6-OXABICYCLO[3.2.1]OCT-3-EN-7-ONE
- Product Name
- 6-OXABICYCLO[3.2.1]OCT-3-EN-7-ONE
- CAS No.
- 4720-83-6
- Chemical Name
- 6-OXABICYCLO[3.2.1]OCT-3-EN-7-ONE
- Synonyms
- NSC 657815;6-OXABICYCLO[3.2.1]OCT-3-EN-7-ONE;cis-6-Oxa-bicyclo3.2.1oct-3-en-7-one
- CBNumber
- CB0842725
- Molecular Formula
- C7H8O2
- Formula Weight
- 124.14
- MOL File
- 4720-83-6.mol
6-OXABICYCLO[3.2.1]OCT-3-EN-7-ONE Property
- Boiling point:
- 263.1±29.0 °C(Predicted)
- Density
- 1.196±0.06 g/cm3(Predicted)
- storage temp.
- Storage temp. 2-8°C
- Appearance
- Colorless to light yellow Liquid
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- E590118
- Product name
- 6-Oxabicyclo[3.2.1]oct-3-en-7-one
- Packaging
- 500mg
- Price
- $795
- Updated
- 2021/12/16
- Product number
- 05R0973
- Product name
- 6-Oxa-bicyclo[3.2.1]oct-3-en-7-one
- Purity
- 96%
- Packaging
- 100mg
- Price
- $137
- Updated
- 2021/12/16
- Product number
- CM123048
- Product name
- 6-oxabicyclo[3.2.1]oct-3-en-7-one
- Purity
- 95%
- Packaging
- 1g
- Price
- $355
- Updated
- 2021/12/16
- Product number
- CD11120671
- Product name
- 6-Oxabicyclo[3.2.1]oct-3-en-7-one
- Purity
- 95+%
- Packaging
- 1g
- Price
- $376
- Updated
- 2021/12/16
- Product number
- 4720836
- Product name
- 6-Oxabicyclo[3.2.1]oct-3-en-7-one
- Packaging
- 1g
- Price
- $410.4
- Updated
- 2021/12/16
6-OXABICYCLO[3.2.1]OCT-3-EN-7-ONE Chemical Properties,Usage,Production
Uses
6-Oxabicyclo[3.2.1]oct-3-en-7-one is used in the convergent total synthesis of Leustroducsin B.
Synthesis
76140-13-1
4720-83-6
General procedure for the synthesis of 6-oxabicyclo[3.2.1]oct-3-en-7-one from 4-iodo-3-cyclohexanecarboxylic acid lactone: to a solution of 4-iodo-6-oxabicyclo[3.2.1]octan-1-one (8.00 g, 31.7 mmol) in benzene (100 ml), 1,8-diazabicyclo[5.4.0]undec-7-ene (7.9 g, 32 mmol). The mixture was heated to reflux for 6 hours under nitrogen protection. After completion of the reaction, the reaction solution was cooled, the white precipitate was collected by filtration and washed with ether (100 ml). The filtrates were combined and washed sequentially with water (50 ml), 1N HCl (50 ml) and brine (25 ml) and then dried with magnesium sulfate. The solvent was removed by rotary evaporation to afford the target product olefin as a light brown oil (2.6 g, 66% yield).
References
[1] Patent: WO2005/37832, 2005, A2. Location in patent: Page/Page column 67
[2] Journal of the American Chemical Society, 2010, vol. 132, # 35, p. 12179 - 12181
[3] Patent: WO2014/70991, 2014, A2. Location in patent: Page/Page column 68
[4] Patent: WO2015/48616, 2015, A1. Location in patent: Paragraph 00128
6-OXABICYCLO[3.2.1]OCT-3-EN-7-ONE Preparation Products And Raw materials
Raw materials
Preparation Products
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