ChemicalBook > CAS DataBase List > 3-CYCLOPENTYLACRYLONITRILE

3-CYCLOPENTYLACRYLONITRILE

Product Name: 3-CYCLOPENTYLACRYLONITRILE
CAS No.: 591769-05-0
Chemical Name: 3-CYCLOPENTYLACRYLONITRILE
Synonyms: (E)-3-cyclopentylacrylonitrile;Ruxolitinib Impurity 31;3-CYCLOPENTYLACRYLONITRILE;3-cyyclopentylacrylonitrile;2-Propenenitrile,3-cyclopenty;3-cyclopentyl-2-Propenenitrile;3-cyclopentylprop-2-enenitrile;3-Cyclopentylacrylonitrile 97%;3-CYCLOPENTYLACRYLONITRILE CAS;(2E)-3-Cyclopentylacrylonitrile
CBNumber: CB62467070
Molecular Formula: C8H11N
Formula Weight: 121.18
MOL File: 591769-05-0.mol

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3-CYCLOPENTYLACRYLONITRILE Property

Boiling point:: 209.0±9.0 °C(Predicted)
Density: 1.027±0.06 g/cm3(Predicted)
storage temp.: 2-8°C
form: solid
Appearance: Colorless to light yellow Liquid
InChI: InChI=1S/C8H11N/c9-7-3-6-8-4-1-2-5-8/h3,6,8H,1-2,4-5H2
InChIKey: VMELXYJYSXXORF-UHFFFAOYSA-N
SMILES: C(#N)C=CC1CCCC1

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Safety

WGK Germany: 3
HazardClass: IRRITANT
HS Code: 2926907090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

Sigma-Aldrich

Product number: ADE001298
Product name: 3-Cyclopentylacrylonitrile
Purity: Aldrich
Packaging: 1g
Price: $1260
Updated: 2024/03/01

Biosynth Carbosynth

Product number: FC148590
Product name: 3-Cyclopentylacrylonitrile
Packaging: 250mg
Price: $495
Updated: 2021/12/16

SynQuest Laboratories

Product number: 3337-1-00
Product name: 3-Cyclopentylacrylonitrile
Purity: 97%
Packaging: 100g
Price: $720
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FC148590
Product name: 3-Cyclopentylacrylonitrile
Packaging: 500mg
Price: $860
Updated: 2021/12/16

Matrix Scientific

Product number: 035272
Product name: 3-Cyclopentylacrylonitrile
Packaging: 750mg
Price: $15
Updated: 2021/12/16

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3-CYCLOPENTYLACRYLONITRILE Chemical Properties,Usage,Production

Uses

3-Cyclopentylacrylonitrile and its derivatives are used in the preparation of ruxolitinib intermediates and trasitinib phosphate. It is associated with diseases such as thrombocytosis, true erythrocytosis and primary myelofibrosis.

Synthesis

872-53-7

2537-48-6

591769-05-0

Step 1. A solution of diethyl cyanomethylphosphate (39.9 mL, 0.246 mol) in THF (300 mL) was added slowly and dropwise to a solution of 1.0 M potassium tert-butoxide in THF (235 mL) at 0 °C. The ice bath was removed and the reaction mixture was gradually warmed to room temperature and subsequently cooled to 0 °C again. At this temperature, a solution of cyclopentyl formaldehyde (22.0 g, 0.224 mol) in THF (60 mL) was added slowly and dropwise. The ice bath was removed and the reaction mixture was warmed to ambient temperature and stirred continuously for 64 hours. Upon completion of the reaction, the mixture was partitioned between ether and water, and the aqueous phase was extracted three times with ether followed by two extractions with ethyl acetate. The organic phases were combined, washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give 24.4 g (89% yield) of a mixture of (2E)- and (2Z)-3-cyclopentylacrylonitrile, which was used in the subsequent steps without further purification.1H NMR (400 MHz, CDCl3): δ 6.69 (dd, 1H, trans olefin), 6.37 (t, 1H, cis-olefin), 5.29 (dd, 1H, trans-olefin), 5.20 (d, 1H, cis-olefin), 3.07-2.95 (m, 1H, cis-product), 2.64-2.52 (m, 1H, trans-product), 1.98-1.26 (m, 16H).

References

[1] Journal of Catalysis, 2003, vol. 218, # 1, p. 191 - 200
[2] Patent: EP2349260, 2016, B1. Location in patent: Paragraph 0111
[3] Patent: CN105418616, 2016, A. Location in patent: Paragraph 0110; 0111
[4] Patent: WO2011/31554, 2011, A2. Location in patent: Page/Page column 147-148

3-CYCLOPENTYLACRYLONITRILE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 3-CYCLOPENTYLACRYLONITRILE manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: 3-CYCLOPENTYLACRYLONITRILE 591769-05-0
Price: US $0.00-0.00/kg
Min. Order: 20kg
Purity: 99%
Supply Ability: 1000kg
Release date: 2025-07-10

Shaanxi Dideu New Materials Co. Ltd

Product: 3-CYCLOPENTYLACRYLONITRILE 591769-05-0
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98.0%
Supply Ability: 10000KGS
Release date: 2025-05-30

Henan Aochuang Chemical Co.,Ltd.

Product: 3-CYCLOPENTYLACRYLONITRILE 591769-05-0
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-09-16

591769-05-0, 3-CYCLOPENTYLACRYLONITRILERelated Search:

3-Cyclopentylacrylonitrile 97%

3-CYCLOPENTYLACRYLONITRILE

(E)-3-cyclopentylacrylonitrile

3-cyyclopentylacrylonitrile

3-cyclopentylprop-2-enenitrile

3-cyclopentyl-2-Propenenitrile

(E)-3-cyclopentylprop-2-enenitrile

2-Propenenitrile,3-cyclopentyl-

3-Cyclopentylprop-2-enenitrile (mixture of isomers)

(2E)-3-Cyclopentylprop-2-enenitrile

(2E)-3-Cyclopentylacrylonitrile

TIANFU CHEM---3-CYCLOPENTYLACRYLONITRILE

3-CYCLOPENTYLACRYLONITRILE,Ruxolitinib

3-CYCLOPENTYLACRYLONITRILE CAS

E/Z 3-Cyclopentyl-acrylonitrile

Ruxolitinib Impurity 31

Lucitinib Impurity 11(Z/Emixture)

2-Propenenitrile,3-cyclopenty

591769-05-0

16377-93-4