3-Oxo-cyclopentanecarbonitrile
- Product Name
- 3-Oxo-cyclopentanecarbonitrile
- CAS No.
- 41171-91-9
- Chemical Name
- 3-Oxo-cyclopentanecarbonitrile
- Synonyms
- 3-Cyanocyclopentanone;3-Oxo-cyclopentanecarbonitrile;Cyclopentanecarbonitrile, 3-oxo-;3-Oxocyclopentane-1-Carbonitrile
- CBNumber
- CB12669729
- Molecular Formula
- C6H7NO
- Formula Weight
- 109.13
- MOL File
- 41171-91-9.mol
3-Oxo-cyclopentanecarbonitrile Property
- Boiling point:
- 250-270 °C(Press: 1 Torr)
- Density
- 1.08±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
Safety
- HS Code
- 2926907090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
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
- C988418
- Product name
- 3-Cyanocyclopentanone
- Packaging
- 1g
- Price
- $720
- Updated
- 2021/12/16
- Product number
- 5264AQ
- Product name
- 3-Oxocyclopentane-1-Carbonitrile
- Packaging
- 25g
- Price
- $3716
- Updated
- 2021/12/16
- Product number
- CD13013554
- Product name
- 3-OXOCYCLOPENTANE-1-CARBONITRILE
- Purity
- 95+%
- Packaging
- 5g
- Price
- $798
- Updated
- 2021/12/16
- Product number
- CM320017
- Product name
- 3-oxocyclopentane-1-carbonitrile
- Purity
- 95%
- Packaging
- 5g
- Price
- $888
- Updated
- 2021/12/16
- Product number
- CM320017
- Product name
- 3-oxocyclopentane-1-carbonitrile
- Purity
- 95%
- Packaging
- 1g
- Price
- $299
- Updated
- 2021/12/16
3-Oxo-cyclopentanecarbonitrile Chemical Properties,Usage,Production
Uses
3-Cyanocyclopentanone is used for catalytic enantioselective conjugate addition of cyanide to enones.
Definition
ChEBI: An alicyclic ketone that is cyclopentanone substituted at position 3 by a cyano group.
Synthesis Reference(s)
The Journal of Organic Chemistry, 38, p. 3455, 1973 DOI: 10.1021/jo00960a002
Synthesis
930-30-3
41171-91-9
General procedure for the synthesis of 3-oxocyclopentanecarbonitrile from 2-cyclopentenone: a mixed solution of 2-cyclopentenone (10 g, 122 mmol), potassium cyanide (9.5 g, 146 mmol), and triethylamine hydrochloride (25 g, 83 mmol) in methanol (150 mL) was stirred for 4 hours at room temperature. Upon completion of the reaction, the reaction mixture was concentrated; the residue was redissolved in ethyl acetate. The resulting solution was washed sequentially with water and saturated saline, dried over anhydrous sodium sulfate and concentrated. The residue was purified by silica gel column chromatography (petroleum ether: ethyl acetate = 5:1) to give 7.5 g of 3-oxocyclopentanecarbonitrile.1H NMR (400 MHz, CDCl3): δ 3.13-3.51 (m, 1H), 2.56-2.63 (m, 1H), 2.16-2.48 (m, 5H).
References
[1] Journal of Organic Chemistry, 1997, vol. 62, # 15, p. 5144 - 5155
[2] Chemical and Pharmaceutical Bulletin, 1985, vol. 33, # 5, p. 2164 - 2167
[3] Patent: WO2013/28670, 2013, A1. Location in patent: Page/Page column 119; 120
3-Oxo-cyclopentanecarbonitrile Preparation Products And Raw materials
Raw materials
Preparation Products
3-Oxo-cyclopentanecarbonitrile Suppliers
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