Ethyl 2-cyano-2-cyclopentylacetate

Base Information

• Chemical Name: Ethyl 2-cyano-2-cyclopentylacetate
• CAS No.: 61788-30-5
• Molecular Formula: C10H15NO2
• Molecular Weight: 181.2316
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID80503827
• Nikkaji Number: J2.213.661E
• Mol file: 61788-30-5.mol

Synonyms:61788-30-5;ethyl 2-cyano-2-cyclopentylacetate;ETHYL2-CYANO-2-CYCLOPENTYLACETATE;Ethyl cyano(cyclopentyl)acetate;SCHEMBL26698331;DTXSID80503827;AKOS006274597;A898202

Chemical Property of Ethyl 2-cyano-2-cyclopentylacetate

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.473
• Boiling Point: 289.696 °C at 760 mmHg
• Flash Point: 132.736 °C
• PSA: 50.09000
• Density: 1.062 g/cm³
• LogP: 1.87948
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 181.110278721
• Heavy Atom Count: 13
• Complexity: 222

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C#N)C1CCCC1

Technology Process of Ethyl 2-cyano-2-cyclopentylacetate

There total 9 articles about Ethyl 2-cyano-2-cyclopentylacetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

cyclopentanone (120-92-3) + ethyl 2-cyanoacetate (105-56-6) → ethyl α-cyanocyclopentaneacetate (61788-30-5)

Guidance literature:

With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; L-proline; In dimethyl sulfoxide; at 25 ℃;

DOI:10.1039/b602696f

Reference yield: 85.0%

ethyl 2-cyanoacetate (105-56-6) + cyclopentene (142-29-0) → ethyl α-cyanocyclopentaneacetate (61788-30-5)

Guidance literature:

With oxygen; potassium acetate; acetic acid; cobalt(II) acetate; manganese(II) acetate; at 25 ℃; for 15h;

DOI:10.1246/bcsj.78.1673

Reference yield:

Cyclopentyl bromide (137-43-9) + ethyl 2-cyanoacetate (105-56-6) → ethyl α-cyanocyclopentaneacetate (61788-30-5)

Guidance literature:

ethyl 2-cyanoacetate; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

Cyclopentyl bromide; In tetrahydrofuran; at 0 ℃; for 8h; Inert atmosphere;

DOI:10.1039/c7ob01025g

upstream raw materials:

ethyl 2-cyano-2-cyclopentylideneacetate

2-cyclopentylacetonitrile

Diethyl carbonate

ethyl 2-cyanoacetate

Downstream raw materials:

2-cyclopentylpropanedioic acid

Refernces

• 1、 Hu, Chen,Hong, Gang,Qian, Xiaofei,Kim, Kwang Rim,Zhu, Xiaoyan,Wang, Limin. "AlCl3 catalyzed coupling of: N-benzylic sulfonamides with 2-substituted cyanoacetates through carbon-nitrogen bond cleavage". supporting information. p. 4984 - 4991. Retrieved 2017/07/10.
• 2、 Kagayama, Takashi,Fuke, Takahiro,Sakaguchi, Satoshi,Ishii, Yasutaka. "A remarkable effect of bases on the catalytic radical addition of cyanoacetates to alkenes using a Mn(II)/Co(II)/O2 redox system". . p. 1673 - 1676. Retrieved 2007/10/03.