ChemicalBook > CAS DataBase List > 3-Oxo-cyclopentanecarbonitrile

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

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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

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Safety

HS Code: 2926907090

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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.

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N-Bromosuccinimide Price

TRC

Product number: C988418
Product name: 3-Cyanocyclopentanone
Packaging: 1g
Price: $720
Updated: 2021/12/16

AK Scientific

Product number: 5264AQ
Product name: 3-Oxocyclopentane-1-Carbonitrile
Packaging: 25g
Price: $3716
Updated: 2021/12/16

Chemenu

Product number: CM320017
Product name: 3-oxocyclopentane-1-carbonitrile
Purity: 95%
Packaging: 1g
Price: $299
Updated: 2021/12/16

Crysdot

Product number: CD13013554
Product name: 3-OXOCYCLOPENTANE-1-CARBONITRILE
Purity: 95+%
Packaging: 1g
Price: $300
Updated: 2021/12/16

Crysdot

Product number: CD13013554
Product name: 3-OXOCYCLOPENTANE-1-CARBONITRILE
Purity: 95+%
Packaging: 5g
Price: $798
Updated: 2021/12/16

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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

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41171-91-9