyloxy)-(3R,7S)-3,7-dimethyloctane-1-sulfonyl]-1-phenyl-1H-tetrazole 
• 200121-99-9 8-(tert-butyldiphenylsilanyloxy)-(3R,7S)-3,7-dimethyloctan-ol 
• 200122-06-1 8-(tert-butyldiphenylsilanyloxy)-(3R,7S)-3,7-dimethyloctanoic acid methyl ester 
• 887278-75-3 5-[8-(tert-butyldiphenylsilanyloxy)-(3R,7S)-3,7-dimethyloctylsulfanyl]-1-phenyl-1H-tetrazole 
• 1428645-45-7 C₃₇H₅₈O₃Si 
• 1428645-53-7 C₃₇H₅₈O₃Si 
• 37759-00-5 9syn-methyl-3-oxo-9anti-phenyl-9-phospha-bicyclo[3.3.1]nonanium; iodide 
• 15486-23-4 euphococcinine 
• 682811-45-6 2-(2,2-dimethylpropyl)-1,3a,4,5,6,6a-hexahydropentalen-1-ol 
• 682811-45-6 2-(2,2-dimethylpropyl)-1,3a,4,5,6,6a-hexahydropentalen-1-ol 
• 57458-75-0 9syn-oxo-9anti-phenyl-9λ⁵-phospha-bicyclo[3.3.1]nonan-3-one 

Relevant articles and documents

Modulation of the reactivity profile of IBX by ligand complexation: Ambient temperature dehydrogenation of aldehydes and ketones to α,β-unsaturated carbonyl compounds

The reactivity profile of IBX can be altered by complexation with various ligands (e. g. 1-4). A new complex, IBX·MPO, is a remarkably effective oxidant and allows the room-temperature dehydrogenation of carbonyl compounds, for example, the formation of cyclooctenones 6 and 7 from cyclooctanone 5. IBX = iodoxybenzoic acid; MPO = 4-methoxypyridine-N-oxide.

Expedient synthesis of bicyclo[3.2.1]octanes and bicyclo[3.3.1]nonanes via the double Michael addition to cyclic dienones

We report the expedient synthesis of 8-disubstituted bicyclo[3.2.1]octane- 3-ones and 9-disubstituted bicyclo[3.3.1]octane-3-ones through the double Michael addition (DMA) of carbon nucleophiles to 7 and 8-membered ring dienones. The reaction proceeds in 42-96% yield with an interesting control of the stereochemistry of the bridged secondary, tertiary or quaternary centre.

Asymmetric synthesis of cyclo-archaeol and β-glucosyl cyclo-archaeol

An efficient asymmetric synthesis of cyclo-archaeol and β-glucosyl cyclo-archaeol is presented employing catalytic asymmetric conjugate addition and catalytic epoxide ring opening as the key steps. Their occurrence in deep sea hydrothermal vents has been

Synthesis of cyclic enones via direct palladium-catalyzed aerobic dehydrogenation of ketones

α,β-Unsaturated carbonyl compounds are versatile intermediates in the synthesis of pharmaceuticals and biologically active compounds. Here, we report the discovery and application of Pd(DMSO)2(TFA)2 as a catalyst for direct dehydrogenation of cyclohexanones and other cyclic ketones to the corresponding enones, using O2 as the oxidant. The substrate scope includes heterocyclic ketones and several natural-product precursors.