Ethyl 1-cyanocyclobutanecarboxylate

Base Information

• Chemical Name: Ethyl 1-cyanocyclobutanecarboxylate
• CAS No.: 28246-87-9
• Molecular Formula: C8H11 N O2
• Molecular Weight: 153.181
• Hs Code.: 2926909090
• European Community (EC) Number: 800-047-4
• NSC Number: 122101
• DSSTox Substance ID: DTXSID00298268
• Nikkaji Number: J191.436G
• Wikidata: Q82039978
• Mol file: 28246-87-9.mol

Synonyms:ethyl 1-cyanocyclobutanecarboxylate;28246-87-9;ethyl 1-cyanocyclobutane-1-carboxylate;1-CYANO-CYCLOBUTANECARBOXYLIC ACID ETHYL ESTER;1-Cyanocyclobutanecarboxylic acid ethyl ester;Cyclobutanecarboxylic acid, 1-cyano-, ethyl ester;MFCD04114273;NSC122101;1-cyano-1-cyclobutanecarboxylic acid ethyl ester;1-CYANOCYCLOBUTANECARBOXYLICACIDETHYLESTER;SCHEMBL2879833;ethyl1-cyanocyclobutanecarboxylate;DTXSID00298268;VPAQDMAYKQBDLT-UHFFFAOYSA-N;AMY15971;AKOS006230295;NSC-122101;SB36363;SY191869;TS-02039;CS-0008648;FT-0728127;EN300-76639;F13248;1-cyano-cyclobutane-1-carboxylic acid ethyl ester;A819384;Z1190118945

Chemical Property of Ethyl 1-cyanocyclobutanecarboxylate

Chemical Property:

• Vapor Pressure: 0.0333mmHg at 25°C
• Boiling Point: 242.8°Cat760mmHg
• Flash Point: 106.2°C
• PSA: 50.09000
• Density: 1.09g/cm³
• LogP: 1.24338
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 153.078978594
• Heavy Atom Count: 11
• Complexity: 209

Purity/Quality:

99% ^*data from raw suppliers

Ethyl1-cyanocyclobutane-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1(CCC1)C#N
• Uses: 1-CYANOCYCLOBUTANECARBOXYLIC ACID ETHYL ESTER can be used as organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory research and development process and chemical and pharmaceutical production process.

Technology Process of Ethyl 1-cyanocyclobutanecarboxylate

There total 7 articles about Ethyl 1-cyanocyclobutanecarboxylate 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: 74.0%

ethyl 2-cyanoacetate (105-56-6) + 1,3-dibromo-propane (109-64-8) → ethyl 1-cyano-1-cyclobutanecarboxylate (28246-87-9)

Guidance literature:

With sodium ethanolate; In ethanol; for 3h; Heating / reflux;

Reference yield: 67.0%

→ ethyl 1-cyano-1-cyclobutanecarboxylate (28246-87-9)

Guidance literature:

Reference yield: 50.0%

ethyl 2-cyanoacetate (105-56-6) + 1,3-dibromo-propane (109-64-8) → 5-bromo-2-cyano-valeric acid ethyl ester (344294-88-8) + ethyl 1-cyano-1-cyclobutanecarboxylate (28246-87-9)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide;

upstream raw materials:

ethyl 2-cyanoacetate

1,3-dibromo-propane

Ethyl isocyanoacetate

2-Cyano-5-ethylsulfanyl-pentanoic acid ethyl ester

Downstream raw materials:

malonic acid

cyclobutane-1,1'-dicarboxylic acid

8-amino-6,7-diazaspiro[3.4]oct-7-en-5-one

C₆H₉NO₃

Refernces

• 1、 -. "PYRIDOPYRIMIDINE COMPOUNDS ACTING AS MTORC 1/2 DOUBLE-KINASE INHIBITORS". Paragraph 0366-0368. . Retrieved 2020/11/30.
• 2、 -. "POLO-LIKE KINASE INHIBITORS". Page/Page column 281-282. . Retrieved 2009/06/27.