Ethyl 2-cyano-2-propylpentanoate

Base Information

• Chemical Name: Ethyl 2-cyano-2-propylpentanoate
• CAS No.: 66546-90-5
• Molecular Formula: C11H19NO2
• Molecular Weight: 197.277
• Hs Code.: 2926909090
• European Community (EC) Number: 266-402-5
• NSC Number: 229351
• UNII: S46N9AT6JQ
• DSSTox Substance ID: DTXSID20216727
• Nikkaji Number: J310.114B
• Wikidata: Q72473970
• Mol file: 66546-90-5.mol

Synonyms:ethyl 2-cyano-2-propylpentanoate;66546-90-5;Ethyl 2-cyano-2-propylvalerate;S46N9AT6JQ;EINECS 266-402-5;NSC-229351;NSC229351;UNII-S46N9AT6JQ;SCHEMBL7722774;ethyl2-cyano-2-propylpentanoate;DTXSID20216727;ethyl 2,2-di-n-propylcyanoacetate;AKOS016005484;NSC 229351;2-Cyano-2-propylpentanoic acid ethyl ester;2-Cyano-2-propyl-pentanoic acid ethyl ester;FT-0699307;Pentanoic acid, 2-cyano-2-propyl-, ethyl ester

Chemical Property of Ethyl 2-cyano-2-propylpentanoate

Chemical Property:

• Vapor Pressure: 0.0477mmHg at 25°C
• Boiling Point: 236.3°Cat760mmHg
• Flash Point: 102.5°C
• PSA: 50.09000
• Density: 0.952g/cm³
• LogP: 2.65968
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 197.141578849
• Heavy Atom Count: 14
• Complexity: 221

Purity/Quality:

99% ^*data from raw suppliers

Ethyl2-cyano-2-propylpentanoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(CCC)(C#N)C(=O)OCC

Technology Process of Ethyl 2-cyano-2-propylpentanoate

There total 7 articles about Ethyl 2-cyano-2-propylpentanoate 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: 93.0%

1-iodo-propane (107-08-4) + ethyl 2-cyanoacetate (105-56-6) → ethyl 2-cyano-2-propylpentanoate (66546-90-5)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 0 - 25 ℃;

DOI:10.1016/S0960-894X(98)00748-3

Reference yield: 51.0%

propan-1-ol (71-23-8) + diethylazodicarboxylate (1972-28-7,218603-74-8) → ethyl 2-cyanopentanoate (6967-47-1) + ethyl 2-cyano-2-propylpentanoate (66546-90-5) + diethyl 1-(propyl)hydrazine-1,2-dicarboxylate

Guidance literature:

With ethyl 2-cyanoacetate; triphenylphosphine; In tetrahydrofuran; at -20 - 20 ℃; for 18h;

DOI:10.1246/bcsj.54.2107

Reference yield: 12.0%

propan-1-ol (71-23-8) + ethyl 2-cyanoacetate (105-56-6) → ethyl 2-cyanopentanoate (6967-47-1) + ethyl 2-cyano-2-propylpentanoate (66546-90-5) + diethyl 1-(propyl)hydrazine-1,2-dicarboxylate

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at -20 - 20 ℃; for 18h;

DOI:10.1246/bcsj.54.2107

upstream raw materials:

sodium ethanolate

1-iodo-propane

ethyl 2-cyanoacetate

propan-1-ol

Downstream raw materials:

3-Amino-2.2-dipropyl-propionsaeure-aethylester

2,2-dipropyl-malonamic acid ethyl ester

dipropyl-malonic acid monoamide

di-N-propyl acetonitrile

Refernces

• 1、 Ghaib, Amar,Menager, Sabine,Verite, Philippe,Lafont, Olivier. "Synthesis of variously 9,9-dialkylated octahydropyrimido [3,4-a]-s-triazines with potential antifungal activity". . p. 109 - 116. Retrieved 2007/10/03.
• 2、 Kurihara, Toshio,Sugizaki, Masaru,Kime, Itaru,Wada, Makoto,Mitsunobu, Oyo. "Stereospecific and Stereoselective Reactions. V. Alkylation of Active Methylene Compounds by the Use of Alcohols, Diethyl Azodicarboxylate, and Triphenylphosphine". . p. 2107 - 2112. Retrieved 2007/10/02.