Ethyl 2-cyanopropanoate

Base Information

• Chemical Name: Ethyl 2-cyanopropanoate
• CAS No.: 1572-99-2
• Molecular Formula: C6H9NO2
• Molecular Weight: 127.143
• Hs Code.: 29159000
• European Community (EC) Number: 216-393-9
• NSC Number: 68508
• DSSTox Substance ID: DTXSID401313963
• Nikkaji Number: J80.238G
• Wikidata: Q27122994
• Metabolomics Workbench ID: 57971
• Mol file: 1572-99-2.mol

Synonyms:Propionicacid, 2-cyano-, ethyl ester (6CI,7CI,8CI);2-Cyanopropanoic acid ethyl ester;Ethyl 2-cyanopropanoate;Ethyl 2-cyanopropionate;Ethyl a-cyanopropionate;NSC 68508;

Chemical Property of Ethyl 2-cyanopropanoate

Chemical Property:

• Refractive Index: 1.4130-1.4150
• Boiling Point: 194.452 °C at 760 mmHg
• Flash Point: 78.871 °C
• PSA: 50.09000
• Density: 1.019 g/cm³
• LogP: 0.70918
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 127.063328530
• Heavy Atom Count: 9
• Complexity: 144

Purity/Quality:

98% ^*data from raw suppliers

Ethyl2-Cyanopropanoate ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22-36/37/38
• Safety Statements: 23-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C)C#N
• Uses: Ethyl 2-Cyanopropanoate is a building block used in many organic reactions such as the preparation of highly substituted benzenes.

Technology Process of Ethyl 2-cyanopropanoate

There total 30 articles about Ethyl 2-cyanopropanoate 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: 95.0%

α-picoline (109-06-8) + Co2 (CO)8 + acrylonitrile (107-13-1,25014-41-9) → ethyl 2-cyanopropionate (1572-99-2)

Guidance literature:

In ethanol;

Reference yield: 85.0%

ethyl-2-cyanoacrilate (7085-85-0,25067-30-5) → ethyl 2-cyanopropionate (1572-99-2)

Guidance literature:

With trifluoroacetic acid; at 0 ℃;

DOI:10.1007/BF00864199

Reference yield: 83.0%

ethyl 2-cyanoacetate (105-56-6) + methyl iodide (74-88-4) → ethyl 2-cyanopropionate (1572-99-2)

Guidance literature:

ethyl 2-cyanoacetate; With sodium hydride; In tetrahydrofuran; paraffin oil; at 0 ℃; for 0.25h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; paraffin oil; at 0 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.3762/bjoc.11.98

upstream raw materials:

2-cyanopropanoic acid

ethanol

potassium cyanide

Ethyl 2-bromopropionate

Downstream raw materials:

Diethyl methylmalonate

2-methylpimelic acid

6-amino-1,3,5-trimethyluracil

6-amino-2,5-dimethyl-3H-pyrimidin-4-one

Refernces

• 1、 Kolomnikova, G. D.,Prikhodchenko, D. Yu.,Gololobov, Yu. G.. "HYDROGENATION OF α-CYANOACRYLIC ACID AND ITS ESTERS BY ORGANOHYDRIDESILANES". . p. 1282 - 1283. Retrieved 1992.
• 2、 -. "Quinazolinone Compound and Application Thereof". Paragraph 0105-0107; 0541-0543. . Retrieved 2020/11/27.
• 3、 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.