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

Structure

Cyclic enone with a cyclooctadiene ring and a ketone functional group

Applications

a. Building block in organic synthesis
b. Preparation of pharmaceuticals, agrochemicals, and materials
c. Ligand in organometallic chemistry
d. Starting material for the synthesis of natural products and complex molecules

Versatility

Wide range of applications in the field of chemistry

Upstream product

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

Downstream Products

• 37759-06-1 9-benzyl-9-phospha-bicyclo[3.3.1]nonan-3-one 
• 37758-99-9 9anti-phenyl-9-phospha-bicyclo[3.3.1]nonan-3-one 
• 57458-75-0 9syn-oxo-9anti-phenyl-9λ⁵-phospha-bicyclo[3.3.1]nonan-3-one 
• 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 
• 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 
• 15486-23-4 euphococcinine 
• 37759-00-5 9syn-methyl-3-oxo-9anti-phenyl-9-phospha-bicyclo[3.3.1]nonanium; iodide 
• 1428645-45-7 C₃₇H₅₈O₃Si 
• 1428645-53-7 C₃₇H₅₈O₃Si 
• 887278-75-3 5-[8-(tert-butyldiphenylsilanyloxy)-(3R,7S)-3,7-dimethyloctylsulfanyl]-1-phenyl-1H-tetrazole 
• 200122-06-1 8-(tert-butyldiphenylsilanyloxy)-(3R,7S)-3,7-dimethyloctanoic acid methyl ester 

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

Effective oxidation of benzylic and alkane C-H bonds catalyzed by sodium o-iodobenzenesulfonate with Oxone as a terminal oxidant under phase-transfer conditions

Catalytic oxidation of benzylic C-H bonds could be efficiently realized using IBS as a catalyst which was generated in situ from the oxidation of sodium 2-iodobenzenesulfonate (1b) by Oxone in the presence of a phase-transfer catalyst, tetra-n-butylammonium hydrogen sulfate, in anhydrous acetonitrile at 60 °C. Various alkylbenzenes, including toluenes and ethylbenzenes, several oxygen-containing functionalities substituted alkylbenzenes, and a cyclic benzyl ether could be efficiently oxidized. And, the same reagent system of cat. 1b/Oxone/cat. n-Bu4NHSO4 could be applied to the effective oxidation of alkanes as well.